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Key Documents

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

Quality Level

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

Certificates of Analysis (COA)

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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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