Skip to content
Question of 135

Q.Compound (X) reacts with magnesium in the presence of dry ether to form a Grignard reagent, which is then treated with compound (Y) containing 3 carbon atoms to form an adduct which on hydrolysis gives 2-methylbutan-2-ol. Write the chemical reactions involved and name the compounds (X) and (Y).

Goa GbshseGBSHSE Class 12 Board Exam 2024Subjective· 2mImportance★★★★★
0% · 0/135 Questions
🔒 Locked · start free trial →

You're viewing a preview — the full solution, concept, methods & PYQ mapping are locked.

Start your 14-day free trial to unlock the full solution →

Ethylmagnesium bromide (from bromoethane + Mg) adds across acetone's carbonyl; hydrolysis of the adduct gives 2-methylbutan-2-ol.

The target alcohol, 2-methylbutan-2-ol, is CH3−C(OH)(CH3)−CH2−CH3CH_3-C(OH)(CH_3)-CH_2-CH_3 — a tertiary alcohol with an ethyl group and two methyl groups attached to the carbinol (C–OH) carbon. A tertiary alcohol of this type is made by adding a Grignard reagent, R−MgXR-MgX, across a ketone R′COR′′R'COR'': the carbanion-like R group of the Grignard attacks the electrophilic carbonyl carbon, and after hydrolysis the three groups R, R', R'' (plus OH) end up on that carbon.

Working backwards: the carbinol carbon of the product carries −CH3-CH_3, −CH3-CH_3, and −C2H5-C_2H_5. The ketone (Y) supplies two of these groups still joined together as its own R′−CO−R′′R'-CO-R'', and the Grignard reagent supplies the third group.

  • Compound X (2 carbons): bromoethane, CH3CH2BrCH_3CH_2Br. Reacting with magnesium turnings in dry ether forms the Grignard reagent, ethylmagnesium bromide: CH3CH2Br+Mg→dry etherCH3CH2MgBrCH_3CH_2Br + Mg \xrightarrow{\text{dry ether}} CH_3CH_2MgBr.
  • Compound Y (3 carbons): propan-2-one (acetone), CH3−CO−CH3CH_3-CO-CH_3 — it already carries the two methyl groups needed on the final carbinol carbon. …

Unlock everything free for 14 days

  • Full step-by-step solutions
  • Concept-first explanations
  • Methods, shortcuts & mistakes
  • PYQ mapping + timed mock tests

Full access for 14 days. No credit card required.