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Answer the following.

Answer the following: Identify the compounds [A], [B] and [C] in the following reaction sequence…

Chemistry20275 marksIdentify
Answer the following:
(a)[1.6666666666666667]
Identify the compounds [A], [B] and [C] in the following reaction sequence: $\text{CH}_3\text{C}\equiv\text{N} \xrightarrow{\text{SnCl}_2/\text{HCl}} [\text{A}] \xrightarrow{\text{H}_2\text{O}} [\text{B}] \xrightarrow{\text{CH}_3\text{MgBr}/\text{H}_2\text{O}} [\text{C}]$
(b)[1.6666666666666667]
Identify the compounds [A], [B] and [C] in the following reaction sequence: $\text{H}-\text{C}\equiv\text{C}-\text{H} \xrightarrow[\text{H}_2\text{SO}_4]{\text{Hg}^{2+}} [\text{A}] \xrightarrow[\text{H}_2\text{SO}_4]{\text{K}_2\text{Cr}_2\text{O}_7} [\text{B}] \xrightarrow{\text{PCl}_5} [\text{C}]$
(c)[1.6666666666666667]
Write chemical equations to convert the following: (1) Acetone to propene (2) Benzaldehyde to cinnamic acid

Answer

Answer (b)

Official answer key

A - ethanal: CH3CHO

B - acetic acid: CH3COOH

C - acetyl chloride: CH3COCl

Hydration of ethyne with $\mathrm{Hg^{2+}/H_2SO_4}$ gives ethanal [A]; oxidation with acidified $\mathrm{K_2Cr_2O_7}$ gives ethanoic acid [B]; $\mathrm{PCl_5}$ converts it to ethanoyl chloride [C].

Answer (c)

Official answer key

Equations: $\mathrm{CH_{3}COCH_{3}} \xrightarrow{\mathrm{LiAlH_{4}}} \mathrm{CH_{3}CH(OH)CH_{3}}$ $\mathrm{CH_{3}CH(OH)CH_{3}} \xrightarrow{\text{conc.}\text{ }\mathrm{H_{2}SO_{4}}\text{,}\text{ }\text{443}\text{ }\text{K}} \mathrm{CH_{3}CH=CH_{2}} + \mathrm{H_{2}O}$

(1) Acetone to propene: reduction with $\mathrm{LiAlH_4}$ gives propan-2-ol, which on heating with conc. $\mathrm{H_2SO_4}$ at 443 K gives propene. (2) Benzaldehyde to cinnamic acid (Perkin reaction): $\mathrm{C_6H_5CHO + (CH_3CO)_2O \xrightarrow{CH_3COONa,\ heat} C_6H_5CH=CHCOOH + CH_3COOH}$
Aldehydes and Ketones

From ISC 2027 Specimen Chemistry Paper 1, question 19(ii).