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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

The following road-map problem centers on the structure and properties of A, a key intermediate in these reactions. Give structures for compounds A through J.

Use equations to show the fragmentation leading to each numbered peak in the mass spectrum of octane-2-one .

A compound of formula C6H10O2 shows only two absorptions in proton NMR: a singlet at 2.67 ppm and singlet at 2.15 ppm. These absorptions have areas in the ratio 2:3. The IR spectrum shows strong absorption at 1708 cm-1. Propose structure of compound.

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.

Why were no products from McLafferty rearrangement observed in the spectrum of butan-2-one?

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