2741 Table 11. Conversion of Olefins into the Corresponding Methylol Derivatives by the Hydroboration-Carbonylation Reaction TSOS.9
T l o o Yield,= ~,
Olefin
Product
min
min
Z
Ethylene 1-Butene 1-Octene Cyclopentene
1-Propanol 1-Pentanol 1-Nonanol Cyclopentylmethanol Cyclohexylmethanol 2-exo-Norbornylmethanolb
15 55 130 56
87 216 230
80 72 70 69
35
125
80
100
350
85
Cyclohexene Norbornene
400
a By glpc comparison with authentic samples. The yield is based on a theoretical production of 1 mole of alcohol from 1 mole of RsB (1). The absence of the endo isomer was indicated by nmr (