Question:

Which of the following compounds will react with two moles of $CH_3MgBr$ ?

Updated On: Jan 30, 2025
  • $C_2H_5COOH $
  • $CH_3COOH $
  • $CH _{3} C \equiv CCH _{3}$
  • $HC \equiv C - CH _{2} OH$
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The Correct Option is D

Solution and Explanation

Reaction of carboxylic acid with Grignard is shown above.
It'll only consume 1 mole of $CH _{3} MgBr$.
$CH _{3} C \equiv CCH _{3}$ won't react with Grignard reagent because it doesn't have active H-atom.
In $HC \equiv C - CH _{2} OH$ two active hydrogen atoms are present, hence it will react with two moles of $CH _{3} MgBr$ (Grignard reagent) as shown below.
$HC \equiv C - CH _{2} OH +2 CH _{3} MgBr \rightarrow 2 CH _{4}+ BrMgC \equiv CCH _{2} OMgBr$
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Concepts Used:

Hydrocarbons - Reaction Mechanism

Hydrocarbons are organic compounds that are entirely made up of only two kinds of atoms – carbon and hydrogen. Typically, hydrocarbons are colourless gases that have very weak odours.

Mechanism of electrophilic substitution reactions:

According to experimental evidences, SE (S = substitution; E = electrophilic) reactions are supposed to proceed via the following three steps:

  1. Generation of the electrophile
  2. Formation of carbocation intermediate
  3. Removal of proton from the carbocation interm