Chap.5 halogenated hydrocarbon

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??? ??? (halogenated hydrocarbon)
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???
?????
??-???
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???????????
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(No Transcript)
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(No Transcript)
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• ?

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??????

• ? ????

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• (?)??????
• (nucleophilic substitution SN )

??
????
????
??
? ?
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• 1???(?????)

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• 2???????????

????
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• 3?????????(nitrile)

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4????????????
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• 5?????????

??
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(??)
??
??
???
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• (?)ß-????(elimination reaction)

a
ß
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1?
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• 2?Saytzeff Rule ???????
  ß-C?,???????????????????????

ß
ß
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(?)????????????
????
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??????????
1????????????SN2
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?2-????????
S-2-???
?????
R-2-???
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• (1)????

???
? ?
?E
???
??
????
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(2)Walden??(????) (3)??????,??????? ???????????? (
4)??????,????????? ??????? (5)SN2 ????
CH3X gt 10 gt 20 gt30 RX
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• 2?????????? (SN1)

????k (CH3)3CBr
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• ? ????

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• (1)????

???1
???2
? ?
???
???
??
????
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• (2)??????

sp2
sp3
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(3).SN1????????,???? ??????????? (4).SN1?????????
(5).SN1??????????????? (6).?????????SN1?????
30 gt 20 gt 10 gt CH3X
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3?SN1?SN2????
? SN1?SN2?????,????? ? 10 RX???SN2?? 30
RX???SN1?? 20 RX????? ? ?????????SN???????
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• 4??????????????
• (1)??????

?SN1??
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• ? ?SN2??

???
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(2)????????????
(SN2??????)
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• SN1????

5?????????
??? gt ??? gt ???
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??ß-??????

• 1??????????(E2)

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• (1)??????

????
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(2)????????????? (3)??????????,?ß-C ??,????????,?
??? ????????? (4)E2??????? ???? gt ???? gt????
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• (5)E2???????????
• SN2??????

ß
a
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• 2??????????(E1)

?
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• (1)??????

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(2)El?SNl????????? ???????, (3)
El?SNl?????????? ???,El???????ß??, ?SN1??????????(
?)??? (4) ?????El?SNl????? ???
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(5)El?SN1???????????????????,?????????????,???????
?
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??
???
E1
C2H5OH
??????
SN1
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????????

• CH3CH2Cl (???????)
• CH3Cl
• CF2Cl2(???)b.p-29.80
• CF3CHClBr(??)
• CF2 CF2

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????????

• ???????

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• 1?Lewisite?

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• 2?Lewisite????????
• ??????????

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• ????????

(?Na2CO3)
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• ? ????

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• 3?Lewisite?????BAL

?????