The maximum number of RBr producing 2-methylbutane by above sequence of reactions is . (Consider the structural isomers only)- A5
- B3
- C4
- D1
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Correct answer: C
- The phrase “by above sequence of reactions” in this haloalkanes context typically refers to the Wurtz reaction:
So we need to find how many different structural isomers of alkyl bromides, , can give 2-methylbutane on coupling.
- Target hydrocarbon:
In Wurtz reaction using only one kind of alkyl bromide , the product is:
Hence the target alkane must be splittable into two identical alkyl fragments.
- Let us check whether 2-methylbutane can be written as for some alkyl group .
2-methylbutane has 5 carbons. If it were formed as , total carbons would be:
This is impossible, since 5 is odd.
So one single alkyl bromide cannot give 2-methylbutane by self-coupling.
- Therefore, the only way to get 2-methylbutane in Wurtz reaction is by cross coupling of two different alkyl bromides:
Now split 2-methylbutane across each C–C bond and see which pair of alkyl bromides can form it.
Structure with labels:
There are 4 C–C bonds to consider effectively as distinct cuts:
Cut 1: between terminal and
Fragments:
- = methyl
- = sec-butyl
This gives bromides:
- (bromomethane)
- (2-bromobutane)
Cut 2: between and
Fragments:
- = isopropyl
- = ethyl
This gives bromides:
- (2-bromopropane)
- (bromoethane)
Cut 3: between branched and central
This is equivalent to Cut 1, again giving:
- methyl + sec-butyl
So no new bromides.
-
Collect all distinct structural isomers of involved:
-
-
(2-bromobutane)
-
(bromoethane)
-
(2-bromopropane)
Thus, the maximum number of distinct structural isomeric alkyl bromides that can produce 2-methylbutane is:
- Therefore the correct option is:
which corresponds to Option C.
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