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Key Documents

C39601

Sigma-Aldrich

Chlorodiphenylphosphine

96%

Synonym(s):

P-Chlorodiphenylphosphine, ClPPh2, PPh2Cl, Diphenylphosphinous chloride

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About This Item

Linear Formula:
(C6H5)2PCl
CAS Number:
Molecular Weight:
220.63
Beilstein:
512032
EC Number:
MDL number:
UNSPSC Code:
12352128
PubChem Substance ID:
NACRES:
NA.22

vapor density

7.8 (vs air)

Quality Level

Assay

96%

form

liquid

reaction suitability

reaction type: Buchwald-Hartwig Cross Coupling Reaction
reaction type: Cross Couplings
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

refractive index

n20/D 1.636 (lit.)

bp

320 °C (lit.)

density

1.194 g/mL at 25 °C
1.229 g/mL at 25 °C (lit.)

functional group

phosphine

SMILES string

ClP(c1ccccc1)c2ccccc2

InChI

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

InChI key

XGRJZXREYAXTGV-UHFFFAOYSA-N

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General description

Ph2PCl is an efficient reagent for cross-coupling reactions and for introducing the Ph2P group into molecules.

Application

Precursors used in the synthesis of various phosphines.
Used to introduce the diphenylphosphinyl moiety by aryl ortho-lithiation.

Pictograms

CorrosionExclamation mark

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 3 - Eye Dam. 1 - Met. Corr. 1 - Skin Corr. 1B

Supplementary Hazards

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 1

Flash Point(F)

280.4 °F

Flash Point(C)

138 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Journal of the Chemical Society. Perkin Transactions 1, 1433-1433 (1993)
Synthesis, 3631-3631 (2006)
Synlett, 3150-3150 (2006)
Resorcinarenyl-Phosphines in Suzuki--Miyaura Cross-Coupling Reactions of Aryl Chlorides
Monnereau L, et al.
European Journal of Inorganic Chemistry, 2014, 1364-1372 (2014)
Chemical & Pharmaceutical Bulletin, 41, 1149-1149 (1993)

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