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C39601

Sigma-Aldrich

Chlorodiphenylphosphine

96%, liquid

Synonym(s):

P-Chlorodiphenylphosphine, ClPPh2, PPh2Cl, Diphenylphosphinous chloride

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$69.60
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$148.00
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$158.00

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About This Item

Linear Formula:
(C6H5)2PCl
CAS Number:
Molecular Weight:
220.63
Beilstein/REAXYS Number:
512032
EC Number:
MDL number:
UNSPSC Code:
12352128
PubChem Substance ID:
NACRES:
NA.22

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Product Name

Chlorodiphenylphosphine, 96%

vapor density

7.8 (vs air)

Quality Level

assay

96%

form

liquid

reaction suitability

reaction type: Buchwald-Hartwig Cross Coupling Reaction
reaction type: Cross Couplings
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 1.636 (lit.)

bp

320 °C (lit.)

density

1.194 g/mL at 25 °C
1.229 g/mL at 25 °C (lit.)

functional group

phosphine

SMILES string

ClP(c1ccccc1)c2ccccc2

InChI

1S/C12H10ClP/c13-14(11-7-3-1-4-8-11)12-9-5-2-6-10-12/h1-10H

InChI key

XGRJZXREYAXTGV-UHFFFAOYSA-N

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This Item
766054698776389560
reaction suitability

reaction type: Buchwald-Hartwig Cross Coupling Reaction, reaction type: Heck Reaction, reaction type: Negishi Coupling, reaction type: Stille Coupling, reaction type: Cross Couplings, reaction type: Sonogashira Coupling, reaction type: Hiyama Coupling, reaction type: Suzuki-Miyaura Coupling

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

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

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

assay

96%

assay

99%

assay

-

assay

90%

functional group

phosphine

functional group

phosphine

functional group

phosphine

functional group

-

form

liquid

form

liquid

form

liquid

form

liquid

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

density

1.194 g/mL at 25 °C, 1.229 g/mL at 25 °C (lit.)

density

1.194 g/mL at 25 °C, 1.229 g/mL at 25 °C (lit.)

density

1.064 g/mL at 25 °C

density

1.375 g/mL at 25 °C (lit.)

General description

Ph2PCl is an efficient reagent for cross-coupling reactions and for introducing the Ph2P group into molecules.[1]

Application

Precursors used in the synthesis of various phosphines.
Used to introduce the diphenylphosphinyl moiety by aryl ortho-lithiation.[2][3]

pictograms

CorrosionExclamation mark

signalword

Danger

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 3 - Eye Dam. 1 - Met. Corr. 1 - Skin Corr. 1B

supp_hazards

Storage Class

8A - Combustible corrosive hazardous materials

wgk_germany

WGK 1

flash_point_f

280.4 °F

flash_point_c

138 °C

ppe

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


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

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Journal of the Chemical Society. Perkin Transactions 1, 1433-1433 (1993)
Synthesis, 3631-3631 (2006)
Synlett, 3150-3150 (2006)
Chemical & Pharmaceutical Bulletin, 41, 1149-1149 (1993)
Resorcinarenyl-Phosphines in Suzuki--Miyaura Cross-Coupling Reactions of Aryl Chlorides
Monnereau L, et al.
European Journal of Inorganic Chemistry, 2014, 1364-1372 (2014)

Questions

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  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/418/501/product-dating-information-06-25-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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