Animation Basic Organic Ppt

832019 Animation Basic Organic Ppt

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Reactionof ether

Introduction

Enhancing

conclusion

Empowering

What is ether

Reaction involve

Application

Ask question

True offalse

crossword

Match

Acidcleavage

autoxidation

Epoxide

END



FACTS

Ether was discovered in 1275 by Spanish chemist

Raymundus Lullius and named it as lsquosweet

vitriolrsquo Later in 1730 a German scientist WG

Frobenius changed the name of sweet vitriol to

ether

Chemical formulaof ETHER is(CH₃CH₂)2O

DO YOU KNOW

Ether boiling points are

roughly comparable to

hydrocarbons of the

same molecular weight

BACK



ACID CLEAVAGE

EPOXIDEAUTOXIDATION

REACTION OF EHTER INVOLVED

BACK



WHAT ARE USES OF ETHER

Chemical Application -used as powerful non-polar solvents for both industrial applications and forchemical reactionsPetroleum ether (Naptha) is often used in an industrial setting due to its low cost

while either diethyl ether or tetrahydrofuran is commonly used is a chemical laboratory setting

Medical application - Ether was used as a general anestheticanalgesic for surgeries Its use replacedchloroform which was extremely toxicDimethyl ether is used as a refrigerant Whenever we applied ether

it will produce colder so that the body tissue may freeze thatrsquos why it is used in surgeries in which thepatient doesnrsquot feel any pain

Automotive application -Ether is sprayed into the air intake to start a stubborn engine It may also beadded to the fuel in race cars for extra power

BACK



Acid Cleavage of Ethers

Ethers are generallyunreactive to most

species

With strong acid ethersundergo a cleavage

through a process begunby protonation of the

ether oxygen HI and HBrare often used

The products separate ineither an SN1 or SN2

style processdetermined by the shapeof the ether the halide

anion serving asnucleophile

Some od E1rsquos alkeneproduct as always will

be mixed in if SN1occurs



Do you know it reaction

I think X isbromine (Br) or

iodine (I)

What is XCan you tell

me

Acid-catalyzed cleavage of ethers



ITrsquoS

CHARACTERISTIC

Cleavage requires high temperatures and concentrated

acids

Order of acid reactivity HI gt HBr gt HCl

Cleavage involves nucleophilic attack by the halide ion on the protonated

ether with the weak base (good leaving group) R-OH being displaced

The reaction of the protonated ether with the halide ion can be either SN1

or SN2 and depends on the ether structure and reaction conditions

Primary alkyl

groups (R not R)

undergo SN2

substitution

Tertiary R groups

undergo SN1

substitution

acidSN1



Overall Reaction

CH3CH2OCH2CH3 + HBr 2CH3CH2Br + H2ODiethyl ether Hydrogen

bromideEthyl

bromideWater

heat

Step 1 Proton transfer to the oxygen of the ether to give a dialkyloxonium ion

Mechanism

CH3CH2

CH3CH2

CH3CH2 + _ O + H - Br O-H + Br

CH3CH2

fast

Diethyloxotoniumion

Bromideion



Step 2 Nucleophilic attack of the halide anion on carbon of the dialkyloxonium ion Thisstep gives one molecule of an alkyl halide and one molecule of an alcohol

CH3CH2

+ O -H CH3CH2Br + CH3CH2 OH

CH3CH2

_

Br

slow

Step 3 and 4 These two steps do not involve an ether at all They correspond tothose in which an alcohol is converted to an alkyl halide

+ _

CH3CH2OH + H - Br CH3CH2 O Br CH3CH2Br + H2O

fastH

H

slow

Hopefully you understand thismechanismGood luck



CH3CH2OCH3 CH3CH2-Cl + CH3-Cl + H2OH2O2 heat

ExcessHCl

OCH2CH3 ExcessHBr

H2O2 heat

Br

+ CH3CH2Br + H20

EXAMPLE



QUESTIONS

1 If the excess HBr is used what would theproducts of the reaction be

2 is the mechanism shown below SN1 or SN2

ANSWERS

1 Two molecules of alkyl halides since ROH + HBr -gt RBr2 SN2 type since there is no carbocation intermediate formed



Do you understand

Alkyl ethers are cleaved bythe strong acids HI or HBr in a

nucleophilic substitutionreaction similar to that

of alcohols

Protonation of the etherealoxygen creates a good leaving

group a neutral alcoholmolecule

The halide ion bromide oriodide are both good

nucleophiles

Depending on the structure ofthe alkyl groups the reaction

can be SN1 or SN2 like

Refresh back

BACK



AUTOXIDATION

Ethers are good solvents partlybecause they are not reactive

Do you know



bullAutoxidation is any oxidation that occurs in open air or in the presence of oxygen and

or UV radiation and forms peroxides and hydroperoxides

bullIt can be considered to be a slow f lameless combustion of materials by reaction withoxygen

bull Certain types are particularly prone to autoxidation including unsaturated compounds thathave allylic hydrogens or benzylic hydrogens that converted to hydroperoxides byautoxidation

AUTOXIDATIONhellipwhat is it



H O W

I

T S

M EC H

A N I SM OCCU R

Autoxidation is a free radical chainprocess

Involve three stages chain initiation propagation andtermination

Initiation process -some event causes free radicals to be formed initiation occurs bya process that is not well understood but is thought to be the spontaneous reaction of

oxygen with a material with a readily abstractable hydrogen

Once free radicals are formed they react in a chain to convert the material to a hydroperoxideThe chain is ended by termination reactions in which free radicals collide and combine their odd

electrons to form a new bond

It easy

right



REACTION STEP

Chain initiation

Chain propagation

Chain termination

hydroperoxides and dialkylperoxides highly explosive

PrecautionsbullDo not distill to drynessbullStore in full bottles with tight

caps

ATTENTION

R00H + RHENERGY

RO + ₂ H O + R

RO + RH R + ROHH-abstraction

R + O₂ fast

ROO

ROO + RH ROOH + RH-abstraction

2ROO 2RO + O₂ ROH + QO + O₂



EXAMPLE

REMINDER



bull process of enormous economic impact since all foods plasticsgasolines oils rubber and other materials that must be exposed toair undergo continuous destructive reactions of this type

bull All plastics and rubber and most processed foodscontain antioxidants to protect them against the attack of oxygen

