Compound A undergoes hydrolysis of its acetal function in dilute sulfuric acid to yield 1, 2 ethanediol and compound B (C6H6O2), mp 54C Compound B exhibits a carbonyl stretching band in the infrared at 1690 cm 1 and has two singlets in its 1H NMR spectrum, at 2 9 and 6 7 ppm, in the ratio 2 1 On standing in water or ethanol, compound B is converted cleanly to an isomeric substance, compound C, mp 172173C Compound C has no peaks attributable to carbonyl groups in its infrared spectrum Identify compounds B and C

Question: Compound A undergoes hydrolysis of its acetal function in dilute sulfuric acid to yield 1, 2- ethanediol and compound B (C6H6O2), mp 54C. Compound B

Compound A undergoes hydrolysis of its acetal function in dilute sulfuric acid to yield 1, 2- ethanediol and compound B (C6H6O2), mp 54°C. Compound B exhibits a carbonyl stretching band in the infrared at 1690 cm-1 and has two singlets in its 1H NMR spectrum, at δ 2.9 and 6.7 ppm, in the ratio 2:1. On standing in water or ethanol, compound B is converted cleanly to an isomeric substance, compound C, mp 172–173°C. Compound C has no peaks attributable to carbonyl groups in its infrared spectrum. Identify compounds B and C.

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