Question

In each reaction box, place the best reagent from the list below. Draw the intermediate compound.

In each reaction box, place the best reagent from the list below. Draw the intermediate compound.



In each reaction box, place the best reagent from

In each reaction box, place the best reagent from

In each reaction box, place the best reagent from

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Answer #1
Concepts and reason

A reaction sequence and the final product is given. The reagents along with the intermediate products need to be given. A chemical reaction involves the reaction between two or more substances. The reaction process is helped by the reagents that help in bringing about the transformation of the reactant into product.

Fundamentals

Each of the given reagent has a specific role and help in achieving the final product.

PCC is pyridinium chlorochromate and is used in the oxidation of alcohols to form either ketones or aldehydes.

Sodium borohydride (NaBH4)\left( {{\rm{NaB}}{{\rm{H}}_4}} \right) is a mild reducing agent that converts the carbonyl compounds to alcohols.

PBr3{\rm{PB}}{{\rm{r}}_3} is used in the substitution of alcohols to haloalkanes.

NaH is a strong base that converts alcohols into alkoxide ions by liberation of hydrogen gas.

Mg in dry ether is used to convert a haloalkane to Grignard reagent.

DIBAL-H is a mild reducing agent that converts esters to ketones/aldehydes. It can also reduce aldehydes and ketones to alcohols.

CrO3,H2SO4{\rm{Cr}}{{\rm{O}}_{\rm{3}}}{\rm{,}}\;{{\rm{H}}_{\rm{2}}}{\rm{S}}{{\rm{O}}_{\rm{4}}} is used for oxidation of alcohols. It is a strong oxidizing agent and oxidizes primary alcohols to carboxylic acid and secondary alcohols to ketones.

The first reaction sequence is as follows:

COOH
A: PBrz
B: Mg in Et,
CO2,
H30*

The second reaction sequence is as follows:

1) NaBH4, CH2CH,OH
CN
2) PBrz
3) NaCN

The third reaction sequence is as follows:

1) DIBAL-H
2) H0
3) Phli
4) H20
5) CrO2, H2SO4

Ans:

COOH
A: PBrz
B: Mg in Et,
CO2
H307
1) NaBH4, CH3CH2OH
Olmos
2) PBrz
3) NaCN
1) DIBAL-H
2) H30+
3) PhLi
4) H30*
5) CrO3, H2SO4

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