Question

Provide the major product of the following reaction sequence


Provide the major product of the following reaction sequence. If cis/trans is possible, draw only the major isomer. If enantiomers are possible, do not specify configuration.

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Answer #1
Concepts and reason

A reaction is given with the reagents whose correct product needs to be drawn. In the given reaction, a diene is undergoing an electrophilic substitution reaction with bromine. Draw the correct substitution product by considering the reaction conditions, that is, temperature as it will result in the formation of different products.

Fundamentals

Diene are generally considered as good source of electron due to presence of 4π 4{\rm{\pi }} electrons. Therefore, dienes show electrophilic addition reaction and depending on the reaction condition results in the formation two addition product as shown below:

,c=-
=CH, .
*
HẠC=-
-CH
low temperature
(X=CI, Br,1)
Br
1,2-addition product
CH2
+ HỌC -
high temperature
(X=CI, Br,1)
Br
1,4

Draw the product of the reaction by the addition of bromine to the butadiene molecule as shown below:

1) Br2, heat
buta-1,3-diene
Br
(E)-1,4-dibromobut-2-ene

Draw the final product of the attack of cyanide ion on the product formed in step 1 as shown below:

BE
CSN
2) 2 equiv, NaCN
DMF
Br
(E)-1,4-dibromobut-2-ene
NECƏ
(E)-hex-3-enedinitrile

Ans:

Hence, the final product of the given reaction is as follows:

NEC-
(E)-hex-3-enedinitrile

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Answer #2

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Answer #3

When the 1,3-butadiene is reacted with bromine it gives 1,4 addition product in presence of greater amountsf heat.This on fur

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