A hydrocarbon has molecular formula $C_{7} H_{16}$ which on monochlorination with $C l_{2} / h v$ gives four constitutional isomers.
Predict the structure of the hydrocarbon.

1,1-Dimethyl pentane

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1,2-Dimethyl pentane

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2,2-Dimethyl pentane

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None of these

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Solution

The correct option is D 2,2-Dimethyl pentane
The compounds are given in option A and B does not exist in the IUPAC naming system. The right compound is 2,2-dimethyl pentane which gives four constitutional isomers on monochlorination as shown in the figure.

Hence, the correct option is C.

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Similar questions

Q. What is molecular formula for 3 - Ethyl - 2, 3 - dimethyl pentane

Q. A hydrocarbon of molecular formula

C_{5} H_{10}

on monochlorination gives one product and on dichlorination gives three products (excluding stereoisomers) . Identify the hydrocarbon.

Q. A hydrocarbon

A (C_{10} H_{12})

has no chiral carbon A gives a white precipitate with ammoniacal solution of silver nitrate A on treatment with

H_{2} / P t

gives

B (C_{10} H_{20})

A on ozonolysis gives

C (C_{8} H_{12} O_{4})

as one product which on heating with sodalime gives

D (C_{6} H_{12}) D

on monochlorination with

C l_{2} / h v

gives

C_{6} H_{11} C l

as sole isomer identify A to D.

Q. Write the structural formulae for:
(a) isobutane
(b) neopentane
(c) 2,2- dimethyl pentane
(d) 3,4,4-trimethyl heptane
(e) 3-ethyl pentane

(a) What are hydrocarbons? Explain with examples.
(b) Explain the meaning of saturated and unsaturated hydrocarbons with two examples each.
(c) Give the names and structural formulae of one saturated cyclic hydrocarbon and one unsaturated cyclic hydrocarbon.
(d) Give one example of a hydrocarbon, other than pentane, having more than three isomers.
(e) How many isomers of the following hydrocarbons are possible?
(i) $C_{3} H_{8}$ (ii) $C_{4} H_{10}$ (iii) $C_{5} H_{12}$ (iv) $C_{6} H_{14}$

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A hydrocarbon has molecular formula C7H16 which on monochlorination with Cl2/hv gives four constitutional isomers. Predict the structure of the hydrocarbon.

The correct option is D 2,2-Dimethyl pentaneThe compounds are given in option A and B does not exist in the IUPAC naming system. The right compound is 2,2-dimethyl pentane which gives four constitutional isomers on monochlorination as shown in the figure. Hence, the correct option is C.

A hydrocarbon has molecular formula $C_{7} H_{16}$ which on monochlorination with $C l_{2} / h v$ gives four constitutional isomers.
Predict the structure of the hydrocarbon.

The correct option is D 2,2-Dimethyl pentane
The compounds are given in option A and B does not exist in the IUPAC naming system. The right compound is 2,2-dimethyl pentane which gives four constitutional isomers on monochlorination as shown in the figure.

Hence, the correct option is C.