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Chapter 15: Q36. (page 570)

Question: Five isomeric alkanes (A–E) having the molecular formula C6H14 are each treated with Cl2 + hv to give alkyl halides having molecular formula C6H13Cl . A yields five constitutional isomers. B yields four constitutional isomers. C yields two constitutional isomers. D yields three constitutional isomers, two of which possess stereo-genic centres. E yields three constitutional isomers, only one of which possesses a stereo-genic centre. Identify the structures of A–E.

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01

Monochlorination

The organic reaction involving the treatment of an alkane with chlorine in the presence of UV light to yield mono-substituted alkyl chloride is known as a monochlorination reaction.

02

Identifying substrates

The possible isomeric alkanes having the molecular formula C6H14 that would give different number of constitutional isomers are as follows:

a) A has the following structure:

The constitutional isomers formed from A

b) B has the following structure:


Formation of four constitutional isomers from B

c) C has the following structure:

Formation of three constitutional isomers from C

d) D has the following structure:



Formation of three constitutional isomers from D


e) E has the following structure:


Formation of three constitutional isomers from E

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