JEE Main Chemistry question

Which one of the following gives, on ozonolysis, both aldehydes and ketones? [WB-JEE 2008]

(A)MeC=CHMe (2-methylbut-2-ene)Correct
(B)MeC=CMe
(C)MeCH–C(Me)=CMe
(D)MeCH(Me)–CH=CHMe

Answer: (A)

Solution

To get *both* an aldehyde and a ketone from a single alkene's ozonolysis, one alkene carbon must bear one H + one alkyl group (→ aldehyde) while the other bears two alkyl groups (→ ketone), i.e. the alkene must be unsymmetrically trisubstituted, RC=CHR'. MeC=CHMe

See the full step-by-step solution

Create a free account to read the complete working, and practise questions like this in a timed test.

Create a free account

Question ID VK-142255