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acetorcD b. Br 2) со 3) H3O 2) Cxcess NH3 c. (-H2O) снзон 2) H20
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Answer #1

(a)

media%2F019%2F01986e12-e4be-4374-bbc0-4d

Step 1: Bromination of benzene via electrophilic aromatic substitution.

Step 2: Production of Grignard reagent.

Step 3: Formation of secondary alcohol from the reaction of Grignard reagent with benzaldehyde.

Step 4: Oxidation of secondary alcohol to ketone.

(b)

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Step 1: Formation of Grignard and then reaction of Grignard reagent with CO2 followed by acidic work up gives carboxylic acid.

Step 2: Formation of acid to acid chloride. Then acid chloride reacts with ammonia to form amide.

Step 3: Dehydration of amide with phosphorous pentoxide gives the nitrile.

(c)

он нзо H2O) NaBH4 CH3OH CHOH CHO CHO CHO CH2OH

Step 1: Aldol reaction gives the aldol product.

Step 2: Dehydration of aldol product to give the conjugated aldehyde.

Step 3: Reduction of aldehyde to alcohol.

(d)

CH3 COOH COCI 1) LiAIH (O-t-Bu)3 CHO 1) KMnO4. OH-, Δ SOC2 ether, -78°C 2) H3o 2) H2O

Step 1: Oxidation of toluene to benzoic acid.

Step 2: Conversion of acid to acid chloride.

Step 3: Reduction of acid chloride to aldehyde.

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