Question

8.8 g of monohydric alcohol reacts with ethyl magnesium iodide, releasing 2240 $cm^3$ of ethane at STP. This monohydric alcohol forms a carbonyl compound that answers Tollen’s test. The alcohol is:

• A. Butan-2-ol
• B. 2, 2-Dimethylpropan-1-ol
• C. Pentan-2-ol
• D. 2, 2-Dimethylethan-1-ol

Hint:

2,2-Dimethylpropan-1-ol reacts with ethyl magnesium iodide, releasing ethane and oxidizes to 2,2-dimethylpropanal, which gives a positive Tollen's test.

Answer 1

The Correct Option is B

2,2-Dimethylpropan-1-ol reacts with ethyl magnesium iodide to release ethane gas, confirming it as a monohydric alcohol. Oxidation with pyridinium-chlorochromate forms 2,2-dimethylpropanal, a carbonyl compound that tests positive in Tollen's test.