MCQ
Which compound can exist in a dipolar (zwitter ion) state
- A${C_6}{H_5}C{H_2}CH(N = C{H_2})COOH$
- ✓${(C{H_3})_2}CH.CH(N{H_2})COOH$
- C${C_6}{H_5}CONHC{H_2}COOH$
- D$HOOC.C{H_2}C{H_2}COCOOH$
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| Column $I$ | Column $II$ |
| $(A)$ $\mathrm{CH}_3-\mathrm{CHBr}-\mathrm{CD}_3$ on treatment with alc. $\mathrm{KOH}$ gives $\mathrm{CH}_2=\mathrm{CH}-\mathrm{CD}_3$ as a major product. | $(P)$ $E1$ reaction |
| $(B)$ $\mathrm{Ph}-\mathrm{CHBr}-\mathrm{CH}_3$ reacts faster than $\mathrm{Ph}-\mathrm{CHBr}-\mathrm{CD}_3$. | $(Q)$ $E2$ reaction |
| $(C)$ $\mathrm{Ph}-\mathrm{CH}_2-\mathrm{CH}_2 \mathrm{Br}$ on treatment with $\mathrm{C}_2 \mathrm{H}_5 \mathrm{OD} / \mathrm{C}_2 \mathrm{H}_5 \mathrm{O}^{-}$ gives $\mathrm{Ph}-\mathrm{CD}=\mathrm{CH}_2$ as the major product. | $(R)$ $E1$ cb reaction |
| $(D)$ $\mathrm{PhCH}_2 \mathrm{CH}_2 \mathrm{Br}$ and $\mathrm{PhCD}_2 \mathrm{CH}_2 \mathrm{Br}$ react with same rate. | $(S)$ First order reaction |
What is structure of $(A)$ ?
The original compound showed these properties also :
$\mathop {{C_9}{H_{12}}{O_2}}\limits_{(A)} \,\xrightarrow{{Na}}\,{H_2}$ liberated
$\mathop {{C_9}{H_{12}}{O_2}}\limits_{(A)} \,\xrightarrow{{Br}}$ no rapid reaction
$\mathop {{C_9}{H_{12}}{O_2}}\limits_{(A)} \,\xrightarrow[{cool}]{{Cr{O_3}\,/\,{H^ + }}}{C_9}{H_8}{O_3}$

[Given, molar mass of $A =100 \,g\, mol ^{-1} ; B =200 \,g\, mol ^{-1}$$\left. C =10,000 \,g\, mol ^{-1}\right]$