Subjective Type

An acidic compound $$(A)$$. $$({C}_{4}{H}_{8}O)$$ loses its optical activity on strong heating yielding $$(B)$$ $$({C}_{4}{H}_{6}{O}_{2})$$ which reacts readily with $$KMn{O}_{4}$$. $$(B)$$ forms a derivative $$(C)$$ with $$SO{Cl}_{2}$$ which on reaction with $${({CH}_{3})}_{2}NH$$ gives $$(D)$$. The compound $$(A)$$ on oxidation with dilute chromic acid gives an unstable compound $$(E)$$ which decaboxylates readily to give $$(F)$$ ($${C}_{3}{H}_{6}O$$). The compound $$(F)$$ gives a hydrocarbon $$(G)$$ on treatment with amalgamated $$Zn$$ and $$HCl$$. Give the structures of $$(A)$$ to $$(G)$$ with proper reasoning.

Solution

answer is given(i) $$[A]\Rightarrow {1}^{o}$$ unsaturation on heating loses $$(-{H}_{2}O)$$ (Hydroxy acid) due to (given) group
(ii) Thirrd oxygen atom due of $$(-OH)$$ group
(iii) $$A\Rightarrow $$ Optically active, So (given)
(iv) Since (A) on heating loses $${H}_{2}O$$ thus $$(A)$$ is $$\beta$$ hydroxy not $$\alpha$$-hydroxy, because only $$\beta$$- Hydroxy loses $${H}_{2}O$$ on heating


SIMILAR QUESTIONS

Haloalkanes and Haloarenes

$$CH_3-\underset{CH_3}{\underset{|}{\overset{CH_3\!\!\!\!\!\!}{\overset{|}{C}}}-}CH_2-\overset{CH_3}{\overset{|}{C}H}-CH_3$$ $$\xrightarrow{Br_2/hu}$$ For the given reaction how many products are optically active (all isomers) :

Haloalkanes and Haloarenes

Which one of the following compounds is not optically active?

Haloalkanes and Haloarenes

The complex / complex ion, which shows optical activity is :

Haloalkanes and Haloarenes

An optically active alcohol $$A(C_{6}H_{10}O)$$ absorbs $$2mol$$ of hydrogen per mole of $$A$$ upon catalytic hydrogenation and gives a product $$B$$. The compound $$B$$ is resistent to oxidation by $$CrO_{3}$$ and does not show any optical activity. Deduce the structures of $$A$$ and $$B$$.

Haloalkanes and Haloarenes

An optically active compound:

Haloalkanes and Haloarenes

Give the stereochemical products of the following.

Haloalkanes and Haloarenes

Which statement is correct about the above reaction?

Haloalkanes and Haloarenes

If both compounds (A) and (B) are optically active,the possible structures of (B) are

Haloalkanes and Haloarenes

The compounds are optically inactive because

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