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Chapter 18: Q11P (page 912)

Show how you would accomplish the following synthetic conversions. You may use any additional reagents and solvents you need.

Short Answer

Expert verified

In this reaction the benzaldehyde oxidised to give the benzoic acid and on the treatment of SOCl2, it would provide the benzoyel chloride. This intermediate on friel craft reaction gives benzophenone.

Step by step solution

01

Conversion from benzaldehyde to benzophenone.

In this reaction the benzaldehyde oxidised to give the benzoic acid and on the treatment of SOCl2, it would provide the benzoyel chloride. This intermediate on friel craft reaction gives benzophenone.

02

Conversion from benzophenone to triphenylmethanol.

For the conversion of benzophenone to triphenylmethanol the Grignard reagent is used as PhMgBr

And hydrolysis in acid medium and result came.

03

Conversion from   benzophenone to diphenylmethanol.

It is just simple reduction here keto group is converted to hydroxyl group.

04

Conversion from benzaldehyde to 1-phenylpent-2-yn-1ol.

In the reaction the use of specific Grignard reagent and then hydrolysis results the products in this.

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Most popular questions from this chapter

Rank the following carbonyl compounds in order of increasing equilibrium constant for hydration:

CH3COCH2Br BrCH2CHO      CH2O      CH3COCH3      CH3CHO

Show how Wittig reactions might be used to synthesize the following compounds. In each case, start with an alkyl halide and a ketone or an aldehyde.

(a)

(b)

(c)


(d)

Sodium triacetoxyborohydride, NaBHOAc3, is a mild reducing agent that reduces aldehydes more quickly than ketones. It can be used to reduce aldehydes in the presence of ketones, such as in the following reaction:

(a) Draw a complete Lewis structure for sodium triacetoxyborohydride.

(b) Propose a mechanism for the reduction of an aldehyde by sodium triacetoxyborohydride.

Propose a mechanism for the acid-catalyzed reaction of benzaldehyde with methanol to give benzaldehyde dimethyl acetal.

2,4‐Dinitrophenylhydrazineis frequently used for making derivatives of ketones and aldehydes because the products (2,4‐dinitrophenylhydrazones, called 2,4‐DNP derivatives) are even more likely than the phenlyhydrazones to be solids with sharp melting points. Propose a mechanism for the reaction of acetone with 2,4‐dinitrophenylhydrazinein a mildly acidic solution.
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