Draw the structural formula for each of the following. a. 3 -isobutylhexane b. 2,2,4 -trimethylpentane, also called isooctane. This substance is the reference (100 level) for octane ratings. c. 2 -tert-butylpentane d. The names given in parts a and c are incorrect. Give the correct names for these hydrocarbons.

Short Answer

Expert verified
The structural formulas for the given hydrocarbons are as follows: a. 3-isobutylhexane (Incorrect name, the correct name is 3-methylheptane): \( CH_{3}CH_{2}CH(CH_{2}CH(CH_{3})_{2})CH_{2}CH_{2}CH_{2}CH_{3} \) b. 2,2,4-trimethylpentane (isooctane): \( CH_{3}-C(CH_{3})_{2}CH_{2}C(CH_{3})_{2}CH_{3} \) c. 2-tert-butylpentane (Incorrect name, the correct name is 2,2,3-trimethylbutane): \( CH_{3}C(CH_{2}CH_{3})C(CH_{3})_{3} \) The correct names for parts a and c are: a: 3-methylheptane c: 2,2,3-trimethylbutane

Step by step solution

01

3 -isobutylhexane

Draw the hexane chain with six carbon atoms, and then attach an isobutyl group, which contains four carbons, to the 3rd carbon of the hexane chain. Hexane: \(-CH_{3}CH_{2}CH_{2}CH_{2}CH_{2}CH_{3}\) Isobutyl: \(-CH_{2}CH(CH_{3})_{2}\) Result: \(CH_{3}CH_{2}CH(-CH_{2}CH(CH_{3})_{2})CH_{2}CH_{2}CH_{3}\)
02

2,2,4 -trimethylpentane (isooctane)

Draw the pentane chain with fives carbon atoms, and then attach three methyl groups to carbons 2 and 4. Pentane: \(-CH_{3}CH_{2}CH_{2}CH_{2}CH_{3}\) Methyls: \(-CH_{3}\) Result: \(-CH_{3}-C(CH_{3})_{2}CH_{2}C(CH_{3})_{2}CH_{3}\)
03

2 -tert-butylpentane

Draw the pentane chain and then attach a tert-butyl group (with four carbons) to the 2nd carbon of the pentane chain. Pentane: \(-CH_{3}CH_{2}CH_{2}CH_{2}CH_{3}\) tert-Butyl: \(-C(CH_{3})_{3}\) Result: \(-CH_{3}C(CH_{2}CH_{2}CH_{2}CH_{3})C(CH_{3})_{3}\)
04

Correct names for 3 -isobutylhexane and 2 -tert-butylpentane (parts a and c)

a. We need to change the name of 3-isobutylhexane to its correct IUPAC name, which should be 3-methylheptane. For 3 -isobutylhexane, check the order of carbons: Longest chain: \(CH_{3}CH_{2}CH_{2}CH_{2}CH_{2}CH_{2}CH_{3}\) (Heptane) Position 3: \(-CH_{2}CH(CH_{3})_{2}\) (Methyl group) Correct Name: \(CH_{3}CH_{2}CH(-CH_{2}CH(CH_{3})_{2})CH_{2}CH_{2}CH_{2}CH_{3}\) (3-methylheptane) c. We need to change the name of 2-tert-butylpentane to its correct IUPAC name, which should be 2,2,3-trimethylbutane. For 2 -tert-butylpentane, check the order of carbons: Longest chain: \(-CH_{3}CH_{2}CH_{2}CH_{3}\) (Butane) Position 2: \(-C(CH_{3})_{3}\) (Two methyl groups) Position 3: \(-C(CH_{3})\) (One methyl group) Correct Name: \(-CH_{3}C(CH_{2}CH_{3})C(CH_{3})_{3}\) (2,2,3-trimethylbutane)

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