Question 6.SSE.2: Write the structural formula of the main organic product for......
Write the structural formula of the main organic product formed when:
(i)Methanal reacts with ammonia
(ii)Ethyl acetate is treated with double the molar quantity of ethyl magnesium bromide and the reaction mixture poured into water.
(iii)Benzene \overset{ CH _3 CH _2 COCl / AlCl _3 }{\xrightarrow {\hspace{2 cm}} }
(iv) Propanal \overset{\text {NaOH, heat} }{\xrightarrow {\hspace{2 cm}} }
(v)
+ HCHO \stackrel{ KOH }{\longrightarrow}
[IIT, 1992]
(vi) Complete the following reaction with appropriate structure.
\begin{matrix} CH_3CH_2 \\ & \diagdown \\ && C & = & O & \overset{\text {1. }KCN / H_2SO_4 }{\underset{\text {2. } LiAlH_4}{\xrightarrow {\hspace{2 cm}} }} & \text{(D)} \\ & \diagup \\ H \end{matrix}[IIT, 1996]
(vii)
+ Ph _3 P = CH _2 \longrightarrow \text { (A) }
[IIT, 1997]
(viii)
\begin{matrix}R & – & C & = & C & – & R \\ &&& \diagdown \ \diagup \\ &&&C & &&& + & HClO_4 &\longrightarrow & \text{(G)}\\ &&&|| \\ &&& O \end{matrix}(Here R = n-Pr)
[IIT, 1997]
(ix) ClCH _2 CH _2 CH _2 COPh + KOH + MeOH \longrightarrow \text {(I)}
[IIT, 1997]
(x)
\overset{\text { Base} }{\xrightarrow {\hspace{2 cm}} }
[IIT, 2000]
(xi)Identify A, B, C and give their structures.
\begin{matrix}\overset{Br_2}{\underset{NaOH}{\xrightarrow {\hspace{2 cm}} }} & \text {(A)} & + & \text {(B)} \\ & \Delta \downarrow H^+ \\ & \text { (C) } C _7 H _{12} O \\\\\\\\\ \end{matrix}
[IIT, 2000]
(i) and (ii) see text part
(iii)
\overset{C_2H_5COCl }{\underset{ALCl_3}{\xrightarrow {\hspace{2 cm}} }} 
+ HCHO \stackrel{ KOH }{\longrightarrow} 
+ HCOOK
\begin{matrix} CH_3CH_2 \\ & \diagdown \\ && C & = & O & \overset{\text {1. }KCN / H_2SO_4 }{\xrightarrow {\hspace{2 cm}} } \\ & \diagup \\ H \end{matrix}
\begin{matrix} CH_3CH_2 & &&& OH && CH_3CH_2 &&&& OH\\ & \diagdown &&\diagup &&&&\diagdown && \diagup \\ && C &&&\overset{LiAlH_4 }{\xrightarrow {\hspace{2 cm}} } &&& C \\ && (\pm ) &&&&&& (\pm ) \\ & \diagup &&\diagdown &&&& \diagup && \diagdown \\ H &&&& CN && H &&&& CH_2NH_2\end{matrix}
+ Ph _3 P = CH _2 \longrightarrow 
\begin{matrix} R & – & C & = & C & – & R \\ &&& \diagdown \ \diagup \\ &&&C & &&& + & HClO_4 &\longrightarrow & RCOOH\\ &&&|| \\ &&& O \end{matrix}
ClCH _2 CH _2 CH _2 COPh \overset{\text {Methanolic KOH} }{\xrightarrow {\hspace{2 cm}} } \\ \begin{matrix}&&&& O \\ &&&& ||\\ CH_2 & – & CH & – & C & – \\ \diagdown && \diagup \\ & CH_2 \end{matrix} 
\begin{matrix} \text {Base}\\ {\xrightarrow {\hspace{2 cm}} }\\ \text {(1) enolisation} \\ \text {(2) cyclization} \end{matrix} 
\begin{matrix} \overset{Br _2, NaOH}{\underset{\text {(Haloform reaction)}}{\xrightarrow {\hspace{2 cm}} }} \\\\\\\\\ \end{matrix}
