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C39601

Sigma-Aldrich

Chlorodiphenylphosphine

96%

Synonym(s):

P-Chlorodiphenylphosphine, ClPPh2, PPh2Cl, Diphenylphosphinous chloride

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About This Item

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

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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General description

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

Application

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

Pictograms

CorrosionExclamation mark

Signal Word

Danger

Hazard Statements

Hazard Classifications

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

Supplementary Hazards

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 1

Flash Point(F)

280.4 °F

Flash Point(C)

138 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Synthesis, 3631-3631 (2006)
Journal of the Chemical Society. Perkin Transactions 1, 1433-1433 (1993)
Synlett, 3150-3150 (2006)
Chemical & Pharmaceutical Bulletin, 41, 1149-1149 (1993)
An Wu et al.
Science advances, 6(42) (2020-10-18)
In a complex and dynamic environment, the brain flexibly adjusts its circuits to preferentially process behaviorally relevant information. Here, we investigated how the olfactory bulb copes with this demand by examining the plasticity of adult-born granule cells (abGCs). We found

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