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Chapter 23

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Chapter 23. Organic Chemistry. Methane. Butanes. Cycloalkanes. Gasoline-Knocking. Internal Combustion Engine. Box 8.2, pg. 285 Text C 9 H 20(l) + 14O 2(g) ---> 9CO 2(g) + 10H 2 O (g). CH 3 CH 3 | | CH 3 - C - CH 2 - CH - CH 3 | - PowerPoint PPT Presentation
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Dr. S. M. Condren Chapter 23 Organic Chemistry
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Page 1: Chapter 23

Dr. S. M. Condren

Chapter 23

Organic Chemistry

Page 2: Chapter 23

Dr. S. M. Condren

Page 3: Chapter 23

Dr. S. M. Condren

Methane

Page 4: Chapter 23

Dr. S. M. Condren

Butanes

Page 5: Chapter 23

Dr. S. M. Condren

Cycloalkanes

Page 6: Chapter 23

Dr. S. M. Condren

Gasoline-Knocking

Page 7: Chapter 23

Dr. S. M. Condren

Page 8: Chapter 23

Dr. S. M. Condren

Internal Combustion Engine• Box 8.2, pg. 285 Text

C9H20(l) + 14O2(g) ---> 9CO2(g) + 10H2O(g)

CH3 CH3 | |CH3 - C - CH2 - CH - CH3 | CH3 isooctaneoctane number = 100

CH3- CH2- CH2- CH2- CH2- CH2- CH3

n-heptaneoctane number = 0

Page 9: Chapter 23

Dr. S. M. Condren

Octane Rating

(R+M)/2

• R - RON - research octane number, indicates the quality of the fuel used under normal driving conditions. The car is driving on level ground ~ 45 miles/hour. The RON engine is operating at 600 RPMs with normal carboration.

Page 10: Chapter 23

Dr. S. M. Condren

Octane Rating(R+M)/2

• M - MON - MON testing uses a similar test engine to that used in RON testing, but with a preheated fuel mixture, a higher engine speed, and variable ignition timing to further stress the fuel's knock resistance. Depending on the composition of the fuel, the MON of a modern gasoline will be about 8 to 10 points lower than the RON.

Page 11: Chapter 23

Dr. S. M. Condren

Octane Rating(R+M)/2

• engine is operated under test conditions

• degree of knocking determined

• fuel is then blended from n-heptane and isooctane to duplicate conditions

• percentages measured, 87% isooctane, 87 octane gasoline

Page 12: Chapter 23

Dr. S. M. Condren

Ethylene

Page 13: Chapter 23

Dr. S. M. Condren

Page 14: Chapter 23

Dr. S. M. Condren

Addition Polymer• polymer formed by joining many molecules

of the same compound to form the large molecule

• The compound usually contains a carbon-carbon double bond

Page 15: Chapter 23

Dr. S. M. Condren

Condensation Polymer• polymer formed by molecules of two

different compounds joining to form the large molecule

• one compound usually has an amine functional group

• other molecule has carboxylic acid functional group

• split out water molecule to form peptide linkage

Page 16: Chapter 23

Dr. S. M. Condren

Page 17: Chapter 23

Dr. S. M. Condren

Polyethylene terephthalate (aka PET)

+

Page 18: Chapter 23

Dr. S. M. Condren

Polyethylene

Page 19: Chapter 23

Dr. S. M. Condren

Polyethylene

Page 20: Chapter 23

Dr. S. M. Condren

Polyvinyl Chloride

Page 21: Chapter 23

Dr. S. M. Condren

Polypropylene

Page 22: Chapter 23

Dr. S. M. Condren

Polystyrene

Page 23: Chapter 23

Dr. S. M. Condren

Benzene-Aromaticity

Page 24: Chapter 23

Dr. S. M. Condren

Toluene

Page 25: Chapter 23

Dr. S. M. Condren

2,4,6-Trinitrotoluene

NO2

NO2

O2NHNO3

H2SO4

Page 26: Chapter 23

Dr. S. M. Condren

Page 27: Chapter 23

Dr. S. M. Condren

Alcohols and Carboxylic Acids

Alcohol R’-O-H

O

Carboxylic acid R-C-O-H

O

Ester R-C-O- R’

where R & R’=> alkyl group => CH3-(CH2)n-

n = 0, 1, 2, 3, etc

==

Page 28: Chapter 23

Dr. S. M. Condren

Triglycerides – Fats and Oils Soap

O

CH2-O-C-R

O

CH -O-C-R’

O

CH2-O-C-R”

==

=

O

CH2-O-H Na-O-C-R

O

CH -O-H Na-O-C-R’

O

CH2-O-H Na-O-C-R”

==

=

NaOH

heat

fat or oil glycerol fatty acid salts

Page 29: Chapter 23

Dr. S. M. Condren

Triglycerides – Fats and Oils Biodiesel

O

CH2-O-C-R

O

CH -O-C-R’

O

CH2-O-C-R”

==

=

CH2-O-H

CH -O-H

CH2-O-H

3 CH3OH

heat

fat or oil

glycerol

methyl estersbiodiesel

O

CH3-O-C-R

=

O

CH3-O-C-R’

=

O

CH3-O-C-R”

=

+

+

+

Page 30: Chapter 23

Dr. S. M. Condren

Triglycerides – Fats, Saturated

O

CH2-O-C-C7H15

O

CH -O-C-C7H15

O

CH2-O-C-C7H15=

==

saturated – fat - solid

Page 31: Chapter 23

Dr. S. M. Condren

Triglycerides – Oils, Unsaturated

O

CH2-O-C-(CH2)nCH=CH(CH2)nCH3

O

CH -O-C- (CH2)nCH=CH(CH2)nCH3

O

CH2-O-C- (CH2)nCH=CH(CH2)nCH3

==

=

unsaturated – oil - liquid

Page 32: Chapter 23

Dr. S. M. Condren

Nitroglycerin

CH2-O-H

CH -O-H

CH2-O-H

-- HNO3

CH2-NO2

CH –NO2

CH2-NO2

--

Page 33: Chapter 23

Dr. S. M. Condren

Cholesterol

Page 34: Chapter 23

Dr. S. M. Condren

Alcohols

Methanol – CH3OH

Ethanol – CH3CH2OH

Page 35: Chapter 23

Dr. S. M. Condren

Ethanol

CH3CH2OH CH2=CH2 + H2

ethanol catalyst ethylene

Important in 1970-1990s for plastic production

Page 36: Chapter 23

Dr. S. M. Condren

Sugars

Page 37: Chapter 23

Dr. S. M. Condren

Ethanol

C6H12O6 3 CH3CH2OH

glucose enzyme ethanol

unbalanced

Page 38: Chapter 23

Dr. S. M. Condren

Starch(C6H12O6)n 3n CH3CH2OH

starch enzyme ethanol

corn

unbalancedImportant in 21st century as source of fuel

Page 39: Chapter 23

Dr. S. M. Condren

Synthetic Rubber

1,3-Butadiene

= =n ( )n=

butadiene rubber

Page 40: Chapter 23

Dr. S. M. Condren

Synthetic Rubber

vulcanization

Page 41: Chapter 23

Dr. S. M. Condren

Neoprene Rubber

SCl2

n

= =

= =

sss

s

sss

s

Cl

Cl

Cl

Cl

Cl

Cl

ss

s

s

Cl

Cl


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