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D71984

Sigma-Aldrich

P,P-Dichlorophenylphosphine

97%

Synonym(s):

Phenyldichlorophosphine, Phenylphosphine dichloride, PhPCl2, Phenylphosphonous dichloride

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About This Item

Linear Formula:
C6H5PCl2
CAS Number:
Molecular Weight:
178.98
Beilstein:
508189
EC Number:
MDL number:
UNSPSC Code:
12352002
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

97%

form

liquid

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

refractive index

n20/D 1.597 (lit.)

bp

222 °C/759 mmHg (lit.)

mp

−51 °C (lit.)

density

1.319 g/mL at 25 °C (lit.)

functional group

phosphine

SMILES string

ClP(Cl)c1ccccc1

InChI

1S/C6H5Cl2P/c7-9(8)6-4-2-1-3-5-6/h1-5H

InChI key

IMDXZWRLUZPMDH-UHFFFAOYSA-N

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General description

P,P-Dichlorophenylphosphine (DCPP) is a key compound in organic synthesis. It is widely used to prepare flame retardants, nylon stabilizers, plasticizers, and organophosphorus compounds. It can be prepared by the Friedel-Craft reaction between phosphorus trichloride and benzene in the presence of anhydrous aluminum chloride as a catalyst.

Application

P,P-Dichlorophenylphosphine is used as a reactant to synthesize racemic [1]ferrocenophanes (mixture of cis and trans isomers)

Pictograms

Skull and crossbonesCorrosion

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 3 Oral - Skin Corr. 1B - STOT SE 3

Target Organs

Respiratory system

Supplementary Hazards

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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