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Sigma-Aldrich

Diphenylphosphinic chloride

98%

Synonyme(s) :

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

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About This Item

Formule linéaire :
(C6H5)2P(O)Cl
Numéro CAS:
Poids moléculaire :
236.63
Beilstein:
975191
Numéro CE :
Numéro MDL:
Code UNSPSC :
12352002
ID de substance PubChem :
Nomenclature NACRES :
NA.22
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Niveau de qualité

Essai

98%

Forme

liquid

Capacité de réaction

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

Indice de réfraction

n20/D 1.609 (lit.)

pb

222 °C/16 mmHg (lit.)

Densité

1.24 g/mL at 25 °C (lit.)

Température de stockage

2-8°C

Chaîne SMILES 

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

Clé InChI

QPQGTZMAQRXCJW-UHFFFAOYSA-N

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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]

Pictogrammes

FlameCorrosionExclamation mark

Mention d'avertissement

Danger

Mentions de danger

Classification des risques

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

Code de la classe de stockage

3 - Flammable liquids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

78.8 °F - closed cup

Point d'éclair (°C)

26 °C - closed cup

Équipement de protection individuelle

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


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Certificats d'analyse (COA)

Lot/Batch Number

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Retrouvez la documentation relative aux produits que vous avez récemment achetés dans la Bibliothèque de documents.

Consulter la Bibliothèque de documents

Efficient syntheses of korupensamines A, B and michellamine B by asymmetric Suzuki-Miyaura coupling reactions.
Xu G, et al.
Journal of the American Chemical Society, 136(2), 570-573 (2013)
Kim, S.; Lee, P. H.; Lee, T. A. J.
Journal of the Chemical Society. Chemical Communications, 1242-1242 (1988)
Ramage, R.; Atrash, B. et al.
Journal of the Chemical Society. Perkin Transactions 1, 1617-1617 (1985)
Aboujaoude, E. E.; Lietje, S. et al.
Tetrahedron Letters, 26, 4435-4435 (1985)
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)

Questions

1–2 of 2 Questions  
  1. 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

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  2. 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

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