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HO HO Cl + OCl O 78a - HCl HO (Cl ) 78a H HO C OCl HO C HO (HCl) OCl OH O Br HO (Cl ) 78a OH Cl HO C HO C O O 78a O - HCl 78b O ooecoe paceee oooxopa (78) o oca paee cxea (. 1) po opaoa xopapa (78b). oce eo eepoyec 4-yao (79) epe poeyooe ecoe eceoe epexooe cocoe.

He ceo, o p oye oxopa 1,4-yaoa oo oooxopa (78) peaoo cec pocxo opaoae oxopa 1,4-yaoa (81). ye ocox apae poea ypoaoo pacee oceeo aeoo oye oxop 1,4-yaoa (81). caoeo, o aaox ycox ooecoe paceee oxopa 1,4-yaoa (81) ae po 4-yaoy (79), opaoae oopoo, epoo, poeae o ceye cxee.

ClO ClO Cl + O OCl 81a H 81a (Cl ) + ClO C ClO C ClO OCl (HCl) O Cl Cl OH H Cl + Cl O C HO C O HO C O O HCl O O ae poeae ooecoe paceee oxopa 2,5ecaoa (82). caoeo, o aaox ycox ypoaoe paceee oxopa (82) po 2,5-ecaoy (83) 2,5ecaoy (84). Bepoo, opaoae 2,5-ecaoa (83) pocxo aaoo pea ypoaoo pacee oaoeo opx cpo, peyae oopx opayc cooecye eo cp.

OH O OCl C C C + C C C - HCl OH O OCl 82 83 (xo 59 %) Ta opao, oaoe opx cpo ae a oaoe epx aaoo eox cpo eo oepac ooecoy pacee c opaoae cooecyx eoo. Xapaep poyo ooecoo pacee oxopo oo ac o x cpoe. Paceee oxopa 2,5-ecaoa, coepaeo e ope poce py, po eoy, a cyae oxopa 1,4-yaoa opayec 4-yao.

Bo 1. ooecoe paceee -aopoo eoe, p 20-C epo aocepe (apo) po opaoa cox po.

p yee yeoopoo e -aopoa aaec opaoae oox poyo cooecyx aeo poaao, p o xo cox po cac.

2. caoeo, o p aoec -aopoo c aea p 20-25OC epo aocepe (apo) ceeo opayc coe p, ec poo aeo aopoo. Pea copooaec oo poecco ypoaoo pacee aopoo c opaoae cox po c pa co aoo yepoa coo cpoo ac oey.

3. Meoo oyppyx pea opeeea oocea aoc aaecx apoaecx aeo pea c aopoa. p poee pea eoe p 20-25OC ycaoe cey p aoc aeo RCHO: C4H9 > -CH3OC6H4 > C2H5OC6H4 > C6H5 > -ClC6H4 > -BrC6H4.

4. oyea acoc ooceo aoc eaeo pea c yopoo o ppo aece xopoo oppepye co ae -oca aecee ocaec ypaee aea c ocao peaoo cep Br = -1,4.

5. caoeo, o -aoaoe py ooece pepae -apo. B peyae aoec -aoaoeo c -apa epo aocepe (apo), p 20-C, eoe opayc coe p, ec poo a oaoeo / apo, a ae cooecye cp ae.

6. ooecoe paceee oaoeo eox cpo epo aocepe (apo), p 20-25 C, eoe po opaoa cooecyx aeo, eaoeo cox po.

caoeo, o ppoa aece apoaeco oe eaeo e a xo oex poyo.

7. ooecoe paceee oaoeo opx cpo eoe, p 20-25 0C, epo aocepe (apo) poeae c opaoae cooecyx eoo.

8. ooecoe paceee oxopo 1,4-yaoa 2,5ecaoa eoe, p 20-25 0C, epo aocepe (apo) po opaoa 4-yaoa 2,5-ecaoa cooecyx oo.

Ocoe peya ccepaoo pao oyoa ceyx cax ecax oao:

1. .B. Ceee, .H. opa, B.H. Tpooa, B.B. op, .. Paxayo.

ooecoe paceee oxopo eox cpo. // ap. x. yp. a, 2001. T.8. . 5. c.36-37.

2. .B. Ceee, .H. opa, B.H. Tpooa, B.B. op, .. Paxayo.

Ocea eepoa 1,4-yaoa 4-yao. // opX. 2002. T. 38. . 7. c. 1107-1108.

3. .B. Ceee, .H. opa, B.H. Tpooa, B.B. op, .. Paxayo.

Pea aoxopo c apa. // ap. x. yp. a, 2001. T.8. . 5. c.38-39.

4. .B. Ceee, .H. opa, B.H. Tpooa, B.B. op, .. Paxayo.

pepaee -ypa o ece -yoxopa. // XIV Meyapoa ayo-execa oepe Xece pea, peae poecc aooao x. Te. o. a. 6-8 2001 . c. 22.

5. .B. Ceee, .H. opa, A.B. op, .. Paxayo. Baoece aoxopo c apa. // V ooea aya oaoepe o opaeco x. Te. o. Eaepyp. pX. 2002. c. 391.

6. .B. Ceee, .H. opa, B.H. Tpooa, B.B. op, .. Paxayo.

Pea -yopoa c o cpo. // XIV Meyapoa ayo-execa oepe Xece pea, peae poecc aooao x. Te. o. a. 6-8 2001 . c. 16.

7. P.P. ae, .B. Ceee, B.B. op, B.H. Tpooa, P.P. yao, .H. opa, B.. Caapoa. Peaoa cocooc aeo peax c aoxopa // oepe oox yex cyeo HT. Te. o. a. 1999. c. 29.

8. .B. Ceee, .H. opa, B.H. Tpooa, B.B. op, .. Paxayo.

Pea ooecoo pacee oxopo 1,4-yaoa 2,5ecaoa. // XV Meyapoa ayo-execa oepe Xece pea, peae poecc aooao x Pea 2002. Te. o. a. 2002 . c. 44.

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