Dr. S. M. Condren
Chapter 23
Organic Chemistry
Dr. S. M. Condren
Dr. S. M. Condren
Methane
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Butanes
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Cycloalkanes
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Gasoline-Knocking
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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
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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.
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.
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
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Ethylene
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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
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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
Dr. S. M. Condren
Dr. S. M. Condren
Polyethylene terephthalate (aka PET)
+
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Polyethylene
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Polyethylene
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Polyvinyl Chloride
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Polypropylene
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Polystyrene
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Benzene-Aromaticity
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Toluene
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2,4,6-Trinitrotoluene
NO2
NO2
O2NHNO3
H2SO4
Dr. S. M. Condren
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
==
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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
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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”
=
+
+
+
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Triglycerides – Fats, Saturated
O
CH2-O-C-C7H15
O
CH -O-C-C7H15
O
CH2-O-C-C7H15=
==
saturated – fat - solid
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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
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Nitroglycerin
CH2-O-H
CH -O-H
CH2-O-H
-- HNO3
CH2-NO2
CH –NO2
CH2-NO2
--
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Cholesterol
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Alcohols
Methanol – CH3OH
Ethanol – CH3CH2OH
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Ethanol
CH3CH2OH CH2=CH2 + H2
ethanol catalyst ethylene
Important in 1970-1990s for plastic production
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Sugars
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Ethanol
C6H12O6 3 CH3CH2OH
glucose enzyme ethanol
unbalanced
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Starch(C6H12O6)n 3n CH3CH2OH
starch enzyme ethanol
corn
unbalancedImportant in 21st century as source of fuel
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Synthetic Rubber
1,3-Butadiene
= =n ( )n=
butadiene rubber
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Synthetic Rubber
vulcanization
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Neoprene Rubber
SCl2
n
= =
= =
sss
s
sss
s
Cl
Cl
Cl
Cl
Cl
Cl
ss
s
s
Cl
Cl