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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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Most popular questions from this chapter

Homolytic bond fission is observed in (a) Syn addition of bromine to ethylene (b) trans addition of bromine to butene (c) halogenation of alkanes (d) nitration of benzene

Which of the following carbocations is most stable? (a) Trityl (b) benzyl (c) Diphenyl (d) \(\mathrm{t}\) -butyl

Account for the fact that when 3,3 -dimethyl-2-butanol is treated with HBr, the product formed is 2 -bromo-2,3dimethylbutane and not 3,3 -dimethyl-2-bromobutane as expected.

The number of stereoisomers possible for 2,4 -hexadiene is (a) 4 (b) 2 (c) 3 (d) 6

Statement 1 Alkyl carbanion such as \(\mathrm{CH}_{3}^{-}\) has pyramidal shape. and Statement 2 The carbon atom carrying the negative charge has an octet of electrons.
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