Autoxidationsin industry

USES OF AUTOXIDATION



In the chemical industry many chemicals are produced by autoxidation

In the cumene process phenol and acetone are made from benzene

and propylene

Autoxidation of cyclohexane yields cyclohexanol and cyclohexanone

p -xylene is oxidized to terephthalic acid

Ethylbenzene is oxidized to ethylbenzene hydroperoxide anepoxidizing agent in the propylene oxidestyrene process POSM

VERY GOOD



Autoxidation in food

It known that fats become rancid when kept at lowtemperatures

The compounds found in wine including polyphenolspolysaccharides and proteins can undergo autoxidation

during the ageing process

Simple polyphenols can lead to the formation of B-type procyanidins in wines or in model solutions

Browning color change characteristic of this process alsoobserved in carrot puree

BACK



WHAT IS EPOXIDE

Three membered ring ether is called an oxirane (root ldquoirrdquo from ldquotrirdquo for 3-membered prefix ldquooxrdquo for oxygen ldquoanerdquo for saturated)

Also called epoxides

The CmdashOmdashC bond angle for an epoxide must be 60deg aconsiderable deviation from the tetrahedral bond angleof 1095deg Thus epoxides have angle strain makingthem much more reactive than other ethers



EXAMPLE

O

12-Epoxycyclohexane

O

2-Methyl-23-epoxybutane



Reactions of

Epoxides



Reactions of Epoxides (neutral

or basic media)



step 1 the nucleophile attacks anelectron-deficient carbon thus

cleaving the CmdashO bond andrelieving the strain of the three-

membered ring

Step 2the alkoxide is protonated with

water to generate a neutralproduct with two functionalgroups on adjacent atoms

Common nucleophiles that open theepoxide ring include macr OH OR macr CN macr SRand NH3 With the strong nucleophiles the

reaction occurs by an SN2 mechanism

STEPS INVOLVEShellip



EXAMPLE



Reactions of Epoxides

(acid media)

Acids HZ that contain a nucleophile

Z also open epoxide rings by atwo-step sequence

HCl HBr and HI as well as

H2O and ROH in the presenceof acid all open an epoxidering in this manner



LET SEE THIShellip




(base vs acid)

BACK



QUESTION

1 The reaction occurs readily with strong and with acids like HZ where Z is a nucleophilicatom

Answer nucleophiles

2 Reaction of epoxide involve reaction of in _______ and reaction of in

Answer acid medium base medium

3 Epoxides do contain a ________with two polar bonds

Answer strained three-membered ring

4 Three membered ring ether is called an oxirane It also called ________

Answer Epoxides

BACK Enter to see the answer



Can youmatch this

HALIDE ION

PRIMARY ALKYL GROUP

TERTIARY ALKYL GROUP

HYDROCARBON

SN2 SUBSTITUTION

CH3CH2CH3

IODINE BROMINE

SN1 SUBSTITUTION




X C V B N M P O L H T Q A C I D S R U T A M K I O P X A

H I D F L O K J H I Y S O X W Z Q G B R O M I N K C L O

E D N B L Q W M I N A Z X C L E A V A G I M A N U H I A

P C L N C X S Y U N I Y Y T U C P U T H A N K O O Y A S

R K Y R R Z E W Q A L C G I E R B P H O M U K A I D H E

O E O P O A D H Y O H V E T H E R M L I D E I O N R N L

X A R A I D A R T U K B N P I O O O N Z E G K K Q O A E D V O N I N Q R F D A N F G H U M C U X S T Q C W P B C

E A J U Y A Z N L K J M E D A C I D C L E A V A G E H T

J G J U J I Q O M N O W A B C Y N B L P R I T K D R H H

E E A W A N U I W A A E Q W R T E E E U Y I E M F O Y U

N A I L R A N T S A Z R E Y I T I D O P E B V G G X D P

G C V Y I M V A D F F T B T H O T U P L A T E H I I R E

J A B U B A K D J H G Y A E F D A A H N O R K A H D O Q

K J I H R D U I K L P U K R P S D A I O D I N E J E F W

A S D E H J Y X U I O I M L G O I K L U Y I O P K O A J

H A L I D E I O N Y T W N B H J X A I L R I H T E L S O

O U P R E W Q T O R T O X I D T I I C L A E V A G E U G

J K L B C Z S U Q E V C X Z A W E R D E T H A N O B T T

R Y V N R D I A L K Y L P E R O X I D E I H T W O L S E

Y M O R T S E W F K A J T B E H A M S I R A K N A K A R

CROSSWORD

OXYGEN

ETHER

HYDROPEROXIDE

AUTOXIDATION

BROMINE

DIALKYLPEROXIDE

ACID CLEAVAGE

HALIDE ION

NUCLEOPHILIC

EPOXIDE

IODINE

BACK Enter please



Activity

Write true or false for this questions

1 Ethers are generally unreactive to most species

2 Ethers react with HNa CmdashO bonds are cleaved and two alkyl halides are formed asproducts

3 Cleavage requires high temperatures and concentrated

4 Epoxides are four-membered ring cyclic ethers with two polar bonds

5 The reaction occurs readily with strong nucleophiles and with acids like HZ where Z isa nucleophilic atom

6 Epoxides can be named in three different waysmdashAs epoxyalkanes oxiranes or alkeneoxides

1TRUE2FALSE3TRUE4FALSE5TRUE6TRUE

ANSWER




Autoxidation is a freeradical chain process thatinvolve three stage (chaininitiation propagation and

termination) While epoxide isspecial type of ehter it alsocalled oxirane that has three

membered ring ether

In acid

cleavage theproducts

separate ineither an SN1or SN2 style

process

Ether has threereaction that areacid cleavage

autoxidation andepoxide reaction

CONCLUSION

BACK





FACTS

Ether was discovered in 1275 by Spanish chemist

Raymundus Lullius and named it as lsquosweet

vitriolrsquo Later in 1730 a German scientist WG

Frobenius changed the name of sweet vitriol to

ether

Chemical formulaof ETHER is(CH₃CH₂)2O

DO YOU KNOW

Ether boiling points are

roughly comparable to

hydrocarbons of the

same molecular weight

BACK



ACID CLEAVAGE

EPOXIDEAUTOXIDATION


BACK









BACK





species













iodine (I)


