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)

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

F 

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

• Language:English Provider:Chlorodiphenylphosphine
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

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.]

Chlorodiphenylphosphine(1079-66-9)Related Product Information

• Diphenylphosphine
• Biphenyl
• Calcium chloride
• Dichlorodiphenylsilane
• Choline chloride
• Sodium chloride
• Diphenylsilane
• Tris(triphenylphosphine)rhodiu
• Tetrabutylphosphonium chloride
• Polyvinyl chloride
• DICHLOROTRIPHENYLPHOSPHORANE
• tert-Butylchlorodiphenylsilane
• Potassium chloride
• Di-tert-butylchlorophosphane
• Diphenylsilanediol
• PHENYLSELENENYL CHLORIDE
• Ammonium chloride
• 1-BENZHYDRYLPIPERAZINE