有机合成和推断.pdf

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1、fhm 1 23 12：3412.34.5.6.X -XABC。1A XNaOH A -A BDC1XNaHC0 3X C6H9O4Br XDXNaHCOsNaOH CANaO H XE11(C3H4O)ANMA(1)A _ M _ NaOHA(2)N+B(3)_ X _ Y 22CH3CH2OH-*CHjCOCiCiH;J 46）S 8 8）CHOAF RCHOH-RCHO+H；O ABC 1P0 D 106 E f*FAFA33C=CCH3CH2CI+H2O CH3CH2OH+HCICH3CH=CH2 Cl2（300 C L A 44JQ9H20O4)(i)ATB(ii)F(1)_ Y _

2、 F _。BEJ(4)E r J LOJ3RNaOH -1 B k 4HCl?H2B2HClC CCC0HNa0HH2CHOAgCU2 0 RCH 20HT RCH0 T RC00HMM 2 M 14 RCH 20HCH3C00H3 T CH3C00CH2RH2S04MM 42CH3CH20H(7)RC00HH2S0 T RC00CH 2CH3（）M M 28（M）3(C00)（0）5（1）RCH CH2 TTTTT CH3CH2OH CH2=CH2 CH2 CH2 CH2CH2212|2|Cl Cl OH OH 1MMMCHOC2H3C2H3MCH2=CH CHOMMNN CH2=CH CO

3、OHDDBNB+C3H4O2C 7H12O20BC4H10OAA3ACH3CH2CH2CHOCH3CH(CH 3)CHO(1)A CH3CH2CH2CHO M CH2=CH CHO(2)CH 3CH2CH2OH+CH 2=CHCOOH CH2=CHCOOCH 2CH2CH3+H2O X Y 2BCEF(2)CHJX-ICH3 CH2X CH3CH2CH2Br CH3CH CH2 HBrCH3CHCH3 Br(3)(4)CHOCDAn-OH m-CHO M(A)+42n+16m=190;M(A)+16m=106 n=2 A 2-OHU D 2 -OH-COOHD10617 2 45=27,C2H

4、3DCHO,A COOH,A 2-OH-CHO2-OH C，A：CH2OHCHOHCHO(1)BCEF(2)CH 2OHCHOHCHO 3CH3CH=CH 2CH2=CH COOHCH3COOHTTTTTT CH2=CH CH2CI+H2O CH2=CH CH2OH+HCI 2 CHs C HCH2OH+Oz 2 C H2 Br tr Br CHOHO+2H2O 4DTEDFO I.丫(1)CH2=CH CH2OH+Br 2 TC1NaCIfhm 1F(C9HIO02)FA1.4 gA1.12 L ECH0(2)(3)_ FD2ACH0A77A41.6%ANaHCO3 1 mol AH2 33

5、.6L()AFeCb A(1)AA(2)A+NaHCO 3（）1 ONa+CH3I k,少OCH3+NaI ii.BC7H8O2 n in B()a.b.c.d.(4)FA1 mol F3 molNaOHF3A(C 11H12O2).BCA(1)B231:3B(2)CC7H8OCB2(CCl4)C(3)p H-0H I II-*ll-III-(RR)BCA ()abcdeNQHI CH3I T KMnO4 CH+)_ F HI III BD F G B A(4)F4CH3CH2Br.NaCN.CH3CH2CN H20.CH3CH2COOH F8Br2CCI4NaOH A(C3H6)B NaCN

6、(11C (1)E _ F _ 5ABBBr2CCI41 molBNa0.5 moIH 2(1)CaNa bNazCOs cBr/CCI 4 dCH3COOH D,E(3)BFA(4)F C(C7H14O3)2E 6X(C12H13O6Br)FeCb0 0H 0BrHjCCHj 0 CCH?CH 0XABCCAE0 0H 0 HO-C-CH3-CH-C-OH,F()。ROH*RCHCH 2OR I OH(RR)E(1)B。(2)C(3)E()。EFImolF3mol33.6LH 2()ImolFNaHCO31molCO2ImolF2molAgF()_(5)E CH2CH CHOOH 0H 8A

7、BABH243CHO2 31BDM(1)BB3CH2CHCH 2COOH(3)BA70 Q 4-2CfCHjOH CHO(1)1 mol 2 mol CH 3OH CHJCHJO X+HjO n H()()A B C D(3)RCH-CH2RJH OH OH MMNGNG14NN(2)CH2=CH2+H2OL CH3CH2OH 2(1)C7H6O4 O CH3CJH ACC-O-C Hao CH CHCH?COOH CHCOOH abHHCH2CHO(4)C=C_OH Li-oHRCHCOOH DNaOHHBr2 1(1)C7H8O ONaO+H2O+CO2f+NaHCO3OCH3+2 NaI

8、 o il-CH-O-CH 5(1)a d(2)CH3CH2C00H(3)CH 3(CH2)4C00H+CH 2=CHCH 20H體莖 CH3(CH2)4C00CH2CH=CH 2+H20(5)CH30CH2CH00CCH 2CH3 CH3OH OH(pH OHC-C-COOH(4)UlTJiU-Lil:(1)(4)CH 3CH0H=CH-C00b：+CH3CH2OH=CH-COOCH2CH1O 4(1)CH3CH CH2 CH 3CH C00 CH CH3 CH 3CH C00 CH C00H C00H CH 2 C00CH2 CH2C00 CH 2CH 3 o CHaCH2-O-C-H(4)(CH 3)3CCH 200CH 6(1)/W H-C HCOOH(2)C CH2=CH-CHO/OCHjCHs CH2=CH-CH XOCH2CH3 KM1UO4/C1H/OCH2CHS f HOH OH OCHiCHs(JHYHO OH OH(2)CH 3CH CHC00H CH2=C C00H I CH3 0 IIn CH2-CH0CCH3 CHCHI.0CCH 3 II 0 CH2=CHCOOH CH3CHC00H I OH+H2O