me




ITrsquoS

CHARACTERISTIC


acids






Primary alkyl

groups (R not R)

undergo SN2

substitution

Tertiary R groups

undergo SN1

substitution

acidSN1



Overall Reaction


bromideEthyl

bromideWater

heat


Mechanism

CH3CH2

CH3CH2


CH3CH2

fast

Diethyloxotoniumion

Bromideion




CH3CH2


CH3CH2

_

Br

slow


+ _


fastH

H

slow





ExcessHCl

OCH2CH3 ExcessHBr

H2O2 heat

Br

+ CH3CH2Br + H20

EXAMPLE



QUESTIONS



ANSWERS




Do you understand



of alcohols




nucleophiles



Refresh back

BACK



AUTOXIDATION


Do you know










H O W

I

T S

M EC H

A N I SM OCCU R







It easy

right



REACTION STEP

Chain initiation

Chain propagation

Chain termination



caps

ATTENTION

R00H + RHENERGY

RO + ₂ H O + R


R + O₂ fast

ROO





EXAMPLE

REMINDER











and propylene




VERY GOOD









BACK



WHAT IS EPOXIDE






EXAMPLE

O

12-Epoxycyclohexane

O




Reactions of

Epoxides




or basic media)





membered ring








EXAMPLE




(acid media)







LET SEE THIShellip




(base vs acid)

BACK



QUESTION


Answer nucleophiles






Answer Epoxides




Can youmatch this

HALIDE ION

PRIMARY ALKYL GROUP


HYDROCARBON

SN2 SUBSTITUTION

CH3CH2CH3

IODINE BROMINE

SN1 SUBSTITUTION
























CROSSWORD

OXYGEN

ETHER

HYDROPEROXIDE

AUTOXIDATION

BROMINE

DIALKYLPEROXIDE

ACID CLEAVAGE

HALIDE ION

NUCLEOPHILIC

EPOXIDE

IODINE

BACK Enter please



Activity









ANSWER






membered ring ether

In acid



process



CONCLUSION

BACK





ACID CLEAVAGE

EPOXIDEAUTOXIDATION


BACK









BACK





species













iodine (I)


me




ITrsquoS

CHARACTERISTIC


acids






Primary alkyl

groups (R not R)

undergo SN2

substitution

Tertiary R groups

undergo SN1

substitution

acidSN1



Overall Reaction


bromideEthyl

bromideWater

heat


Mechanism

CH3CH2

CH3CH2


CH3CH2

fast

Diethyloxotoniumion

Bromideion




CH3CH2


CH3CH2

_

Br

slow


+ _


fastH

H

slow





ExcessHCl

OCH2CH3 ExcessHBr

H2O2 heat

Br

+ CH3CH2Br + H20

EXAMPLE



QUESTIONS



ANSWERS




Do you understand



of alcohols




nucleophiles



Refresh back

BACK



AUTOXIDATION


Do you know










H O W

I

T S

M EC H

A N I SM OCCU R







It easy

right



REACTION STEP

Chain initiation

Chain propagation

Chain termination



caps

ATTENTION

R00H + RHENERGY

RO + ₂ H O + R


R + O₂ fast

ROO





EXAMPLE

REMINDER











and propylene




VERY GOOD









BACK



WHAT IS EPOXIDE






EXAMPLE

O

12-Epoxycyclohexane

O




Reactions of

Epoxides




or basic media)





membered ring








EXAMPLE




(acid media)







LET SEE THIShellip




(base vs acid)

BACK



QUESTION


Answer nucleophiles






Answer Epoxides




Can youmatch this

HALIDE ION

PRIMARY ALKYL GROUP


HYDROCARBON

SN2 SUBSTITUTION

CH3CH2CH3

IODINE BROMINE

SN1 SUBSTITUTION
























CROSSWORD

OXYGEN

ETHER

HYDROPEROXIDE

AUTOXIDATION

BROMINE

DIALKYLPEROXIDE

ACID CLEAVAGE

HALIDE ION

NUCLEOPHILIC

EPOXIDE

IODINE

BACK Enter please



Activity









ANSWER






membered ring ether

In acid



process



CONCLUSION

BACK











BACK





species













iodine (I)


me




ITrsquoS

CHARACTERISTIC


acids






Primary alkyl

groups (R not R)

undergo SN2

substitution

Tertiary R groups

undergo SN1

substitution

acidSN1



Overall Reaction


bromideEthyl

bromideWater

heat


Mechanism

CH3CH2

CH3CH2


CH3CH2

fast

Diethyloxotoniumion

Bromideion




CH3CH2


CH3CH2

_

Br

slow


+ _


fastH

H

slow





ExcessHCl

OCH2CH3 ExcessHBr

H2O2 heat

Br

+ CH3CH2Br + H20

EXAMPLE



QUESTIONS



ANSWERS




Do you understand



of alcohols




nucleophiles



Refresh back

BACK



AUTOXIDATION


Do you know










H O W

I

T S

M EC H

A N I SM OCCU R







It easy

right



REACTION STEP

Chain initiation

Chain propagation

Chain termination



caps

ATTENTION

R00H + RHENERGY

RO + ₂ H O + R


R + O₂ fast

ROO





EXAMPLE

REMINDER











and propylene




VERY GOOD









BACK



WHAT IS EPOXIDE






EXAMPLE

O

12-Epoxycyclohexane

O




Reactions of

Epoxides




or basic media)





membered ring








EXAMPLE




(acid media)







LET SEE THIShellip




(base vs acid)

