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Chlorodiphenylphosphine

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Chlorodiphenylphosphine Basic information

Product Name:
Chlorodiphenylphosphine
Synonyms:
  • diphenyl-phosphinouschlorid
  • Phosphine, chlorodiphenyl-
  • AURORA KA-1322
  • Diphenyl phosphine chloride
  • DIPHENYLPHOSPHINOUS CHLORIDE
  • DIPHENYLCHLOROPHOSPHINE
  • DPPC
  • CHLORODIPHENYLPHOSPHINE
CAS:
1079-66-9
MF:
C12H10ClP
MW:
220.63
EINECS:
214-093-2
Product Categories:
  • Ligand
  • organophosphine halide
  • Phosphines
  • Achiral Phosphine
  • Aryl Phosphine
  • P-Cl
  • Pharmaceutical Intermediates
  • Chlorophosphines
  • 1079-66-9
Mol File:
1079-66-9.mol
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Chlorodiphenylphosphine Chemical Properties

Melting point:
14-16°C
Boiling point:
320 °C(lit.)
Density 
1.229 g/mL at 25 °C(lit.)
vapor density 
7.8 (vs air)
vapor pressure 
1.3 hPa (20 °C)
refractive index 
n20/D 1.636(lit.)
Flash point:
>230 °F
storage temp. 
Store below +30°C.
solubility 
Miscible with alcohol. Slightly miscible with ammonia.
form 
Liquid
color 
Colorless to yellow
Specific Gravity
1.229
Water Solubility 
Reacts violently
Sensitive 
Air & Moisture Sensitive
Hydrolytic Sensitivity
8: reacts rapidly with moisture, water, protic solvents
BRN 
512032
InChIKey
XGRJZXREYAXTGV-UHFFFAOYSA-N
LogP
5.330 (est)
CAS DataBase Reference
1079-66-9(CAS DataBase Reference)
NIST Chemistry Reference
Chlorodiphenylphosphine(1079-66-9)
EPA Substance Registry System
Phosphinous chloride, diphenyl- (1079-66-9)
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Safety Information

Hazard Codes 
C
Risk Statements 
14-34-29-36
Safety Statements 
26-36/37/39-45-8-30-25-27
RIDADR 
UN 3265 8/PG 2
WGK Germany 
2
1-9-19
Autoignition Temperature
320 °C
TSCA 
Yes
HazardClass 
8
PackingGroup 
II
HS Code 
29310095
Toxicity
LD50 orally in Rabbit: 316 mg/kg

MSDS

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Chlorodiphenylphosphine Usage And Synthesis

Chemical Properties

Colorless to light yellow liqui

Uses

Chlorodiphenylphosphine is used to introduce the diphenylphosphinyl moiety by aryl ortho-lithiation. It is also used as an intermediate to make antioxidants, flame retardants, stabilizers, catalysts, photoinitiators, and optical brighteners. Used as a halogenation reagent for the conversion of alcohols into halides, in the preparation of solid-phase reagent for the conversion of alcohols to alkyl halides.

Production Methods

The specific synthesis steps of Chlorodiphenylphosphine are as follows: In a sealed NMR tube filled with argon,Dissolve Ph2P (O) H (0.05 mmol) in 0.5 mL of tetrahydrofuran,Add acetyl chloride (the amount of acetyl chloride added is 1.2 times the equivalent of Ph2P (O) H),The mixture was reacted at 100 ° C for 12 hours with a yield of 99%.

Synthesis Reference(s)

Journal of the American Chemical Society, 77, p. 3526, 1955 DOI: 10.1021/ja01618a030

Flammability and Explosibility

Non flammable

Purification Methods

This air-sensitive, pale yellow lachrymatory liquid is purified by careful fractional distillation and discarding the lower boiling fraction which contains the main impurity PhPCl2 (b 48-51o/0.7mm), and checking for impurities by NMR. [Weinberg J Org Chem 40 3586 1975, Honer et al. Chem Ber 94 2122 1961, Beilstein 16 IV 969.]

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