Question

Draw the structure of Cyclopropanone oxime.

Answer 1

Hint: In the structure of the Cyclopropanone oxime there is a presence of a cyclopropane ring and an oxime functional group.
Structure of the cyclopropane ring is as follows.

Representation of an oxime functional group is as follows.

If R = alkyl and R’ = H in the above structure then it is called aldoxime and
R = alkyl and R’ = alkyl in the above structure then it is called ketoxime.


Complete step by step answer:
- In the question it is asked to draw the structure of the cyclopropanone oxime.
- The reaction of cylcopropanone with hydroxylamine forms cyclopropanone oxime.

-One of the carbon atoms in a cyclopropane ring attached with N with the help of a double bond in the structure of the cyclopropanone oxime and there is a presence of one –OH group.
Additional information:
- The molecular formula of cyclopropanone oxime is \[{{C}_{3}}{{H}_{3}}NO\].
- Aldehydes react with hydroxylamine and forms aldoximes and ketones react with hydroxyl amine and forms ketoximes as the products.
-The reaction mechanism of aldehydes or ketones with hydroxylamine is as follows.

- Where R = alkyl and R’ = alkyl for ketone.
- where R =alkyl and R’ = hydrogen for aldehyde.


Note: The nucleophilic character of the nitrogen in the hydroxylamine is improved by the presence of the oxygen in ketone or aldehyde. Consecutive transfer of protons allows the elimination of water and forms oxime as the product. Oximes usually form a mixture of syn or anti geometric isomers.