BACK



QUESTION


Answer nucleophiles






Answer Epoxides




Can youmatch this

HALIDE ION

PRIMARY ALKYL GROUP


HYDROCARBON

SN2 SUBSTITUTION

CH3CH2CH3

IODINE BROMINE

SN1 SUBSTITUTION
























CROSSWORD

OXYGEN

ETHER

HYDROPEROXIDE

AUTOXIDATION

BROMINE

DIALKYLPEROXIDE

ACID CLEAVAGE

HALIDE ION

NUCLEOPHILIC

EPOXIDE

IODINE

BACK Enter please



Activity









ANSWER






membered ring ether

In acid



process



CONCLUSION

BACK







species













iodine (I)


me




ITrsquoS

CHARACTERISTIC


acids






Primary alkyl

groups (R not R)

undergo SN2

substitution

Tertiary R groups

undergo SN1

substitution

acidSN1



Overall Reaction


bromideEthyl

bromideWater

heat


Mechanism

CH3CH2

CH3CH2


CH3CH2

fast

Diethyloxotoniumion

Bromideion




CH3CH2


CH3CH2

_

Br

slow


+ _


fastH

H

slow





ExcessHCl

OCH2CH3 ExcessHBr

H2O2 heat

Br

+ CH3CH2Br + H20

EXAMPLE



QUESTIONS



ANSWERS




Do you understand



of alcohols




nucleophiles



Refresh back

BACK



AUTOXIDATION


Do you know










H O W

I

T S

M EC H

A N I SM OCCU R







It easy

right



REACTION STEP

Chain initiation

Chain propagation

Chain termination



caps

ATTENTION

R00H + RHENERGY

RO + ₂ H O + R


R + O₂ fast

ROO





EXAMPLE

REMINDER











and propylene




VERY GOOD









BACK



WHAT IS EPOXIDE






EXAMPLE

O

12-Epoxycyclohexane

O




Reactions of

Epoxides




or basic media)





membered ring








EXAMPLE




(acid media)







LET SEE THIShellip




(base vs acid)

BACK



QUESTION


Answer nucleophiles






Answer Epoxides




Can youmatch this

HALIDE ION

PRIMARY ALKYL GROUP


HYDROCARBON

SN2 SUBSTITUTION

CH3CH2CH3

IODINE BROMINE

SN1 SUBSTITUTION
























CROSSWORD

OXYGEN

ETHER

HYDROPEROXIDE

AUTOXIDATION

BROMINE

DIALKYLPEROXIDE

ACID CLEAVAGE

HALIDE ION

NUCLEOPHILIC

EPOXIDE

IODINE

BACK Enter please



Activity









ANSWER






membered ring ether

In acid



process



CONCLUSION

BACK







iodine (I)


me




ITrsquoS

CHARACTERISTIC


acids






Primary alkyl

groups (R not R)

undergo SN2

substitution

Tertiary R groups

undergo SN1

substitution

acidSN1



Overall Reaction


bromideEthyl

bromideWater

heat


Mechanism

CH3CH2

CH3CH2


CH3CH2

fast

Diethyloxotoniumion

Bromideion




CH3CH2


CH3CH2

_

Br

slow


+ _


fastH

H

slow





ExcessHCl

OCH2CH3 ExcessHBr

H2O2 heat

Br

+ CH3CH2Br + H20

EXAMPLE



QUESTIONS



ANSWERS




Do you understand



of alcohols




nucleophiles



Refresh back

BACK



AUTOXIDATION


Do you know










H O W

I

T S

M EC H

A N I SM OCCU R







It easy

right



REACTION STEP

Chain initiation

Chain propagation

Chain termination



caps

ATTENTION

R00H + RHENERGY

RO + ₂ H O + R


R + O₂ fast

ROO





EXAMPLE

REMINDER











and propylene




VERY GOOD









BACK



WHAT IS EPOXIDE






EXAMPLE

O

12-Epoxycyclohexane

O




Reactions of

Epoxides




or basic media)





membered ring








EXAMPLE




(acid media)







LET SEE THIShellip




(base vs acid)

BACK



QUESTION


Answer nucleophiles






Answer Epoxides




Can youmatch this

HALIDE ION

PRIMARY ALKYL GROUP


HYDROCARBON

SN2 SUBSTITUTION

CH3CH2CH3

IODINE BROMINE

SN1 SUBSTITUTION
























CROSSWORD

OXYGEN

ETHER

HYDROPEROXIDE

AUTOXIDATION

BROMINE

DIALKYLPEROXIDE

ACID CLEAVAGE

HALIDE ION

NUCLEOPHILIC

EPOXIDE

IODINE

BACK Enter please



Activity









ANSWER






membered ring ether

In acid



process



CONCLUSION

BACK





ITrsquoS

CHARACTERISTIC


acids






Primary alkyl

groups (R not R)

undergo SN2

substitution

Tertiary R groups

undergo SN1

substitution

acidSN1



Overall Reaction


bromideEthyl

bromideWater

heat


Mechanism

CH3CH2

CH3CH2


CH3CH2

fast

Diethyloxotoniumion

Bromideion




CH3CH2


CH3CH2

_

Br

slow


+ _


fastH

H

slow





ExcessHCl

OCH2CH3 ExcessHBr

H2O2 heat

Br

+ CH3CH2Br + H20

EXAMPLE



QUESTIONS



ANSWERS




Do you understand



of alcohols




nucleophiles



Refresh back

BACK



AUTOXIDATION


Do you know










H O W

I

T S

M EC H

A N I SM OCCU R







It easy

right



REACTION STEP

Chain initiation

Chain propagation

Chain termination



caps

ATTENTION

R00H + RHENERGY

RO + ₂ H O + R


R + O₂ fast

ROO





EXAMPLE

REMINDER











and propylene




VERY GOOD









BACK



WHAT IS EPOXIDE






EXAMPLE

O

12-Epoxycyclohexane

O




Reactions of

Epoxides




or basic media)





membered ring








EXAMPLE




(acid media)







LET SEE THIShellip




(base vs acid)

BACK



QUESTION


Answer nucleophiles






Answer Epoxides




Can youmatch this

HALIDE ION

PRIMARY ALKYL GROUP


HYDROCARBON

SN2 SUBSTITUTION

CH3CH2CH3

IODINE BROMINE

SN1 SUBSTITUTION
























CROSSWORD

OXYGEN

ETHER

HYDROPEROXIDE

AUTOXIDATION

BROMINE

DIALKYLPEROXIDE

ACID CLEAVAGE

HALIDE ION

NUCLEOPHILIC

EPOXIDE

IODINE

BACK Enter please



Activity









ANSWER






membered ring ether

In acid



process



CONCLUSION

BACK





Overall Reaction


bromideEthyl

bromideWater

heat


Mechanism

CH3CH2

CH3CH2


CH3CH2

fast

Diethyloxotoniumion

Bromideion




CH3CH2


CH3CH2

_

Br

slow


+ _


fastH

H

slow





ExcessHCl

OCH2CH3 ExcessHBr

H2O2 heat

Br

+ CH3CH2Br + H20

EXAMPLE



QUESTIONS



ANSWERS




Do you understand



of alcohols




nucleophiles



Refresh back

BACK



AUTOXIDATION


Do you know










H O W

I

T S

M EC H

A N I SM OCCU R







It easy

right



REACTION STEP

Chain initiation

Chain propagation

Chain termination



caps

ATTENTION

R00H + RHENERGY

RO + ₂ H O + R


R + O₂ fast

ROO





EXAMPLE

REMINDER











and propylene




VERY GOOD









BACK



WHAT IS EPOXIDE






EXAMPLE

O

12-Epoxycyclohexane

O




Reactions of

Epoxides




or basic media)





membered ring








EXAMPLE




(acid media)







