1 5 BrCH2-CH,8r OH OH 13 Cl,CH-CH

CHg--C-CH,
H, H,
2-butanone 1,2-dibromoethane pinacol 1,1-dichloroethane
CzH,Br2 C,H,Ch
2 CH3CH2 OH 6 10 14
CHa CH H OH
propionic acid 1,2-butanedione 1,4-cyclohexanedione 2-propanol
(biacetyl)
CsHeOz CaHe CeHgO2 CaHg0
7 CHC=N 11 15 CHaCHg
CH,CHy
CHC=N H Br
ethyl acetate succinomitrile cyclopentanone 2-bromvpiopane
CaHgOz Cai¿Nz CHO CgH,Br
4 CH0CHCH5 CH CHs 12 CHChy-l 16
CHy-c-c-CH
H, CH
methyi propionate 2,2,3,3-tetramethylbutane iodoethane 1,4-dichlorobutane
CzHsl CaH,Ch
17 Br Br 21 HN COOH 25 29
1,3-dibromopropane 4-aminobutyric acid benzyl cyanide benzyl methyl ketone
C,HsBr2 CaHgNO CoH,N CgHoO
18 B 22 26 30
-CH,NH2
1-bromo-3-chloropropane anisole benzylamine propiophenone
CzHeBrCl CHs0 C,H,N CgH,o0
19 Br C=N 23 27 OH 31 CHg
-CH,OH
4-bromobutyronitrile benzyl alcoho 2-phenylethanol 2-phenyipropionaldehyde
CaHsNBr C,HO Ceo0 CoHo0
28
20 24 OH 32
NH3 -CH,ar
CHscoo
alanine benzyl bromide 1-phenylethanol butyrophenone
C,H,NO, C;H,Br CyoH20
 lan
33 37 41
toil CHa
45 CHa
CHa O
-butyl acetoacetate dibenzylamine propionic anhydride 1,1-diacetoxyethane
Ciat1sN CetoO3
34 CH,CH-O-C-H 38 CHs 42 46 CH%OOccooCH
CHS H CHg
ethyl formate N,N,N,Ntetramethyl-1,2 diethyl oxalate dimethyl methylmalonate
ethanediamine
CgHeO CeHho
35 39 43 47 CHa
oCHs
CH3 CHs C
benzil 2,5-hexanedione ethylene glycol diacetate methyl acetyllactate
CH CoHo2 CetioO4
36 40 44 48
CHCH,0» OCH,CH OCH
=0
1,2-diphenylethane diethyl carbonate dimethyl succinate diethyl succinate
CsHo3 Coto4 CgHO4
Decenber 2007
 Confidential O JRES FROM SPE 4th EDITION
strictly prohibited
LD Field, S Sternhell and JRKalman
HgC. CH3
49 53 57 OCH 61
o -CHC;
HC CH3
-OCH3
OCH3
ethylene glycol dipropionate a,a-dichlorotoluene 1,2,3-trimethoxybenzene durene
CaH04 CHeClh CgHi203 CioHy4
CH CH3 CHg
50 54
Koc 58
CHa
62
CHs -CHg
c-H
OCHs CH
butyric anhydride benzaldehyde dimethylacetal mesitylene 1,2,3,4-tetramethylbenzene
CaH03 CgH:202 CsH2 CioH14
51 55 OH 59 CH3 63 CH
Br -Br
COOH CH3 CH CHa
CH3 CH3
1,4-dibromobenzene benzillc acid 1,2,3-trimethylbenzene 1,2,3,5-tetramethyibenzene
CoH,Br, CgHi2
52 56 OH 60 CHg 64 CH3, CH3
Br
OH CH3 CH3 CHg -CHg
CH CHg
4,4-dibromobiphenyl catechol 1,2,4-trimethylbenzene hexamethylbenzene
CizHsBr? CoHsO CgH2 G1zH18
December 2007 5