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Key Documents

Safety Information

381241

Sigma-Aldrich

Diethylphenylphosphine

96%

Synonym(s):

NSC 158475

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About This Item

Linear Formula:
(C2H5)2PC6H5
CAS Number:
Molecular Weight:
166.20
Beilstein:
742484
EC Number:
MDL number:
UNSPSC Code:
12352002
PubChem Substance ID:
NACRES:
NA.22

Assay

96%

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

refractive index

n20/D 1.546 (lit.)

bp

120-121 °C/29 mmHg (lit.)

density

0.954 g/mL at 25 °C (lit.)

functional group

phosphine

SMILES string

CCP(CC)c1ccccc1

InChI

1S/C10H15P/c1-3-11(4-2)10-8-6-5-7-9-10/h5-9H,3-4H2,1-2H3

InChI key

LVTCZSBUROAWTE-UHFFFAOYSA-N

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Application

Catalyst for:
  • Selective cross-dimerization
  • Diastereoselective condensations
  • Carboxyl migration reactions
  • Selective hydrogenation
  • Asymmetric induction by chiral diphosphines in ring contraction

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

183.2 °F - closed cup

Flash Point(C)

84 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

FSL

Group 4: Flammable liquids
Type 3 petroleums
Hazardous rank III
Water insoluble liquid

JAN Code

381241-BULK:
381241-1G:
381241-VAR:


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B P Smyser et al.
Biochemical pharmacology, 35(10), 1719-1723 (1986-05-15)
Purified mouse liver cytochrome P-450 reconstituted with purified NADPH-cytochrome P-450 reductase and phosphatidylcholine metabolized diethylphenylphosphine to diethylphenylphosphine oxide. NADPH was required for the reaction and the amount of oxide formed was time and cytochrome P-450 dependent. Purified phenobarbital-induced cytochrome P-450

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