Q 52. Question: Treatment of benzaldeh... [FREE SOLUTION]

Chapter 13: Q 52. (page 525)

Question: Treatment of benzaldehyde ( $C_{6} H_{5} CHO$ ) with Zn(Hg) in aqueous HCl forms a compound Z that has a molecular ion at 92 in its mass spectrum. Z shows absorptions at 3150鈥�2950, 1605, and 1496 cm^-1 in its IR spectrum. Give a possible structure for Z.

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Clemmensen reduction

In Clemmensen reduction, a double-bonded oxygen is reduced to an alkyl group in the presence of Zn(Hg) and aqueous HCl. Only the double-bond oxygen is reduced in Clemmensen reduction. Benzaldehyde reacts with Zn(Hg) in aqueous HCl to form toluene.

Structure determination

m/z = 92; molecular formula $C_{7} H_{8}$ IR absorptions at 3150鈥�2950 ${cm}^{- 1}$ = C sp³-H and C sp²-H bonds 1605 ${cm}^{- 1}$ and 1496 ${cm}^{- 1}$ due to the phenyl group.

$C_{7} H_{8}$ structure of toluene

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91影视

Question: Treatment of benzaldehyde ( $C_{6} H_{5} CHO$ ) with Zn(Hg) in aqueous HCl forms a compound Z that has a molecular ion at 92 in its mass spectrum. Z shows absorptions at 3150鈥�2950, 1605, and 1496 cm^-1 in its IR spectrum. Give a possible structure for Z.

Short Answer

Step by step solution

Clemmensen reduction

Structure determination

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91影视

Question: Treatment of benzaldehyde (C6H5CHO) with Zn(Hg) in aqueous HCl forms a compound Z that has a molecular ion at 92 in its mass spectrum. Z shows absorptions at 3150鈥�2950, 1605, and 1496 cm-1 in its IR spectrum. Give a possible structure for Z.

Short Answer

Step by step solution

Clemmensen reduction

Structure determination

One App. One Place for Learning.

Most popular questions from this chapter

Recommended explanations on Chemistry Textbooks

Inorganic Chemistry

Making Measurements

Chemical Reactions

Kinetics

Ionic and Molecular Compounds

Chemistry Branches

Study anywhere. Anytime. Across all devices.

Question: Treatment of benzaldehyde ( $C_{6} H_{5} CHO$ ) with Zn(Hg) in aqueous HCl forms a compound Z that has a molecular ion at 92 in its mass spectrum. Z shows absorptions at 3150鈥�2950, 1605, and 1496 cm^-1 in its IR spectrum. Give a possible structure for Z.