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C16H31P (254.39) calcd. C 75.54% H 12.28%
found C 75.52% H 12.26%.
Methyldiisopropylphosphine (26k): Prepared following the procedure described by A.H.
Cowley and J.L. Mills [158] starting from chlorodiisopropylphosphine (25f; 12 g, 80 mmol)
and methyllithium (80 mmol) in diethyl ether (66 mL); colorless liquid; b.p. 47 - 48 °C/63
Torr (ref. [158] b.p. 150 - 151 °C); yield: 7.24 g (69%).
3.2 Trialkylphosphine Oxides
Butyldi-tert-butylphosphine oxide (27a): Analogously prepared from butyldi-tert-
butylphosphine (26a; 8.5 g, 42 mmol) and 30% hydrogen peroxide solution (10 mL);
[ ]
colorless liquid; b.p. 78 - 79 °C/0.5 Torr (ref. 231 b.p. 73 °C/0.025 Torr); yield: 7.96 g (87%).
1 H NMR: δ = 1.7 (m, 4 H), 1.4 (m, 2 H), 1.26 (d, J = 12.8 Hz, 18 H), 0.94 (t,
J = 7.4 Hz, 3 H) ppm.
13 C NMR: δ = 35.7 (d, J = 59 Hz), 26.7, 25.3 (d, J = 5 Hz), 24.9 (d, J = 12 Hz),
21.5 (d, J = 57 Hz), 13.7 ppm.
31 P NMR: δ = 62.4 ppm.
C12H270P (218.32) calcd. C 66.02% H 12.47%
found C 65.95% H 12.34%.
Di-tert-butylisopropylphosphine oxide (27b): Analogously prepared from
di-tert-butylisopropylphosphine (26b; 3.2 g, 17 mmol) and 30% hydrogen peroxide solution
(5 mL); white needles after sublimation; m.p. 64 - 66 °C (ref. [231] b.p. 63 - 65 °C); yield:
3.05 g (88%).
1 H NMR: δ = 2.37 (symm. m, 1 H), 1.41 (d, J = 17 Hz, 18 H), 1.32 (d, J = 13 Hz, 6 H)
ppm.