LET SEE THIShellip




(base vs acid)

BACK



QUESTION


Answer nucleophiles






Answer Epoxides




Can youmatch this

HALIDE ION

PRIMARY ALKYL GROUP


HYDROCARBON

SN2 SUBSTITUTION

CH3CH2CH3

IODINE BROMINE

SN1 SUBSTITUTION
























CROSSWORD

OXYGEN

ETHER

HYDROPEROXIDE

AUTOXIDATION

BROMINE

DIALKYLPEROXIDE

ACID CLEAVAGE

HALIDE ION

NUCLEOPHILIC

EPOXIDE

IODINE

BACK Enter please



Activity









ANSWER






membered ring ether

In acid



process



CONCLUSION

BACK






CH3CH2


CH3CH2

_

Br

slow


+ _


fastH

H

slow





ExcessHCl

OCH2CH3 ExcessHBr

H2O2 heat

Br

+ CH3CH2Br + H20

EXAMPLE



QUESTIONS



ANSWERS




Do you understand



of alcohols




nucleophiles



Refresh back

BACK



AUTOXIDATION


Do you know










H O W

I

T S

M EC H

A N I SM OCCU R







It easy

right



REACTION STEP

Chain initiation

Chain propagation

Chain termination



caps

ATTENTION

R00H + RHENERGY

RO + ₂ H O + R


R + O₂ fast

ROO





EXAMPLE

REMINDER











and propylene




VERY GOOD









BACK



WHAT IS EPOXIDE






EXAMPLE

O

12-Epoxycyclohexane

O




Reactions of

Epoxides




or basic media)





membered ring








EXAMPLE




(acid media)







LET SEE THIShellip




(base vs acid)

BACK



QUESTION


Answer nucleophiles






Answer Epoxides




Can youmatch this

HALIDE ION

PRIMARY ALKYL GROUP


HYDROCARBON

SN2 SUBSTITUTION

CH3CH2CH3

IODINE BROMINE

SN1 SUBSTITUTION
























CROSSWORD

OXYGEN

ETHER

HYDROPEROXIDE

AUTOXIDATION

BROMINE

DIALKYLPEROXIDE

ACID CLEAVAGE

HALIDE ION

NUCLEOPHILIC

EPOXIDE

IODINE

BACK Enter please



Activity









ANSWER






membered ring ether

In acid



process



CONCLUSION

BACK






ExcessHCl

OCH2CH3 ExcessHBr

H2O2 heat

Br

+ CH3CH2Br + H20

EXAMPLE



QUESTIONS



ANSWERS




Do you understand



of alcohols




nucleophiles



Refresh back

BACK



AUTOXIDATION


Do you know










H O W

I

T S

M EC H

A N I SM OCCU R







It easy

right



REACTION STEP

Chain initiation

Chain propagation

Chain termination



caps

ATTENTION

R00H + RHENERGY

RO + ₂ H O + R


R + O₂ fast

ROO





EXAMPLE

REMINDER











and propylene




VERY GOOD









BACK



WHAT IS EPOXIDE






EXAMPLE

O

12-Epoxycyclohexane

O




Reactions of

Epoxides




or basic media)





membered ring








EXAMPLE




(acid media)







LET SEE THIShellip




(base vs acid)

BACK



QUESTION


Answer nucleophiles






Answer Epoxides




Can youmatch this

HALIDE ION

PRIMARY ALKYL GROUP


HYDROCARBON

SN2 SUBSTITUTION

CH3CH2CH3

IODINE BROMINE

SN1 SUBSTITUTION
























CROSSWORD

OXYGEN

ETHER

HYDROPEROXIDE

AUTOXIDATION

BROMINE

DIALKYLPEROXIDE

ACID CLEAVAGE

HALIDE ION

NUCLEOPHILIC

EPOXIDE

IODINE

BACK Enter please



Activity









ANSWER






membered ring ether

In acid



process



CONCLUSION

BACK





QUESTIONS



ANSWERS




Do you understand



of alcohols




nucleophiles



Refresh back

BACK



AUTOXIDATION


Do you know










H O W

I

T S

M EC H

A N I SM OCCU R







It easy

right



REACTION STEP

Chain initiation

Chain propagation

Chain termination



caps

ATTENTION

R00H + RHENERGY

RO + ₂ H O + R


R + O₂ fast

ROO





EXAMPLE

REMINDER











and propylene




VERY GOOD









BACK



WHAT IS EPOXIDE






EXAMPLE

O

12-Epoxycyclohexane

O




Reactions of

Epoxides




or basic media)





membered ring








EXAMPLE




(acid media)







LET SEE THIShellip




(base vs acid)

BACK



QUESTION


Answer nucleophiles






Answer Epoxides




Can youmatch this

HALIDE ION

PRIMARY ALKYL GROUP


HYDROCARBON

SN2 SUBSTITUTION

CH3CH2CH3

IODINE BROMINE

SN1 SUBSTITUTION
























CROSSWORD

OXYGEN

ETHER

HYDROPEROXIDE

AUTOXIDATION

BROMINE

DIALKYLPEROXIDE

ACID CLEAVAGE

HALIDE ION

NUCLEOPHILIC

EPOXIDE

IODINE

BACK Enter please



Activity









ANSWER






membered ring ether

In acid



process



CONCLUSION

BACK





Do you understand



of alcohols




nucleophiles



Refresh back

BACK



AUTOXIDATION


Do you know










H O W

I

T S

M EC H

A N I SM OCCU R







It easy

right



REACTION STEP

Chain initiation

Chain propagation

Chain termination



caps

ATTENTION

R00H + RHENERGY

RO + ₂ H O + R


R + O₂ fast

ROO





EXAMPLE

REMINDER











and propylene




VERY GOOD









BACK



WHAT IS EPOXIDE






EXAMPLE

O

12-Epoxycyclohexane

O




Reactions of

Epoxides




or basic media)





membered ring








EXAMPLE




(acid media)







