Question

In each reaction box, place the best reagent and conditions from the list below. The first reagent is right, stuck beyo...

In each reaction box, place the best reagent and conditions from the list below. The first reagent is right, stuck beyond that one.

In each reaction box, place the best reagent and c

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Answer #1
Concepts and reason

The concept used to solve this problem is by using the given reagents, possible products will be formed in each step and then label it exactly in the given boxes in order to form the exact product.

Here, the starting reactant is 1-bromo-3-methylbenzene and the final product is N,N-diethyl-3-methylbenzamide.

Fundamentals

Sodium amide ( NaNH2{\rm{NaN}}{{\rm{H}}_2} ) is used as base, which abstract the proton.

Mg in the presence of ether forms a Grignard reagent.

Carbon dioxide reacts with Grignard reagent followed by the hydrolysis gives carboxylic acid.

Thionyl chloride ( SOCl2{\rm{SOC}}{{\rm{l}}_2} ) converts the acid to acid chloride.

The reaction is as follows:

MgBr
Mg, ether
1-bromo-3-methylbenzene
m-tolylmagnesium bromide

The reaction is as follows:

MgBr
m-tolylmagnesium bromide
3-methylbenzoate

The reaction is as follows:

C-
den
o
OH
H307
3-methylbenzoate
3-methylbenzoic acid

The reaction is as follows:

OH
SOCI
3-methylbenzoic acid
3-methylbenzoyl chloride

The reaction is as follows:

C-
olano
a
NH(CH2CH3)2, (2 equiv)
3-methylbenzoyl chloride
N,N-diethyl-3-methylbenzamide

Ans:

The best reagents for the conversion of 1-bromo-3-methylbenzene to N,N-diethyl-3-methylbenzamide is as follows:

Mg, ether
CO2
Br 2)
otoc
3)
H30*
SOCI2
NH(CH2CH3)2, (2 equiv.)
DEET (the active ingredient
in over the counter insect
repella

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