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Merck
CN

230235

Diphenylphosphinic chloride

98%, liquid

Synonym(s):

Diphenylchlorophosphine oxide, Diphenylphosphinic acid chloride, Diphenylphosphinoyl chloride, Diphenylphosphinyl chloride, Diphenylphosphorus oxychloride, Ph2POCl, Chlorodiphenylphosphine oxide

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About This Item

Linear Formula:
(C6H5)2P(O)Cl
CAS Number:
1499-21-4
Molecular Weight:
236.63
NACRES:
NA.22
PubChem Substance ID:
24853787
UNSPSC Code:
12352002
EC Number:
216-107-2
MDL number:
MFCD00002077
Beilstein/REAXYS Number:
975191

Key Documents

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Product Name

Diphenylphosphinic chloride, 98%

InChI key

QPQGTZMAQRXCJW-UHFFFAOYSA-N

InChI

1S/C12H10ClOP/c13-15(14,11-7-3-1-4-8-11)12-9-5-2-6-10-12/h1-10H

SMILES string

ClP(=O)(c1ccccc1)c2ccccc2

assay

98%

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

refractive index

n20/D 1.609 (lit.)

bp

222 °C/16 mmHg (lit.)

density

1.24 g/mL at 25 °C (lit.)

storage temp.

2-8°C

Quality Level

100

Application

Diphenylphosphinic chloride (Ph2POCl) is widely used as a precursor to synthesize various chiral phosphine bidentate ligands for asymmetric synthesis, in addition to several peptide coupling agents.

signalword

Danger

Hazard Classifications

Eye Dam. 1 - Flam. Liq. 3 - Skin Corr. 1B - Skin Sens. 1A

Storage Class

3 - Flammable liquids

wgk

WGK 3

flash_point_f

78.8 °F - closed cup

flash_point_c

26 °C - closed cup

ppe

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

Regulatory Information

危险化学品
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Certificates of Analysis (COA)

Lot/Batch Number
SDBB7048
STBL4192
SDBB0853
STBK9309
STBK3049

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Meifang Wang
Inorganic Chemistry, 33, 6, 1184-1187 (1994)
Difluorphos, an Electron?Poor Diphosphane: A Good Match Between Electronic and Steric Features.
Jeulin S, et al.
Angewandte Chemie (Weinheim an der Bergstrasse, Germany), 116(3), 324-329 (2004)
Atropisomeric amides as chiral ligands: Using (−)-sparteine-directed enantioselective silylation to control the conformation of a stereogenic axis.
Clayden J, et al.
The Journal of Organic Chemistry, 65(21), 7033-7040 (2000)
Indium?Mediated Asymmetric Allylation of Acylhydrazones Using a Chiral Urea Catalyst.
Tan K L and Jacobsen E N
Angewandte Chemie (International Edition in English), 46(8), 1315-1317 (2007)
Ramage, R.; Atrash, B. et al.
Journal of the Chemical Society. Perkin Transactions 1, 1617-1617 (1985)
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