1. Octane, C8H18, has 18 different constitutional or chain isomers. One of them, isooctane, is used as a standard in determining the octane rating of gasoline a. Draw the structural formulas for at least ten chain isomers of octane. b. Give the IUPAC name of each. C. Which of the isomers that you have drawn has the highest boiling point? Which has the lowest boiling point? Rationalize.

Chemistry: The Molecular Science
5th Edition
ISBN:9781285199047
Author:John W. Moore, Conrad L. Stanitski
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Chapter2: Chemical Compounds
Section2.9: Organic Molecular Compounds
Problem 2.12E
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Part II - Isomerism
1. Octane, C8H18, has 18 different constitutional or chain isomers. One of them,
isooctane, is used as a standard in determining the octane rating of gasoline
a. Draw the structural formulas for at least ten chain isomers of octane.
b. Give the IUPAC name of each.
c. Which of the isomers that you have drawn has the highest boiling point?
Which has the lowest boiling point? Rationalize.
2. Which of the following structural formulas represent identical compounds
and which represent constitutional/structural isomers?
Identical compounds:
Constitutional isomers:
CH3
i). CH3-C-CI
ČH3
a). CH3CH2CHCH3
e). CH2CH2CHCH3
CI
CI
CI
CH,CI
b). CH3-C-CH3
f). CH3CH2CH2CH,CI
j). CICH2
CI
CH3
g). CICH,CHCH3
CH2CI
k). CH3-CH-CH3
CI
c). CH3CHCHCH3
CH2CH3
1). CH3CHCI
h). CH3CHCH2CH2CI
CI
d).
-CI
Transcribed Image Text:Part II - Isomerism 1. Octane, C8H18, has 18 different constitutional or chain isomers. One of them, isooctane, is used as a standard in determining the octane rating of gasoline a. Draw the structural formulas for at least ten chain isomers of octane. b. Give the IUPAC name of each. c. Which of the isomers that you have drawn has the highest boiling point? Which has the lowest boiling point? Rationalize. 2. Which of the following structural formulas represent identical compounds and which represent constitutional/structural isomers? Identical compounds: Constitutional isomers: CH3 i). CH3-C-CI ČH3 a). CH3CH2CHCH3 e). CH2CH2CHCH3 CI CI CI CH,CI b). CH3-C-CH3 f). CH3CH2CH2CH,CI j). CICH2 CI CH3 g). CICH,CHCH3 CH2CI k). CH3-CH-CH3 CI c). CH3CHCHCH3 CH2CH3 1). CH3CHCI h). CH3CHCH2CH2CI CI d). -CI
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