JEE Advanced levelSingle correct optionDifficulty 3 of 3si274
The ketone shown is reduced with NaBHX4, the alcohol is dehydrated with hot conc. HX2SOX4 (Saytzeff product, ignore E/Z), and the alkene is subjected to reductive ozonolysis. How many different organic compounds are formed in the last step?
A1
B2
C3
D4
Answer: A
Butan-2-one is reduced to butan-2-ol, which dehydrates to the more substituted alkene, but-2-ene. Its reductive ozonolysis gives two molecules of the same product, ethanal, so only 1 compound. (But-1-ene, the minor alkene, would give two.)