习题 13.1写出正丙醇与下列试剂反应的主要产物。 (1)Na (2)Mg (3)NaH (4)CHMgl (5)CHsC=CNa (6)冷浓HS04 (7)CH -s02a (8)(CH0)SO2 (9)CHCOOH,H' (10)浓HC1+无水ZnCl2 (11)NaBr,H:SO (12)P+L (13)PCl (14)PBrs (15)s0C, (16)浓HS0,加热（温度低）(17)浓H,S0,加热（温度高）(18)K,C,0,稀硫酸 (19)过量KMnO. (20)C02·册啶，CH,C1 (21)Cu,△ (22)(1)的产物+CH,Br (23)(16)产物+过量H用 (24)(8)产物+HI 13.2写出对甲苯酚与下列物质反应的主要产物。 (1)NaOH,H2O (2)CHCOCI (3)CH3C0C1,A1C13,165C (④)(CH3CO)20 (5)CH3 CH2CH2OH,浓H2SO4 (6)CH;CH2CHzBr.NaOH (7)(CH3O)2SO2.NaOH (⑧)CH2N2 ON-〉--(,0CH=cHcH,Br (11)(10)的产物，高温 (12)FeC3,H20 (13)Br2,H20 (14)浓H2S04,△ (I5)稀HNO3 (1O(CH32C=CH2,浓H2S0 (17)CHC,Na0H,H,0,然后H181的产物，C02.150℃(19)H,Ni 13.3用简单的化学方法鉴别下列各组化合物。 (1)A.1-戊醇B.2-戊醇C.戊醇D.2-甲基-2丁醇 (2)A.甲醇B.乙醇C.乙二醇D.2-氯乙醇 (3)A.CH=CCH2CH2OH B.CH2=CHCH2CH2OH C.CH;CH2CH2CH2OH (4)A.苯酚B.环己醇C.环己烷D.甲苯 (⑤)A. —CH2CH2OHB.CH3CH OH C.C2Hs -OH D. -CH2OCH3 (⑥)A.正己烷B.1-溴丁烷C.正丁醇D.正丁醚E.苯酚 134分离下列各组化合物。 (1)环己烷、环己牌和苯酚 (2)苯甲醇、邻硝基苯酚和对硝基苯酚 (3)氧苯、苯甲醚和邻甲苯酚
13.1 ￾✂✁☎✄✝✆✟✞✡✠✟☛✝☞✍✌✡✎✑✏✍✒✔✓☎✕✗✖✗✘✗✙✛✚ ✜ 1 ✢ Na ✜ 2 ✢ Mg ✜ 3 ✢ NaH ✜ 4 ✢ CH3MgI ✜ 5 ✢ CH3C✣CNa ✜ 6 ✢✥✤✝✦ H2SO4 ✜ 7 ✢ ✜ 8 ✢ ✜ CH3O ✢ 2SO2 ✜ 9 ✢ CH3COOH ✧ H + ✜ 10 ✢✥✦ HCl + ★✡✩ ZnCl2 ✜ 11 ✢ NaBr ✧ H2SO4 ✜ 12 ✢ P + I2 ✜ 13 ✢ PCl5 ✜ 14 ✢ PBr3 ✜ 15 ✢ SOCl2 ✜ 16 ✢✥✦ H2SO4 ✧☎✪✝✫ ✜✭✬✡✮✝✯ ✢ ✜ 17 ✢✥✦ H2SO4 ✧☎✪✝✫ ✜✭✬✡✮✑✰ ✢ ✜ 18 ✢ K2Cr2O7 ✧☎✱✟✲✑✳ ✜ 19 ✢✵✴✟✶ KMnO4 ✜ 20 ✢ CrO3 ✷✹✸✝✺ ✧ CH2Cl2 ✜ 21 ✢ Cu ✧ ✜ 22 ✢ ✜ 1 ✢ ✓✻✘✗✙ + C2H5Br ✜ 23 ✢ ✜ 16 ✢ ✘✝✙ + ✴✗✶ HI ✜ 24 ✢ ✜ 8 ✢ ✘✝✙+HI 13.2 ￾✂✁✽✼✿✾❁❀✗❂✡✠✗☛✗☞✟✙✝❃❄✏❅✒❆✓✻✕✝✖✟✘✝✙❆✚ (1) NaOH,H2O (2) CH3COCl (3) CH3COCl,AlCl3,165❇ (4) (CH3CO)2O (5) CH3CH2CH2OH, ❈ H2SO4 (6) CH3CH2CH2Br,NaOH (7) (CH3O)2SO2,NaOH (8) CH2N2 (9) O2N Cl,NaOH (10) CH2 CHCH2Br (11)(10)❉✝❊❆❋❍●❏■❏❑ (12) FeCl3,H2O (13) Br2,H2O (14) ❈H2SO4 , (15) ▲ HNO3 (16) (CH3)2C CH2, (17) ❈ H2SO4 CHCl3,NaOH,H2O, ▼❆◆H + (18)(1)❉✝❊❆❋❍● CO2,150❇ (19) H2,Ni 13.3 ❖✑P✟◗ ✓✻❘✡❙✟❚✝❯✗❱✗❲✝☛✝☞✗❳✡❨✟❘✝❩✟✙✛✚ (1) A. 1-
B. 2-
C.
D. 2--2- (2) A. B. C. D. 2- (3) A. CH CCH2CH2OH B. CH2 CHCH2CH2OH C. CH3CH2CH2CH2OH (4) A. B. C. D. (5) CH2CH2OH CH3CH OH C2H5 OH CH2OCH3 A. B. C. D. (6) A. B. 1- C. D. E. 13.4 ❬✡❭☛✝☞✗❳✡❨✟❘✝❩✟✙❆✚ ✜ 1 ✢✥❪✛❫✥❴❆❵✻❪✛❫✞✗❛✝❀✟❂ ✜ 2 ✢ ❀❜✾❁✞ ❵✻❝✝❞✗❡❀✟❂✗❛✝✼❞✗❡❀✟❂ ✜ 3 ✢✽❢❀ ❵ ❀❣✾❁❤✗❛❝ ✾❁❀✗❂ CH3 SO2Cl