ChemicalBook--->CAS DataBase List--->1079-66-9

1079-66-9

1079-66-9 Structure

1079-66-9 Structure
IdentificationMore
[Name]

Chlorodiphenylphosphine
[CAS]

1079-66-9
[Synonyms]

AURORA KA-1322
CHLORODIPHENYLPHOSPHINE
DIPHENYLCHLOROPHOSPHINE
Diphenyl phosphine chloride
DIPHENYLPHOSPHINOUS CHLORIDE
DPPC
P-CHLORODIPHENYLPHOSPHINE
PHOSPHINOUS CHLORIDE, DIPHENYL-
diphenyl-phosphinouschlorid
Phosphine, chlorodiphenyl-
Diphenyl chlorophosphine~Diphenylphosphinous chloride
diphneylphosphinous chloride
Chlorodiphenylphosphine, tech., 95+%
Chlorodiphenylphosphine, tech., 95%
Diphenylchlorophosphine,99%
Diphenylchlorophosphine,min.95%
DIPHENYLPHOSPHINE CHLORIDE OR CHLORODIPHENYLPHOSPHINE OR DIPHENYLPHOSPHINOUS CHLORIDE
PH2PCL
Diphenylphosphinchlorid
Diphenyl phosphine chlorideDiphenyl phosphine chloride
[EINECS(EC#)]

214-093-2
[Molecular Formula]

C12H10ClP
[MDL Number]

MFCD00000529
[Molecular Weight]

220.63
[MOL File]

1079-66-9.mol
Chemical PropertiesBack Directory
[Appearance]

Colorless to light yellow liqui
[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.)
[Fp ]

>230 °F
[storage temp. ]

Store at R.T.
[solubility ]

Miscible with alcohol. Slightly miscible with ammonia.
[form ]

Liquid
[color ]

Colorless to yellow
[Specific Gravity]

1.229
[Water Solubility ]

Reacts violently
[Hydrolytic Sensitivity]

8: reacts rapidly with moisture, water, protic solvents
[Sensitive ]

Air & Moisture Sensitive
[Detection Methods]

GC
[BRN ]

512032
[InChI]

1S/C12H10ClP/c13-14(11-7-3-1-4-8-11)12-9-5-2-6-10-12/h1-10H
[InChIKey]

XGRJZXREYAXTGV-UHFFFAOYSA-N
[SMILES]

ClP(c1ccccc1)c2ccccc2
[LogP]

5.330 (est)
[CAS DataBase Reference]

1079-66-9(CAS DataBase Reference)
[NIST Chemistry Reference]

Chlorodiphenylphosphine(1079-66-9)
[EPA Substance Registry System]

1079-66-9(EPA Substance)
Safety DataBack Directory
[Symbol(GHS) ]

Corrosion (GHS05)Exclamation Mark (GHS07)
GHS05,GHS07
[Signal word ]

Danger
[Hazard statements ]

H290-H302-H314-H412
[Precautionary statements ]

P273-P280-P301+P312+P330-P303+P361+P353-P305+P351+P338+P310
[Hazard Codes ]

C
[Risk Statements ]

R14:Reacts violently with water.
R34:Causes burns.
R29:Contact with water liberates toxic gas.
R36:Irritating to the eyes.
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S8:Keep container dry .
S30:Never add water to this product .
S25:Avoid contact with eyes .
S27:Take off immediately all contaminated clothing .
[RIDADR ]

UN 3265 8/PG 2
[WGK Germany ]

2
[F ]

1-9-19
[Autoignition Temperature]

320 °C
[TSCA ]

Yes
[REACH Registrations]

Active
[HazardClass ]

8
[PackingGroup ]

II
[HS Code ]

29310095
[Storage Class]

8A - Combustible corrosive hazardous materials
[Hazard Classifications]

Acute Tox. 4 Oral
Aquatic Chronic 3
Eye Dam. 1
Met. Corr. 1
Skin Corr. 1B
[Toxicity]

LD50 orally in Rabbit: 316 mg/kg
Raw materials And Preparation ProductsBack Directory
[Preparation Products]

Diphenylphosphine-->1,1'-Bis(diphenylphosphino)ferrocene-->4,5-Bis(diphenylphosphino)-9,9-dimethylxanthene-->(R)-1-[(1S)-2-(Diphenylphosphino)ferrocenyl]ethyldi-tert-butylphosphine-->4-(Dimethylamino)phenyldiphenylphosphine-->Vanadium(III) chloride-->(Oxydi-2,1-phenylene)bis(diphenylphosphine)-->1-Diphenylphosphino-1'-(di-tert-butylph&-->Phosphine, 4-dibenzofuranyldiphenyl--->2-(Diphenylphosphino)-biphenyl-->2-Diphenylphosphinobenzaldehyde-->Diphenyl(p-vinylphenyl)phosphine-->4,6-Bis(diphenylphosphino) dibenzofuran, 98%-->1,1-Bis(diphenylphosphino)ethylene-->Bis[(2-diphenylphosphino)ethyl]ammonium chloride, min. 97%-->(Diphenylphosphoryl)methanol
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

Chlorodiphenylphosphine(1079-66-9).msds
Hazard InformationBack Directory
[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%.
Chlorodiphenylphosphine
[Synthesis Reference(s)]

Journal of the American Chemical Society, 77, p. 3526, 1955 DOI: 10.1021/ja01618a030
[Flammability and Explosibility]

Nonflammable
[reaction suitability]

reaction type: Buchwald-Hartwig Cross Coupling Reaction
reaction type: Heck Reaction
reaction type: Hiyama Coupling
reaction type: Negishi Coupling
reaction type: Sonogashira Coupling
reaction type: Stille Coupling
reaction type: Suzuki-Miyaura Coupling
reagent type: ligand
[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.]
Spectrum DetailBack Directory
[Spectrum Detail]

Chlorodiphenylphosphine(1079-66-9)MS
Chlorodiphenylphosphine(1079-66-9)1HNMR
Chlorodiphenylphosphine(1079-66-9)13CNMR
Chlorodiphenylphosphine(1079-66-9)IR1
Chlorodiphenylphosphine(1079-66-9)Raman
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

Chlorodiphenylphosphine, tech., 95%(1079-66-9)
[Alfa Aesar]

Chlorodiphenylphosphine, 98+%(1079-66-9)
[Sigma Aldrich]

1079-66-9(sigmaaldrich)
[TCI AMERICA]

Chlorodiphenylphosphine,>97.0%(T)(1079-66-9)
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