LET SEE THIShellip




(base vs acid)

BACK



QUESTION


Answer nucleophiles






Answer Epoxides




Can youmatch this

HALIDE ION

PRIMARY ALKYL GROUP


HYDROCARBON

SN2 SUBSTITUTION

CH3CH2CH3

IODINE BROMINE

SN1 SUBSTITUTION
























CROSSWORD

OXYGEN

ETHER

HYDROPEROXIDE

AUTOXIDATION

BROMINE

DIALKYLPEROXIDE

ACID CLEAVAGE

HALIDE ION

NUCLEOPHILIC

EPOXIDE

IODINE

BACK Enter please



Activity









ANSWER






membered ring ether

In acid



process



CONCLUSION

BACK





AUTOXIDATION


Do you know










H O W

I

T S

M EC H

A N I SM OCCU R







It easy

right



REACTION STEP

Chain initiation

Chain propagation

Chain termination



caps

ATTENTION

R00H + RHENERGY

RO + ₂ H O + R


R + O₂ fast

ROO





EXAMPLE

REMINDER











and propylene




VERY GOOD









BACK



WHAT IS EPOXIDE






EXAMPLE

O

12-Epoxycyclohexane

O




Reactions of

Epoxides




or basic media)





membered ring








EXAMPLE




(acid media)







LET SEE THIShellip




(base vs acid)

BACK



QUESTION


Answer nucleophiles






Answer Epoxides




Can youmatch this

HALIDE ION

PRIMARY ALKYL GROUP


HYDROCARBON

SN2 SUBSTITUTION

CH3CH2CH3

IODINE BROMINE

SN1 SUBSTITUTION
























CROSSWORD

OXYGEN

ETHER

HYDROPEROXIDE

AUTOXIDATION

BROMINE

DIALKYLPEROXIDE

ACID CLEAVAGE

HALIDE ION

NUCLEOPHILIC

EPOXIDE

IODINE

BACK Enter please



Activity









ANSWER






membered ring ether

In acid



process



CONCLUSION

BACK












H O W

I

T S

M EC H

A N I SM OCCU R







It easy

right



REACTION STEP

Chain initiation

Chain propagation

Chain termination



caps

ATTENTION

R00H + RHENERGY

RO + ₂ H O + R


R + O₂ fast

ROO





EXAMPLE

REMINDER











and propylene




VERY GOOD









BACK



WHAT IS EPOXIDE






EXAMPLE

O

12-Epoxycyclohexane

O




Reactions of

Epoxides




or basic media)





membered ring








EXAMPLE




(acid media)







LET SEE THIShellip




(base vs acid)

BACK



QUESTION


Answer nucleophiles






Answer Epoxides




Can youmatch this

HALIDE ION

PRIMARY ALKYL GROUP


HYDROCARBON

SN2 SUBSTITUTION

CH3CH2CH3

IODINE BROMINE

SN1 SUBSTITUTION
























CROSSWORD

OXYGEN

ETHER

HYDROPEROXIDE

AUTOXIDATION

BROMINE

DIALKYLPEROXIDE

ACID CLEAVAGE

HALIDE ION

NUCLEOPHILIC

EPOXIDE

IODINE

BACK Enter please



Activity









ANSWER






membered ring ether

In acid



process



CONCLUSION

BACK





H O W

I

T S

M EC H

A N I SM OCCU R







It easy

right



REACTION STEP

Chain initiation

Chain propagation

Chain termination



caps

ATTENTION

R00H + RHENERGY

RO + ₂ H O + R


R + O₂ fast

ROO





EXAMPLE

REMINDER











and propylene




VERY GOOD









BACK



WHAT IS EPOXIDE






EXAMPLE

O

12-Epoxycyclohexane

O




Reactions of

Epoxides




or basic media)





membered ring








EXAMPLE




(acid media)







LET SEE THIShellip




(base vs acid)

BACK



QUESTION


Answer nucleophiles






Answer Epoxides




Can youmatch this

HALIDE ION

PRIMARY ALKYL GROUP


HYDROCARBON

SN2 SUBSTITUTION

CH3CH2CH3

IODINE BROMINE

SN1 SUBSTITUTION
























CROSSWORD

OXYGEN

ETHER

HYDROPEROXIDE

AUTOXIDATION

BROMINE

DIALKYLPEROXIDE

ACID CLEAVAGE

HALIDE ION

NUCLEOPHILIC

EPOXIDE

IODINE

BACK Enter please



Activity









ANSWER






membered ring ether

In acid



process



CONCLUSION

BACK





REACTION STEP

Chain initiation

Chain propagation

Chain termination



caps

ATTENTION

R00H + RHENERGY

RO + ₂ H O + R


R + O₂ fast

ROO





EXAMPLE

REMINDER











and propylene




VERY GOOD









BACK



WHAT IS EPOXIDE






EXAMPLE

O

12-Epoxycyclohexane

O




Reactions of

Epoxides




or basic media)





membered ring








EXAMPLE




(acid media)







LET SEE THIShellip




(base vs acid)

BACK



QUESTION


Answer nucleophiles






Answer Epoxides




Can youmatch this

HALIDE ION

PRIMARY ALKYL GROUP


HYDROCARBON

SN2 SUBSTITUTION

CH3CH2CH3

IODINE BROMINE

SN1 SUBSTITUTION
























CROSSWORD

OXYGEN

ETHER

HYDROPEROXIDE

AUTOXIDATION

BROMINE

DIALKYLPEROXIDE

ACID CLEAVAGE

HALIDE ION

NUCLEOPHILIC

EPOXIDE

IODINE

BACK Enter please



Activity









ANSWER






membered ring ether

In acid



process



CONCLUSION

BACK





EXAMPLE

REMINDER











and propylene




VERY GOOD









BACK



WHAT IS EPOXIDE






EXAMPLE

O

12-Epoxycyclohexane

O




Reactions of

Epoxides




or basic media)





membered ring








EXAMPLE




(acid media)







