ChemicalBook CAS DataBase List Di(1-adaMantyl)chlorophosphine

Di(1-adaMantyl)chlorophosphine synthesis

7synthesis methods

Product Name:Di(1-adaMantyl)chlorophosphine
CAS Number:157282-19-4
Molecular formula:C20H30ClP
Molecular Weight:336.88

131211-27-3

157282-19-4

General procedure for the synthesis of bis(1-adamantyl)phosphonium chloride from di-1-adamantylphosphine: a solution of Ad2PH (10.5 g, 34.7 mmol) and 1,5-diazabicyclo[5.4.0]undec-5-ene (DBU, 6.12 cm3, 40.9 mmol) in toluene (250 cm3) was cooled to -10 °C. The phosgene solution (30.0 cm3, 56.7 mmol) was added slowly through a cannula and transferred through a measuring cylinder. The reaction produced a highly viscous light yellow suspension. To reduce the viscosity and to facilitate stirring, additional toluene (100 cm3) was added through the cannula. The reaction mixture was filtered through a cannula to give a yellow filtrate. The residue was washed with toluene (2 x 100 cm3), the washings were combined with the original filtrate and the volatiles were removed under vacuum to give a light yellow solid. The solid was washed with pentane (2 x 30 cm3, the wash solution was almost colorless), dried under vacuum and separated in a glove box to give a lemon yellow powdery product in 7.84 g yield, 67%.31P NMR chemical shift: δ= 139 ppm, purity 99%, molecular weight (FW) = 336.88.

75-44-5
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131211-27-3 Synthesis

131211-27-3
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6674-22-2 Synthesis

6674-22-2
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157282-19-4
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Yield: 23 g (68 mmol, 90%)

Reaction Conditions:

in toluene

Steps:

EXAMPLES
60 g of a 20% solution of phosgene in absolute toluene were added dropwise at -14° C. to a solution of 23 g (76 mmol) of di(1-adamantyl)phosphine and 14.5 g (9.5 mmol) of 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) in 600 ml of toluene and the mixture was heated to room temperature and then stirred for 16 h. It was filtered and the solvent was distilled off under vacuum. Yield: 23 g (68 mmol, 90%) of diadamantylchlorophosphine. ³¹P NMR (162.0 MHz, CDCl₃): δ=138.4

References:

Beller, Matthias;Ehrentraut, Andreas;Ehrentraut, Wilhelm Hubert;Ehrentraut, Theresia Elisabeth;Fuhrmann, Christa;Zapf, Alexander US2004/68131, 2004, A1

131211-27-3 Synthesis

131211-27-3
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$32.00/200mg

157282-19-4
80 suppliers
$83.00/250mg

References

768-90-1 Synthesis