Chapter 8: Q.33 (page 326)
Draw all constitutional isomers formed in each E2 reaction and predict the major product using the Zaitsev rule.

a.

b.

c.

d.
Short Answer
The constitutional isomers are shown below, along with the major product.

/*! This file is auto-generated */ .wp-block-button__link{color:#fff;background-color:#32373c;border-radius:9999px;box-shadow:none;text-decoration:none;padding:calc(.667em + 2px) calc(1.333em + 2px);font-size:1.125em}.wp-block-file__button{background:#32373c;color:#fff;text-decoration:none}
Learning Materials
Features
Discover
Chapter 8: Q.33 (page 326)
Draw all constitutional isomers formed in each E2 reaction and predict the major product using the Zaitsev rule.

a.

b.

c.

d.
The constitutional isomers are shown below, along with the major product.

All the tools & learning materials you need for study success - in one app.
Get started for free
Elimination of HBr from 2-bromobutane affords a mixture of but-1-ene and but-2-ene. With sodium ethoxide as base, but-2-ene constitutes 81% of the alkene products, but with potassium tert-butoxide, but-2-ene constitutes only 67% of the alkene products. Offer an explanation for this difference.
Label each pair of alkenes as constitutional isomers, stereoisomers, or identical.

a.

b.

c.

d.
a. Draw three-dimensional representations for all stereoisomers of 2-chloro-3-methylpentane, and label pairs of enantiomers.
b. Considering dehydrohalogenation across C2 and C3 only, draw the E2 product that results from each of these alkyl halides. How many different products have you drawn?
c. How are these products related to each other?
Rank the alkyl halides in order of increasing E2 reactivity. Then do the same for E1 reactivity

Although there are nine stereoisomers of 1,2,3,4,5,6-hexachlorocyclohexane, one stereoisomer reacts 7000 times more slowly than any of the others in an E2 elimination. Draw the structure of this isomer and explain why this is so.
What do you think about this solution?
We value your feedback to improve our textbook solutions.