1H-NMR%20???

1
1H-NMR ???
1H-Nuclear Magnetic Resonance Spectroscopy ???????
?????
?????????? 1H ?????????? ????????????????????????
??????????? NMR ? 1H ??????? 2D, 13C, 14N,
17O, 19F, 31P, 33S, etc ????????????????????????
?????????
2
1H-NMR ??????
?? 1H ????????????????? C-H, O-H, N-H, S-H,
etc. ??????????????????? C-C-H, O-C-H, N-C-H
C-O-H, C(O)-OH, C-N-H, C(O)-N-H ?? 1H
???????????? 1H ????????? CH, CH2, CH3 ?? 1H
????????????????????? 1H ? ??????????????
Ha-X-Y-Hb, cis/trans
3
1H-NMR ???????
4
1H-NMR ?????????????
????? (d ?) ???????????? ??????????
?????????????? ???????? (J ?)
?????????????? ??? (I ?) ???????????
5
1H-NMR ???????
6
????????????????????????
?? 1H ????????????????? ??????????????????? ??
1H ???????????? 1H ?? ??????? ?? 1H
???????????????? ????? 1H ????????????
???cis/trans?
?????
???
?????? ?? (J ?)
7
????????????
8
????? 1 ????????
CH3-CH2R
-CH2-CH2R
-CH-CH2R
9
????? ????????????????
10
????? ???????????????

11
????? ??????????????? ? b-???

12
????? ????? d ????????
gem
cis
trans
13
????? ????? d ????????
14
????? ????? d

sp3 0.8 2.0 (???) sp2 4.5 7.5 sp 1.7
2.6
sp gt sp2 gt sp3 ????? sp2 gt sp gt sp3
15
????? ????? d

p
o
m
???????
???
16
????? ????????
17
????? ????????? 1H
18
?????????????????????????
19
???????? ??????
Ha ? Hb ????????
Ha ? Hb ??????????????????
????????? ?????????????
20
???????? ???????????-???????
21
?? 1,3-????????????
Hb ????????
22
????????????????????
?????? 0 ??? ??? ?? (?????) ? etc
????????? a,b-??????????????
23
????????????????????????
24
????????????????????
JAX 18 Hz JBX 11 Hz JAB 2 Hz
25
H-F,H-P ?????????
??????? H-H ???????????
H-H ???????????????
26
??? NMR
?????????????????????0
27
NMR ???????
????? (Ethyl Acetate) ? 1H-NMR ??????????
??????? 3 ??? H (Ha, Hb, Hc) ????
Ha ??????? a-???????? A1 ?? d 2.0?????????
????????????? 3H ?? Hb ??????? a-????????? A1
?? d 4.1???????? ? 3 ? (Hc) ???????????? 2H
?? Hc ??????? b-???????? A2 ?? d 1.3???????? ?
2 ? (Hb) ???????????? 3H ?? JHb-Hc ??????????????
7 Hz?
28
????????????????

• ??
• 4.1 (q, J 7 Hz, 2H), 2.0 (s, 3H),
• 1.3 (t, J 7 Hz, 3H)
• ??
• 4.119 (q, J 7.1 Hz, 2H), 2.038 (s, 3H),
• 1.260 (t, J 7.1 Hz, 3H)

29
1H-NMR ????????????????
?
?
?
?
?
?
d 7.58 (d, J 18 Hz, 1H), 7.48 (d, J 8 Hz,
2H), 7.34 (d, J 8 Hz, 2H), 6.39 (d, J 18 Hz,
1H), 4.25 (q, J 7 Hz, 2H), 1.32 (t, J 7 Hz,
3H)
30
?????????? 1H ???
???????????????? C11H11BrO2 ??????????
?????,????? 6?????????????????,????
???????????? ?NMR ???????? 11 ?????????????????? ?
??????????????????? ????????? (18 Hz)
????????? (8 Hz) ????????? (7 Hz)
?????????????????????????????? ???????
(?????1H (??1) ???) ??????? (?????1H (??1)
???) ??????? (?????1H (??1) ???) ???????
(?????1H (??1) ???) ??????? (?????3H (??3)
???) ??????? (?????2H (??2) ???)
?????,??????????????????????
31
??? ??? ???
??? ??????,???????
?
?
????,???? d (2 H) ????1,4-???????????????????????
???? (??????????) ???????????????? ????J ?? 18
Hz ?????????????????????????,trans-???????????????
7.6 ????????????,????????????????????????????????
??????????????????????????? D ??,?????????????????

?
32
??? ? ???
????
?
H4 ????????? Zgem ?? 0.77??? D ????????? COOR
(??) ???? COOH ??????????????? C2H5BrO
??????,?????????????COOH ?????????????????????
COOR (??) ?
33
??? ??? ???
???????????????,???????? CH2CH3
??????????????????? 4.2 ???,???????????????????
(? A1)?
?
?
?????? Br ????????,????????????
34
????????
H2, H3 ???????????????????