Схема превращений (3).

[Mariah]

A---(HCl)-->C4H9Cl--(Na, t)--->...--(Br2, hv)-->...--(KOH, spirt, t)-->...--(Br2, CCl4)-->...--(2KOH, spirt, t)...--(O3, H2O, Zn)

1)----

2)C4H9Cl вторичное хлопроизводное

2CH3-CH(Cl)-CH2-CH3---(2Na, t)-->2NaCl+CH3-CH2-CH(CH3)-CH(CH3)-CH2-CH3

3)CH3-CH2-CH(CH3)-CH(CH3)-CH2-CH3---(Br2, hv)-->CH3-CH2-CH(CH3)-C(Br)(CH3)-CH2-CH3

4)CH3-CH2-CH(CH3)-C(Br)(CH3)-CH2-CH3---(KOH, spirt, t)--->CH3-CH2-C(CH3)=C(CH3)-CH2-CH3+KBr+H2O

5)CH3-CH2-C(CH3)=C(CH3)-CH2-CH3---(Br2, CCl4)-->CH3-CH2-C(Br)(CH3)-C(Br)(CH3)-CH2-CH3

6)CH3-CH2-C(Br)(CH3)-C(Br)(CH3)-CH2-CH3---(2KOH, spirt, t)--->CH3-CH=C(CH3)-C(CH3)=CH-CH3+2KBr+2H2O

7)CH3-CH=C(CH3)-C(CH3)=CH-CH3---(O3, Zn, H2O)--->CH3-CH=O+CH3-CH=O+C(CH3)(O)-C(CH3)(O)

[Mariah]

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