An alkene "A" on reaction with O
3
and Zn–H
2
O gives propanone and ethanal in equimolar ratio. Addition of HCl to alkene "A" gives "B" as the major product. The structure of product "B" is:
- ACl-CH
2
-CH
2
-CH(CH
3
)
2
- Bn-pentyl chloride derivative
- C2-chloro-2-methylbutane
- D2-chloro-3-methylbutane
Solution & Step-by-step Explanation
Ozonolysis gives Propanone (CH
3
COCH
3
) and Ethanal (CH
3
CHO). Combining the pieces at the double bond: the alkene "A" is 2-methylbut-2-ene (CH
3
C(CH
3
)=CHCH
3
).
Addition of HCl to 2-methylbut-2-ene follows Markovnikov's rule. The Cl
−
attacks the more substituted carbon (C2) to form the most stable carbocation.
Product "B": 2-chloro-2-methylbutane.
3
COCH
3
) and Ethanal (CH
3
CHO). Combining the pieces at the double bond: the alkene "A" is 2-methylbut-2-ene (CH
3
C(CH
3
)=CHCH
3
).
Addition of HCl to 2-methylbut-2-ene follows Markovnikov's rule. The Cl
−
attacks the more substituted carbon (C2) to form the most stable carbocation.
Product "B": 2-chloro-2-methylbutane.