LET SEE THIShellip




(base vs acid)

BACK



QUESTION


Answer nucleophiles






Answer Epoxides




Can youmatch this

HALIDE ION

PRIMARY ALKYL GROUP


HYDROCARBON

SN2 SUBSTITUTION

CH3CH2CH3

IODINE BROMINE

SN1 SUBSTITUTION
























CROSSWORD

OXYGEN

ETHER

HYDROPEROXIDE

AUTOXIDATION

BROMINE

DIALKYLPEROXIDE

ACID CLEAVAGE

HALIDE ION

NUCLEOPHILIC

EPOXIDE

IODINE

BACK Enter please



Activity









ANSWER






membered ring ether

In acid



process



CONCLUSION

BACK













and propylene




VERY GOOD









BACK



WHAT IS EPOXIDE






EXAMPLE

O

12-Epoxycyclohexane

O




Reactions of

Epoxides




or basic media)





membered ring








EXAMPLE




(acid media)







LET SEE THIShellip




(base vs acid)

BACK



QUESTION


Answer nucleophiles






Answer Epoxides




Can youmatch this

HALIDE ION

PRIMARY ALKYL GROUP


HYDROCARBON

SN2 SUBSTITUTION

CH3CH2CH3

IODINE BROMINE

SN1 SUBSTITUTION
























CROSSWORD

OXYGEN

ETHER

HYDROPEROXIDE

AUTOXIDATION

BROMINE

DIALKYLPEROXIDE

ACID CLEAVAGE

HALIDE ION

NUCLEOPHILIC

EPOXIDE

IODINE

BACK Enter please



Activity









ANSWER






membered ring ether

In acid



process



CONCLUSION

BACK







and propylene




VERY GOOD









BACK



WHAT IS EPOXIDE






EXAMPLE

O

12-Epoxycyclohexane

O




Reactions of

Epoxides




or basic media)





membered ring








EXAMPLE




(acid media)







LET SEE THIShellip




(base vs acid)

BACK



QUESTION


Answer nucleophiles






Answer Epoxides




Can youmatch this

HALIDE ION

PRIMARY ALKYL GROUP


HYDROCARBON

SN2 SUBSTITUTION

CH3CH2CH3

IODINE BROMINE

SN1 SUBSTITUTION
























CROSSWORD

OXYGEN

ETHER

HYDROPEROXIDE

AUTOXIDATION

BROMINE

DIALKYLPEROXIDE

ACID CLEAVAGE

HALIDE ION

NUCLEOPHILIC

EPOXIDE

IODINE

BACK Enter please



Activity









ANSWER






membered ring ether

In acid



process



CONCLUSION

BACK











BACK



WHAT IS EPOXIDE






EXAMPLE

O

12-Epoxycyclohexane

O




Reactions of

Epoxides




or basic media)





membered ring








EXAMPLE




(acid media)







LET SEE THIShellip




(base vs acid)

BACK



QUESTION


Answer nucleophiles






Answer Epoxides




Can youmatch this

HALIDE ION

PRIMARY ALKYL GROUP


HYDROCARBON

SN2 SUBSTITUTION

CH3CH2CH3

IODINE BROMINE

SN1 SUBSTITUTION
























CROSSWORD

OXYGEN

ETHER

HYDROPEROXIDE

AUTOXIDATION

BROMINE

DIALKYLPEROXIDE

ACID CLEAVAGE

HALIDE ION

NUCLEOPHILIC

EPOXIDE

IODINE

BACK Enter please



Activity









ANSWER






membered ring ether

In acid



process



CONCLUSION

BACK





WHAT IS EPOXIDE






EXAMPLE

O

12-Epoxycyclohexane

O




Reactions of

Epoxides




or basic media)





membered ring








EXAMPLE




(acid media)







LET SEE THIShellip




(base vs acid)

BACK



QUESTION


Answer nucleophiles






Answer Epoxides




Can youmatch this

HALIDE ION

PRIMARY ALKYL GROUP


HYDROCARBON

SN2 SUBSTITUTION

CH3CH2CH3

IODINE BROMINE

SN1 SUBSTITUTION
























CROSSWORD

OXYGEN

ETHER

HYDROPEROXIDE

AUTOXIDATION

BROMINE

DIALKYLPEROXIDE

ACID CLEAVAGE

HALIDE ION

NUCLEOPHILIC

EPOXIDE

IODINE

BACK Enter please



Activity









ANSWER






membered ring ether

In acid



process



CONCLUSION

BACK





EXAMPLE

O

12-Epoxycyclohexane

O




Reactions of

Epoxides




or basic media)





membered ring








EXAMPLE




(acid media)







LET SEE THIShellip




(base vs acid)

BACK



QUESTION


Answer nucleophiles






Answer Epoxides




Can youmatch this

HALIDE ION

PRIMARY ALKYL GROUP


HYDROCARBON

SN2 SUBSTITUTION

CH3CH2CH3

IODINE BROMINE

SN1 SUBSTITUTION
























CROSSWORD

OXYGEN

ETHER

HYDROPEROXIDE

AUTOXIDATION

BROMINE

DIALKYLPEROXIDE

ACID CLEAVAGE

HALIDE ION

NUCLEOPHILIC

EPOXIDE

IODINE

BACK Enter please



Activity









ANSWER






membered ring ether

In acid



process



CONCLUSION

BACK





Reactions of

Epoxides




or basic media)





membered ring








EXAMPLE




(acid media)







LET SEE THIShellip




(base vs acid)

BACK



QUESTION


Answer nucleophiles






Answer Epoxides




Can youmatch this

HALIDE ION

PRIMARY ALKYL GROUP


HYDROCARBON

SN2 SUBSTITUTION

CH3CH2CH3

IODINE BROMINE

SN1 SUBSTITUTION
























CROSSWORD

OXYGEN

ETHER

HYDROPEROXIDE

AUTOXIDATION

BROMINE

DIALKYLPEROXIDE

ACID CLEAVAGE

HALIDE ION

NUCLEOPHILIC

EPOXIDE

IODINE

BACK Enter please



Activity









ANSWER






membered ring ether

In acid



process



CONCLUSION

BACK






or basic media)





membered ring








EXAMPLE




(acid media)







