JEE Main levelSingle correct optionDifficulty 2 of 3hc043
An alkene CX5HX10 on reductive ozonolysis gives only ethanal and propanal. The alkene is
ACHX2=CH−CHX2CHX2CHX3 (pent-1-ene)
B(CHX3)X2C=CH−CHX3 (2-methylbut-2-ene)
CCHX2=CH−CH(CHX3)X2 (3-methylbut-1-ene)
DCHX3−CH=CH−CHX2CHX3 (pent-2-ene)
Answer: D
Reassembling the two carbonyl carbons with a double bond gives CHX3CH=CHCHX2CHX3. Pent-1-ene would give methanal and butanal, 2-methylbut-2-ene gives propanone and ethanal, and 3-methylbut-1-ene gives methanal and 2-methylpropanal.