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Addition of HBr to but-1-ene yields...

Addition of `HBr` to but`-1-`ene yields

A

`2-`bromobutane

B

`(+)-2-`bromobutane

C

`(-)-2-`bromobutane

D

`(+-)-2-`bromobutane

Text Solution

Verified by Experts

The correct Answer is:
D


Addition of `HBt` to but `1-`ene leads to the formation of `2-`bromobutane that contains a stereocenter:
`CH_(3)CH_(2)CH=CH_(2)overset(HBr)rarrCH_(3)CH_(2)overset(**)underset(Br)underset(|)(CH)CH_(3)`
The product exists as a racemic mixture i.e. and equimolar mixture if two enantiomers. The carbocation that is formed in the first step of the addition is trigonal planar and is achiral (it has a plane of symmetry). When the halide ion reacts with this achiral carbocation in the second step, reaction is equally likely at either face. The reactions leading to the two enantiomers occur at the same rate and therefore enantiomers ae produced in equal amounts as a racemic form.
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The addition of HBr to but-1-ene in the presence of dibenzoyl peroxide yields

Addition of HBr to propene yields 2-bromopropane, while in the presence of benzoyl peroxide, the same reaction yields 1-bromopropane. Explain and give mechanism.

Explain the mechanism of the following reactions: a) Addition of bromine and ethylene. b) Addition of HBr on ethylene. c) Dehydration of an alcohol. d) Addition of HBr on buta-1,3-diene. e) Addition of HCl on 3,3-dimethylbut-1-ene.

The addition of Br_2 to ( E)-but-2-ene gives

Knowledge Check

  • The addition of HBr to but-1-ene in the presence of dibenzoyl peroxide yields

    A
    `(+-)-2-`bromobutane
    B
    `1-`bromobutane
    C
    `(+-) 1-`bromobutane
    D
    `2-`bromobutane
  • The addition of Br_2 to (E)-but-2-ene gives

    A
    (R,R)-2-3-dibromobutane
    B
    ( S,S)-2,3- dibromobutane
    C
    (R,S)-2,3- dibromobutane
    D
    A mixture of (R,R) and (S,S-2,3)- dibromobutane
  • A : Addition of HBr in buta-1, 3-diene gives 3 bromo-but-1-ene as major product at low Temperature. R : Addition of HBr in buta-1, 3-diene gives 1-bromo-but-2-ene as major product at high temperature.

    A
    If both Assertion & Reason are true and the reason is the correct explanation of the assertion, then mark (1).
    B
    If both Assertion & Reason are true but the reason is not the correct explanation of the assertion, then mark (2)
    C
    if Assertion is true statement but Reason is false, then mark (3)
    D
    If both Assertion and Reason are false statements, then mark (4)
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