The halide shown is converted to its Grignard reagent with magnesium in dry ether; ethylene oxide (oxirane) is added, followed by $H X_{3} O X^{+}$ . Which structure is the product?

AStructure A
BStructure B
CStructure C
DStructure D

Answer: D

The benzylic Grignard attacks a ring carbon of oxirane and opens the ring, adding a

CH X_{2} CH X_{2} OH

unit: PhCH2-CH2CH2-OH, 3-phenylpropan-1-ol (two carbons added to the benzyl group). 2-Phenylethanol would come from HCHO, and the branched alcohol from ethanal.

Practice Haloalkanes and Haloarenes More on Grignard reagent products from drawn halides

Previous questionNext question

More questions on Grignard reagent products from drawn halides

The halide shown is converted to its Grignard reagent with magnesium in dry ether; methanal (HCHO) is added, followed by aqueous acid work-u... NEET level
The halide shown is converted to its Grignard reagent with magnesium in dry ether, and the resulting solution is then treated with water. Wh... NEET level
The halide shown is converted to its Grignard reagent with magnesium in dry ether; ethanal (CH3CHO) is added, followed by H3O+. Which struct... JEE Main level
The halide shown is converted to its Grignard reagent with magnesium in dry ether; propanone (acetone) is added, followed by H3O+. Which str... JEE Main level
The halide shown is converted to its Grignard reagent with magnesium in dry ether; heavy water (D2O) is then added. Which structure is the m... JEE Main level
The halide shown is converted to its Grignard reagent with magnesium in dry ether; an excess of the reagent is allowed to react with ethyl e... JEE Advanced level

The halide shown is converted to its Grignard reagent with magnesium in dry ether; ethylene oxide (oxirane) is added, followed by HX3​OX+. Which structure is the product?

Answer: D

More questions on Grignard reagent products from drawn halides

The halide shown is converted to its Grignard reagent with magnesium in dry ether; ethylene oxide (oxirane) is added, followed by $H X_{3} O X^{+}$ . Which structure is the product?