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Merck
CN

D71984

P,P-Dichlorophenylphosphine

97%, liquid

Synonym(s):

Phenyldichlorophosphine, Phenylphosphine dichloride, PhPCl2, Phenylphosphonous dichloride

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About This Item

Linear Formula:
C6H5PCl2
CAS Number:
Molecular Weight:
178.98
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352002
EC Number:
211-425-8
MDL number:
Beilstein/REAXYS Number:
508189
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Product Name

P,P-Dichlorophenylphosphine, 97%

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

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

signalword

Danger

Hazard Classifications

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

target_organs

Respiratory system

supp_hazards

Storage Class

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

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

Regulatory Information

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Related Content

Phosphine Ligand Application Guide


Insight into the Thermal Ring-Opening Polymerization of Phospha [1] ferrocenophanes
Khozeimeh S, et al.
Chemistry?A European Journal , 22(47), 16838-16849 (2016)
Jan Hynek et al.
Organic & biomolecular chemistry, 16(39), 7274-7281 (2018-09-28)
The development of effective photosensitizers is particularly attractive for photodynamic therapy of cancer. Three novel porphyrin photosensitizers functionalized with phosphinic groups were synthesized and their physicochemical, photophysical, and photobiological properties were collected. Phosphinic acid groups (R1R2POOH) attached to the porphyrin
Preparation of dichlorophenylphosphine via Friedel--Crafts reaction in ionic liquids
Wang ZW,et al.
Green Chemistry, 5(6), 737-739 (2003)



Global Trade Item Number

SKUGTIN
D71984-5G04061838124012
D71984-500G04061838134318
D71984-100G04061833588291