Skip to Content
Merck
CN

D71984

P,P-Dichlorophenylphosphine

97%, liquid

Synonym(s):

Phenyldichlorophosphine, Phenylphosphine dichloride, PhPCl2, Phenylphosphonous dichloride

Sign In to View Organizational & Contract Pricing.

Select a Size

About This Item

Linear Formula:
C6H5PCl2
CAS Number:
644-97-3
Molecular Weight:
178.98
NACRES:
NA.22
PubChem Substance ID:
24894089
UNSPSC Code:
12352002
EC Number:
211-425-8
MDL number:
MFCD00000528
Beilstein/REAXYS Number:
508189

Key Documents

View All Documentation
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

Product Name

P,P-Dichlorophenylphosphine, 97%

InChI

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

InChI key

IMDXZWRLUZPMDH-UHFFFAOYSA-N

SMILES string

ClP(Cl)c1ccccc1

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

Quality Level

100

bp

222 °C/759 mmHg (lit.)

mp

−51 °C (lit.)

density

1.319 g/mL at 25 °C (lit.)

functional group

phosphine

Related Categories

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
GHS06,GHS05

signalword

Danger

Hazard Classifications

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

target_organs

Respiratory system

supp_hazards

EUH014

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

新产品
This item has

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
SHBK8598
SHBK0772
SHBK0576
SHBJ1160
SHBH5867

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Insight into the Thermal Ring-Opening Polymerization of Phospha [1] ferrocenophanes
Khozeimeh S, et al.
Chemistry?A European Journal , 22(47), 16838-16849 (2016)
Paul A Gray et al.
Dalton transactions (Cambridge, England : 2003), 45(5), 2124-2129 (2015-10-23)
A series of 2-phosphino-1,3-diphosphonium trifluoromethanesulfonate salts has been prepared and comprehensively characterized. The compounds represent rare examples of salts containing triphosphorus dications and establish important structural and spectroscopic parameters and trends for catenated phosphorus chains.
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)
G Bas de Jong et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 26(68), 15944-15952 (2020-07-01)
In this paper, we highlight the synthesis of a variety of primary phosphine-boranes (RPH2 ⋅BH3 ) from the corresponding dichlorophosphines, simply by using Li[BH4 ] as reductant and provider of the BH3 protecting group. The method offers facile access not

Related Content

Phosphine Ligand Application Guide

Phosphine Ligand Application Guide

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service