(3) 8.

乙酰氯

AgNO3 白↓

H2O 乙酸酐 乙酸乙酯

— — I2-NaOH /△ — 黄色↓

HCHCH CHCH CH (2)CHCHCHOH3332C322NaCN HSO24HBr CHOH25[O]+CHCHCH(CH)CHCOOH3332CNCl，少量P2+HO/H2Br (3)CHCHOCHCOOH33EtOH2H+HO/H2NaCNNCCHCOOHHOOCCHCOOH2ClCHCOOH22或CHCHOBrCHCHO32Br① KCN/EtOH0℃,乙醚+②HO/H2HOOCCHCHO 2[O]+HOOCCHCOOH2CHCHO3HHCHO 或 (4)CHCHCHCNCHCHCHCOOH322322NH3稀OH+HO/H2HOCHCHCHOOOCCHCOOH222+HH[O]

9. CHCHCHNH CHCHCHCONH32223222 NaOBr/NaOH

21

10.

CCOOHHOOCCH H/Ni2CHHOOCCHCHCOOH32HOOCCHCCOOH2CH3CHCH2O3CHOH25HOOCCHCCOOCH+CCOOHOHOOCCH25CH3CHO3CHOOCCHCCOOH25 OCHOH25HOOCCHCCOOCHHOOCCHCCOOHO225 + 2CH2CHO2CHOOCCHCCOOH252CH2

11. 12.

第十一章 含氮有机化合物

1. (1) 二甲基乙基胺 (2) N-甲基-N-乙基环己胺 (3) 氢氧化二甲基二乙基铵

(4) 氯化对甲基重氮苯 (5) N,N-二甲基对溴苯胺 (6) 2,3-二甲基-2-氨基丁烷 2.

-

(1) HOCH2CH2NH2 (2) [HOCH2CH2N(CH3)3]+OH

22

(3)HO(5) N NO4)Br(SONHCH23 NHCCH3(6)HNSONH 222 3.

(1) 己胺 > 对甲氧基苯胺 > 苯胺 (2) 戊胺 > 苯胺 > 乙酰苯胺 (3) 甲胺 > 尿素 > 甲酰胺 > 邻苯二甲酰亚胺 CH3 4. (1)(3)(4)(5)N2+ ClNO2+CH3O(2)CH3ONNNH2N(CH3)2SO2NHN CCH3OH + N2 NCH2CH3NH2+-N2Cl+CN -COOH (6)(CH3CH2)2N(CH3)2I (CH3CH2)2N(CH3)2OH

(CH3)2N+C2H5I- + CH2＝CH2

CHCHCHCH3333 5. (1)HNO3Hr/HO222BiHSO24N BrBrNHNONH222 Br (2)Br2Fe,HNO3H2SO4BrH2NiBrNaNO2/HClBr0~5℃NO2SO3HH2SO4NaOH(s)熔融32NH2NH2OHH+N2+ClONa产物

(3)ON2 NHCOCH3HNO,HSO324(CHCO)O2ONNHCOCH23HO/OHNH 20~5℃CNCOClHO/H2NaNO/HCl2ON2ON2CN-KCN+CNCluON223NCOOHO2PCl 6. (1)

C6H5CH2NH2

C6H5CH2NHCH3

不分层

苯磺酰氯 NaOH 23

↓ 可溶于酸

C6H5CH2N(CH3)2

或：

HNO2 C6H5CH2NH2 N2↑

C6H5CH2NHCH3 黄色↓

C6H5CH2N(CH3)2 无明显现象

(2)

苯胺 白↓

Br2 环己基胺 — NaNO2 N2↑ H2O

HCl 环己基甲酰胺 —

—

(3)

苯胺 白↓ —

FeCl3

Br2 显色 苯酚 白↓ H2O

H2O — 环己基胺

7． 水相 CO2 对甲苯酚钠 苯 酚 苯甲醇 NaOH 有机相 苯甲胺 苯甲醇 H2O HCl 苯甲醇 有机相 对甲苯酚 H2O 苯甲胺 水相 苯甲胺 盐酸盐 NaOH H2O CH3NH2CH3OHCH3(C)CH3CHCHCHCH3 8. (A)CH3CHCH2CHCH3CH3NH2HCl(B)CH3CHCH2CHCH3CH3CH3NH3ClOHCH3CHCH2CHCH3HNO2CH3OHCH3CHCH2CHCH3CH3CHCH2CHCH3+ N2CH3CH3CHCHCHCH3CH3CHCH2CHCH3CH3CH3CHCHH2SO41.O3CHCH32.Zn/H2O(CH3)2CHCHO + CH3CHO 24