Epoxides of -unsaturated carbonyl compounds can be formed by-

The correct option is D both A and B(i) With peroxy acid, e.g., peroxyacetic acid (MeCO_3H) #160;or peroxy benzoic acid (PhCO_3H) , it is electrop ...

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Byju's Answer

Standard XII

Chemistry

Interhalogen Compounds - Chemical Properties

Epoxides of ...

Question

Epoxides of $α, β$ -unsaturated carbonyl compounds can be formed by:

peroxy acid

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H_{2} O_{2} / O H^{⊖}

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C l_{2} / h ν

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both A and B

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Solution

The correct option is D both A and B
(i) With peroxy acid, e.g., peroxyacetic acid $(M e C O_{3} H)$ or peroxy benzoic acid $(P h C O_{3} H)$ , it is electrophilic addition reaction on (C=C) bond by the electrophile $(O^{⨁} H)$ generated from the peroxy acid. Nucleophile portion $(R C O O^{⊖})$ removes H from( OH) to give epoxide.
(ii) The base converts $H_{2} O_{2}$ to the conjugate base $H O O^{⊖}$ . The later undergoes a Michael addition reaction with $α, β$ -unsaturated carbonyl compounds to give resonance-stabilized $α$ -carbanion which removes $O^{⊖} H$ from the (HCO) group to give epoxide.

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Similar questions

Q. Michael addition is conjugate addition i.e.,

1 - 4

addition. The substrates of the reaction that are involved are the compounds like

α, β -

unsaturated carbonyl compounds, esters, cyanides, quinones and

α, β -

unsaturated nitro compounds. The reagent must have at least one acidic hydrogen and must be converted into electrophile in the presence of bases like

O H, O R

, secondary amine etc.
In the following reaction, the product formed is:

C H_{2} = C H - O | | C - C H_{3} + C H_{3} - C H_{2} - N O_{2} [(C H_{3})_{2} C H]_{2} N H - --------- \to C H C l_{3}

Q. Which of the following acids on heating loses a molecule of

H_{2} O

to form

α, β

-unsaturated acid?

t-butyl

- C = C H - C | | O - O H

can't give decarboxylation while normally

α - β

unsaturated acid give this reaction because:

C_{4} H_{8}

(unsaturated hydrocarbon)

P h C O O O H - ------------------ \to (P e r - b e n z o i c a c i d e p o x i d a t i o n)

Products
The total number of products formed are:

α, β

-unsaturated aldehyde is formed in the sequence?

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Epoxides of α,β-unsaturated carbonyl compounds can be formed by:

Epoxides of $α, β$ -unsaturated carbonyl compounds can be formed by: