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Chapter 1: Problem 69

The isomeric cis \(-2\) -butene and trans 2 -butene differ in (a) the products obtained by addition of \(\mathrm{HBr}\) (b) their reduction products on hydrogenation (c) their products on ozonolysis (d) the products they give on bromine addition

Short Answer

Expert verified
Answer: Cis-2-butene and trans-2-butene do not show any differences in the products obtained from addition of HBr, reduction on hydrogenation, ozonolysis, and bromine addition. In all the reactions, they produce the same products: 2-bromo-butane, butane, ethanal, and 2,3-dibromobutane, respectively.

Step by step solution

01

a) Addition of HBr

Cis-2-butene and trans-2-butene both undergo addition of HBr across the double bond, producing 2-bromo-butane. Since both isomers have the same connectivity of atoms, they give the same product in this reaction.
02

b) Reduction on hydrogenation

Both cis-2-butene and trans-2-butene, when hydrogenated, lose the double bond and become butane. The process of hydrogenation adds hydrogen to the molecules, converting the C=C double bond to a C-C single bond. Since their products are the same, they do not differ in this reaction.
03

c) Ozonolysis

Ozonolysis is a reaction in which ozone (O₃) reacts with alkenes to form carbonyl compounds. In the case of both cis-2-butene and trans-2-butene, ozonolysis will break the double bond and produce two molecules of ethanal (CH₃CHO). Since the products are the same, there is no difference in the ozonolysis reactions of these two isomers.
04

d) Bromine addition

When either cis-2-butene or trans-2-butene reacts with bromine, the double bond gets replaced with a single bond, and a bromine atom is added to both carbons involved in the double bond. Both cis and trans isomers will produce the same product: 2,3-dibromobutane. In conclusion, cis-2-butene and trans-2-butene do not differ in the products they give for all the listed reactions, including addition of HBr, reduction on hydrogenation, ozonolysis, and bromine addition.

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