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Bài tập Hóa Hữu Cơ – Tài liệu dành cho sinh viên các trường Đại học

Bài 28:

CH CH CH I ⎯⎯⎯⎯→ C H C ≡ CH ⎯⎯⎯⎯⎯→ n - PrC ≡ C(CH ) CH ⎯⎯→ n - PrC ≡ C(CH ) CH I

HC≡CNa

NaNH2

NaI

3 2 2 3 7 Br-(CH 2 ) 2 3 3 2 3 2

4 -Cl

S

N

2

1.NaNH2

HC≡CNa

2.Na/NH3(l) 1.CH3MgBr

⎯⎯⎯⎯→ n - PrC ≡ C(CH

2) 4C ≡ CH ⎯⎯⎯⎯→ Trans - n - PrCH = CH(CH

3.H 2) 4C ≡ CH

2O 2.CO 2

⎯⎯⎯⎯→

Trans - n - PrCH = CH(CH ) C ≡ C - COOH ⎯⎯⎯⎯→ Acid dodeca - 2Z,8E - dienoic (C H O ).

Bài 29:

Đặt R là CH 3 (CH 2 ) 8 :

2H2

Pd,Lindlar

H 2 (1mol)

2 4 Pd/CaCO3

12 20 2

HC ≡ CLi ⎯⎯→ HC ≡ CR(A) ⎯⎯⎯⎯⎯⎯→ HC ≡ CCH C ≡ CR(B) ⎯⎯⎯⎯→ RC ≡ CCH C ≡ CCH CH OH(C)

RBr 1.EtMgBr 1.EtMgBr

2.HC≡C-CH 2 2 2 2

2 -OTs

2.Epoxide

⎯⎯⎯⎯→ (Z, Z)RCH = CHCH CH = CHCH CH OH(D) ⎯⎯⎯⎯→ (Z, Z)RCH = CHCH CH = CH(CH ) Br(E)

NaI

acetone

2 2 2

⎯⎯⎯→ (Z, Z)RCH = CHCH CH = CH(CH ) I(F) ⎯⎯⎯→

bromine hóa

CBr 4 +PPh3

2 2 2

+ −

(Z, Z)RCH = CHCH CH = CH(CH ) P Ph I (G)

Ph3P

2 2 2 2 2 2 3

Bài 30:

a. Công thức cấu tạo các chất:

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