Organic Reactions Volume 4 - Sciencemadness Dot Org

Addends
Crotononitrile
Cyclopentadiene
1,3-Dimethylbutadiene
Sorbonitrile
2,3-Dimethylbutadiene
1,3-Dimethylbutadiene
TABLE VII
THE PEELS-ALDER ADDITION OF ^-UNSATURATED NITBILES AND SULFONES
Products
2,5-Metkano-6-methyl-A 3 -tetrahydrobenzonitrile
H,c OS'
CH3
(See footnote 1)
3,4-Dimetnyl-6-propenyl-A 3 -tetrahydrobenzonitrile
H3C IJ^NJCH=CHCH3
CH3
(See footnote 1)
Ratio of
Diene to
Dienophile
1.3
1.5
1.7
1.7
Solvent
None
None
None
None
Temperature,
0 C
150-160t.
160t.
140
170t.
170t,
Time,
hours
6
5
8
4
4
B.P. or M.P.
87-88.5/
12 mm.
93-95/
13.5 mm.
93-95/
13.5 mm.
126.5-127.5/
10 mm.
120-121/
10 mm.
Yield,
%
48
95-100
95-100
42
References
*
100
100
100
100
101
100
6