LET SEE THIShellip




(base vs acid)

BACK



QUESTION


Answer nucleophiles






Answer Epoxides




Can youmatch this

HALIDE ION

PRIMARY ALKYL GROUP


HYDROCARBON

SN2 SUBSTITUTION

CH3CH2CH3

IODINE BROMINE

SN1 SUBSTITUTION
























CROSSWORD

OXYGEN

ETHER

HYDROPEROXIDE

AUTOXIDATION

BROMINE

DIALKYLPEROXIDE

ACID CLEAVAGE

HALIDE ION

NUCLEOPHILIC

EPOXIDE

IODINE

BACK Enter please



Activity









ANSWER






membered ring ether

In acid



process



CONCLUSION

BACK







membered ring








EXAMPLE




(acid media)







LET SEE THIShellip




(base vs acid)

BACK



QUESTION


Answer nucleophiles






Answer Epoxides




Can youmatch this

HALIDE ION

PRIMARY ALKYL GROUP


HYDROCARBON

SN2 SUBSTITUTION

CH3CH2CH3

IODINE BROMINE

SN1 SUBSTITUTION
























CROSSWORD

OXYGEN

ETHER

HYDROPEROXIDE

AUTOXIDATION

BROMINE

DIALKYLPEROXIDE

ACID CLEAVAGE

HALIDE ION

NUCLEOPHILIC

EPOXIDE

IODINE

BACK Enter please



Activity









ANSWER






membered ring ether

In acid



process



CONCLUSION

BACK





EXAMPLE




(acid media)







LET SEE THIShellip




(base vs acid)

BACK



QUESTION


Answer nucleophiles






Answer Epoxides




Can youmatch this

HALIDE ION

PRIMARY ALKYL GROUP


HYDROCARBON

SN2 SUBSTITUTION

CH3CH2CH3

IODINE BROMINE

SN1 SUBSTITUTION
























CROSSWORD

OXYGEN

ETHER

HYDROPEROXIDE

AUTOXIDATION

BROMINE

DIALKYLPEROXIDE

ACID CLEAVAGE

HALIDE ION

NUCLEOPHILIC

EPOXIDE

IODINE

BACK Enter please



Activity









ANSWER






membered ring ether

In acid



process



CONCLUSION

BACK






(acid media)







LET SEE THIShellip




(base vs acid)

BACK



QUESTION


Answer nucleophiles






Answer Epoxides




Can youmatch this

HALIDE ION

PRIMARY ALKYL GROUP


HYDROCARBON

SN2 SUBSTITUTION

CH3CH2CH3

IODINE BROMINE

SN1 SUBSTITUTION
























CROSSWORD

OXYGEN

ETHER

HYDROPEROXIDE

AUTOXIDATION

BROMINE

DIALKYLPEROXIDE

ACID CLEAVAGE

HALIDE ION

NUCLEOPHILIC

EPOXIDE

IODINE

BACK Enter please



Activity









ANSWER






membered ring ether

In acid



process



CONCLUSION

BACK





LET SEE THIShellip




(base vs acid)

BACK



QUESTION


Answer nucleophiles






Answer Epoxides




Can youmatch this

HALIDE ION

PRIMARY ALKYL GROUP


HYDROCARBON

SN2 SUBSTITUTION

CH3CH2CH3

IODINE BROMINE

SN1 SUBSTITUTION
























CROSSWORD

OXYGEN

ETHER

HYDROPEROXIDE

AUTOXIDATION

BROMINE

DIALKYLPEROXIDE

ACID CLEAVAGE

HALIDE ION

NUCLEOPHILIC

EPOXIDE

IODINE

BACK Enter please



Activity









ANSWER






membered ring ether

In acid



process



CONCLUSION

BACK






(base vs acid)

BACK



QUESTION


Answer nucleophiles






Answer Epoxides




Can youmatch this

HALIDE ION

PRIMARY ALKYL GROUP


HYDROCARBON

SN2 SUBSTITUTION

CH3CH2CH3

IODINE BROMINE

SN1 SUBSTITUTION
























CROSSWORD

OXYGEN

ETHER

HYDROPEROXIDE

AUTOXIDATION

BROMINE

DIALKYLPEROXIDE

ACID CLEAVAGE

HALIDE ION

NUCLEOPHILIC

EPOXIDE

IODINE

BACK Enter please



Activity









ANSWER






membered ring ether

In acid



process



CONCLUSION

BACK





QUESTION


Answer nucleophiles






Answer Epoxides




Can youmatch this

HALIDE ION

PRIMARY ALKYL GROUP


HYDROCARBON

SN2 SUBSTITUTION

CH3CH2CH3

IODINE BROMINE

SN1 SUBSTITUTION
























CROSSWORD

OXYGEN

ETHER

HYDROPEROXIDE

AUTOXIDATION

BROMINE

DIALKYLPEROXIDE

ACID CLEAVAGE

HALIDE ION

NUCLEOPHILIC

EPOXIDE

IODINE

BACK Enter please



Activity









ANSWER






membered ring ether

In acid



process



CONCLUSION

BACK





Can youmatch this

HALIDE ION

PRIMARY ALKYL GROUP


HYDROCARBON

SN2 SUBSTITUTION

CH3CH2CH3

IODINE BROMINE

SN1 SUBSTITUTION
























CROSSWORD

OXYGEN

ETHER

HYDROPEROXIDE

AUTOXIDATION

BROMINE

DIALKYLPEROXIDE

ACID CLEAVAGE

HALIDE ION

NUCLEOPHILIC

EPOXIDE

IODINE

BACK Enter please



Activity









ANSWER






membered ring ether

In acid



process



CONCLUSION

BACK

























CROSSWORD

OXYGEN

ETHER

HYDROPEROXIDE

AUTOXIDATION

BROMINE

DIALKYLPEROXIDE

ACID CLEAVAGE

HALIDE ION

NUCLEOPHILIC

EPOXIDE

IODINE

BACK Enter please



Activity









ANSWER






membered ring ether

In acid



process



CONCLUSION

BACK





Activity









ANSWER






membered ring ether

In acid



process



CONCLUSION

BACK







membered ring ether

In acid



process



CONCLUSION

BACK





Date post:	06-Apr-2018
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