Di(1-adaMantyl)chlorophosphine Chemical Properties

Melting point:

168-173°C

Boiling point:

413.3±12.0 °C(Predicted)

storage temp. 

under inert gas (nitrogen or Argon) at 2-8°C

form 

solid

color 

white

Sensitive 

moisture sensitive

InChI

InChI=1S/C20H30ClP/c21-22(19-7-13-1-14(8-19)3-15(2-13)9-19)20-10-16-4-17(11-20)6-18(5-16)12-20/h13-18H,1-12H2

InChIKey

BVOJCPQWSXCCKU-UHFFFAOYSA-N

SMILES

P(C12CC3CC(CC(C3)C1)C2)(C12CC3CC(CC(C3)C1)C2)Cl

Safety Information

Hazard Codes 

T,N

Risk Statements 

14-23/24/25-34-40-48/23-59

Safety Statements 

26-36/37/39-45-59

RIDADR 

UN 3096 4.3(8) / PGII

WGK Germany 

3

HS Code 

2932190090

Di(1-adaMantyl)chlorophosphine Usage And Synthesis

Synthesis

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.

References

[1] Chemistry - A European Journal, 2003, vol. 9, # 6, p. 1416 - 1425
[2] Organometallics, 2018, vol. 37, # 19, p. 3243 - 3247
[3] Phosphorus, Sulfur and Silicon and the Related Elements, 1995, vol. 102, # 1-4, p. 211 - 216
[4] Patent: US9802185, 2017, B2. Location in patent: Page/Page column 39
[5] Phosphorus, Sulfur and Silicon and the Related Elements, 1994, vol. 88, # 1-4, p. 241 - 244

Di(1-adaMantyl)chlorophosphine(157282-19-4)Related Product Information

• Carbon tetrachloride
• BENZYLDI-1-ADAMANTYLPHOSPHINE
• DI-I-PROPYLPHOSPHINE
• DI-1-ADAMANTYLPHOSPHINE
• Di(1-adamantyl)-n-butylphosphine hydriodide
• Diphenyl-2-pyridylphosphine
• Butyldi-1-adamantylphosphine