\left(Na\right)_{2} C_{2} \overset{HCl}{\rightarrow} \underset{\left(\right. ii \left.\right) \textrm{ } \left(CH\right)_{3} - I \textrm{ } \left(\right. ex \left.\right)}{\overset{\left(\right. i \left.\right) \textrm{ } \left(NaNH\right)_{2} \left(\right. ex \left.\right)}{\rightarrow}} \overset{H_{2} / Pd - \left(BaSO\right)_{4}}{\rightarrow} \underset{\left(\right. ii \left.\right) \textrm{ } H_{2} O / Zn}{ \overset{\left(\right. i \left.\right) \textrm{ } O_{3}}{\rightarrow}} Final product can be obtained by

Engineering

Chemistry

Nucleophilic Substitution

Alkene

Alkyne

Oxidation of alcohol

Reduction

Electrophilic addition

Ozonolysis

Question

${Na}_{2} C_{2} \overset{HCl}{\to} \underset{(ii) {CH}_{3} - I (ex)}{\overset{(i) {NaNH}_{2} (ex)}{\to}} \overset{H_{2} / Pd - {BaSO}_{4}}{\to} \underset{(ii) H_{2} O / Zn}{\overset{(i) O_{3}}{\to}}$
Final product can be obtained by

$H_{2} C = C H_{2} \underset{(ii) H_{2} O_{2} / \overset{⊝}{O} H}{\overset{(i) {BH}_{3} . THF}{\to}} \to_{Δ}^{Cu}$

$H_{3} C - Br \underset{DMSO}{\overset{KCN}{\to}} \underset{(ii) H^{\oplus} / H_{2} O}{\overset{(i) {SnCl}_{2} / HCl}{\to}}$

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$H_{2} C = C H_{2} \underset{(ii) H_{2} O_{2} / \overset{⊝}{O} H}{\overset{(i) {BH}_{3} . THF}{\to}} H_{3} C - {CH}_{2} - OH \to_{Δ}^{Cu} H_{3} C - CH = O$

$H_{3} C - Br \underset{DMSO}{\overset{KCN}{\to}} H_{3} C - CN \underset{(ii) H^{\oplus} / H_{2} O}{\overset{(i) {SnCl}_{2} / HCl}{\to}} H_{3} C - CH = O$