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Chapter 22: 43P (page 868)

Draw the products of the following reactions with organometallic reagents.

a.

b.

c.

d.

e.

f.

Short Answer

Expert verified

Answer:

The products of the reactions with organometallic reagents are shown below:-

Step by step solution

01

Step-by-Step Solution Step 1: Function of Grignard reagent

When Mg is used, it gets inserted into the carbon-halogen bond to form the Grignard reagent and functions as a nucleophilic agent and also as a base.

When used in excess, it undergoes further reactions with the acid derivatives to form alcohols.They even attack the electrophilic carbon center of carbon dioxide to form carboxylic acids.

02

Product formation

03

Function of organocuprate reagent

When Cu is used, it gets inserted into the carbon-carbon bond to form the organocuprate reagent and functions as a nucleophilic agent by opening the epoxide ring. It also takes part in 1,4-addition reactions.

Product formed from Organocuprate reagent in reaction (e)

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Most popular questions from this chapter

Review the oxidation reactions using Cr+6 reagents in Section 12.12. Then, draw the product formed when compound B is treated with each reagent.

a. NaBH4, CH3OH

b. [1] LiAlH4 ; [2]H2O

c. PCC

d.Ag2O, NH4OH

e. CrO3, H2SO4, H2O

Draw the product formed when pentanal (CH3CH2CH2CH2CHO ) is treated with each reagent. With some reagents, no reaction occurs.

a. NaBH4 , CH3OH

b. {1} LiAlH4 ; {2} H2O

c. H2,Pd-C

d. PCC

e. Na2Cr2O7, H2SO4, H2O

f. Ag2O, NH4OH

g. {1}CH3MgBr ; {2} H2O

h. {1} C6H5Li ; {2} H2O

i. {1} (CH3)2CuLi ; {2} H2O

j.[1]HC≡CNa;[2]H2Ok.[1]CH2C≡CLi;[2]H2O

l. The product in (a) , then TBDMS-Cl , imidazole

Using protecting groups, show how estrone can be converted to ethynylestradiol, a widely used oral contraceptive.

What carboxylic acid is formed from each alkyl halide on treatment with [1] Mg; [2] CO2; [3] H3O+?

a.

b.

c.

What reagent is needed to convert (CH3)2CHCH2COCIinto each compound?

a.

b.

c.

d.
See all solutions

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