第13章醇、酚和醚 13-1 (CH3CH2CH2ONa ([CH3CH2CH2O]2Mg G)CHCH2CH2ONa (4)Mg(OCH2CH2CH3)I +CH4 (5)CH3CH2CH2ONa CH3C=CH (6)CHCH2CH2OH2HSO ()CH-SO,CH2CHCH(磺酸酯) 0 (s)CH3CH2CH2OCH3 ()CH3CH2CH2OCCH3 (1o)CH3CH2CH2CI (CH;CH2CH2Br (12)CH;CH2CH2I (3)CH:CH2CH2CI (CHCH.CH.Br (i)CHaCHaCHaCI (CH;CH-CHOCHsCH2CH2 (CH3CH=CH2 (is)CH3CH2COOH (19)CH3CH2COOH (20)CH3CH2CHO (21)CH3CH2CHO (22)CH3CH2CH2OC2Hs (23)2CH3CH2CH2I (24)CH3CH2CH2OH+CH3l 13-2 0 CCH3 0CH,②-ONa)CH,@OcCHs)CHoH(Fies重捕) 0 CH(CH3)2 (4)CH3>OCCH3 (s)CHOH CH(CH3)2 (6)CH⊙OCH,CH,CH,()CH②OCH()CH<OCH CH2CH=CH2 (9)CH②O<⊙No2(1OCH-OCH,CH-CH2(II)CHOH Br SO3H (12)[(CH3-OFe (13)CH3-OH (14)CHOH Br NO2 C(CH3)3 CHO (15)cH,-0H(16)cH,三0H (17)CH3OH C(CH3)3 1 13 13-1 (1) CH3CH2CH2ONa (2) [CH3CH2CH2O ]2Mg (3) (4) + CH4 CH3CH2CH2ONa Mg(OCH2CH2CH3)I (5) CH3CH2CH2ONa + CH3C CH (6) CH3CH2CH2OH2HSO4 (7) CH3 SO3CH2CH2CH3 () + - (8 ) CH3CH2CH2OCH3 O 9CH3CH2CH2OCCH3 (10 ) CH3CH2CH2Cl (11 ) CH3CH2CH2Br (12 ) CH3CH2CH2 I (13 ) CH3CH2CH2Cl (14 ) CH3CH2CH2Br (15 ) CH3CH2CH2Cl (16 ) CH3CH2CH2OCH3CH2CH2 (17 ) CH3CH=CH2 (18 ) CH3CH2COOH (19 ) CH3CH2COOH (20) CH3CH2CHO (21) CH3CH2CHO (22) CH3CH2CH2OC2H5 (23) 2CH3CH2CH2 I (24 ) CH3CH2CH2OH + CH3 I 13-2 (1) CH3 ONa (2 ) CH3 O O O CCH3 (3 ) H O CH3 CCH3 (Fries) 4CH3 O CH3 O C CH3 CH(CH3 )2 (5) OH CH(CH3 )2 (6) CH3 OCH2CH2CH3 (7 ) CH3 OCH3 CH3 OCH3 (8 ) CH3 (9) O NO2 (10) CH3 O CH3 CH2CH=CH2 CH2CH=CH2 (11) OH (12 ) CH3 Br Br OH CH3 SO3H [(CH3 O Fe] OH 3- ) 6 (13 ) (14 ) (15) CH3 OH CH3 C(CH3)3 O NO2 (16) H (17) CH3 OH CHO C(CH3 )3