An acyclic hydrocarbon $P$ , having molecular formula $C_{6} H_{10}$ , gave acetone as the only organic product through the following sequence of reactions, in which $Q$ is an intermediate organic compound.The structure of compound P is:

C H_{3} C H_{2} C H_{2} C H_{2} - C \equiv C - H

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H_{3} C H_{2} C - C \equiv C - C H_{2} C H_{3}

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(C H_{3})_{2} C H - C \equiv C - C H_{3}

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(C H_{3})_{3} C - C \equiv C H

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Solution

The correct option is D $(C H_{3})_{3} C - C \equiv C H$
To find out the reactant (P) from the product, the reverse reaction needs to be considered. The compound Q is dehydrated and gives an alkene which on further ozonolysis gives 2 moles of acetone.
Thus, the option $D$ is correct.

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Similar questions

Q. An organic compound with molecular formula

C_{6} H_{12}

upon ozonolysis gave only acetone as the product. The compound is:

C H_{3} - C | C H_{3} = C H_{2} H B r - ---- \to p e r o x i d e C H_{3} - C | C H_{3} H - C H_{2} B r

The intermediate of this reaction is?

Three organic compounds A, B and C have the following molecular formulae :
A $C_{4} H_{8} O_{2}$
B $C_{4} H_{10} O$
C $C_{4} H_{8} O$
(a) Which compound contains an alcohol group? Write its name and structural formula.
(b) Which compound contains a carboxyl group? Write its name and structural formula.
(c) Which molecular formula can represent an aldehyde as well as a ketone? Write the names and structural formulae of the aldehyde and ketone represented by this molecular formula.

Q. An organic compound containing

C

and

H

gave the following analysis:

C = 40 %, H = 6.7 %

and the remaining, oxygen. Its empirical formula would be:

Q. An organic compound gave

C = 92.31 %

and

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. If molecular weight of the compound is

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, its molecular formula is:

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An acyclic hydrocarbon P, having molecular formula C6H10, gave acetone as the only organic product through the following sequence of reactions, in which Q is an intermediate organic compound.The structure of compound P is:

The correct option is D (CH3)3C−C≡CHTo find out the reactant (P) from the product, the reverse reaction needs to be considered. The compound Q is dehydrated and gives an alkene which on further ozonolysis gives 2 moles of acetone. Thus, the option D is correct.

An acyclic hydrocarbon $P$ , having molecular formula $C_{6} H_{10}$ , gave acetone as the only organic product through the following sequence of reactions, in which $Q$ is an intermediate organic compound.The structure of compound P is:

The correct option is D $(C H_{3})_{3} C - C \equiv C H$
To find out the reactant (P) from the product, the reverse reaction needs to be considered. The compound Q is dehydrated and gives an alkene which on further ozonolysis gives 2 moles of acetone.
Thus, the option $D$ is correct.