Skip to Content
MilliporeSigma
All Photos(1)

Key Documents

View All Documentation

230235

Sigma-Aldrich

Diphenylphosphinic chloride

98%

Synonym(s):

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

Sign Into View Organizational & Contract Pricing

Select a Size

10 G
$77.70
50 G
$305.00

$77.70

Available to ship onMay 01, 2025Details

Request a Bulk Order
All Photos(1)

Select a Size

Change View
10 G
$77.70
50 G
$305.00

About This Item

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

$77.70

Available to ship onMay 01, 2025Details

Request a Bulk Order

Quality Level

100

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

SMILES string

ClP(=O)(c1ccccc1)c2ccccc2

InChI

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

InChI key

QPQGTZMAQRXCJW-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

Application

Diphenylphosphinic chloride (Ph2POCl) is widely used as a precursor to synthesize various chiral phosphine bidentate ligands[1][2][3][4][5] for asymmetric synthesis, in addition to several peptide coupling agents.[6][7][8]

signalword

Danger

Hazard Classifications

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

Storage Class

3 - Flammable liquids

wgk_germany

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

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
STBL4192
SDBB0853
STBK9309
STBK3049
STBJ9694

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

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)
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)
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)
The development of highly efficient onium?type peptide coupling reagents based upon rational molecular design.
Li P and Xu JC
The Journal of Peptide Research, 58(2), 129-139 (2001)
Kim, S.; Lee, P. H.; Lee, T. A. J.
Journal of the Chemical Society. Chemical Communications, 1242-1242 (1988)
View All Related Papers

Questions

1–2 of 2 Questions  

  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

      Helpful?

  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

      Helpful?

Reviews

No rating value

Active Filters

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