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Key Documents

694746

Sigma-Aldrich

Bis(3,5-di(trifluoromethyl)phenyl)chlorophosphine

Synonym(s):

P,P-Bis[3,5-bis(trifluoromethyl)phenyl]phosphinous chloride

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About This Item

Empirical Formula (Hill Notation):
C16H6ClF12P
CAS Number:
Molecular Weight:
492.63
MDL number:
UNSPSC Code:
12352002
PubChem Substance ID:
NACRES:
NA.22

form

solid

Quality Level

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

mp

25-29 °C

functional group

phosphine

SMILES string

FC(F)(F)c1cc(cc(c1)C(F)(F)F)P(Cl)c2cc(cc(c2)C(F)(F)F)C(F)(F)F

InChI

1S/C16H6ClF12P/c17-30(11-3-7(13(18,19)20)1-8(4-11)14(21,22)23)12-5-9(15(24,25)26)2-10(6-12)16(27,28)29/h1-6H

InChI key

DFZQEHBNAJGDCT-UHFFFAOYSA-N

Application

Reactant for synthesis of:
  • Chiral phosphine-aminophosphine ligands for rhodium-catalyzed asymmetric hydrogenation
  • Ligands for palladium-catalyzed stereoselective allylation reactions
  • Ligands for enantioselective hydrogenations
  • Josiphos analog as catalyst for asymmetric hydrogenation
  • Ligands used in asymmetric hydrovinylation reactions

Reactant for enantioselective hydrogenation reactions catalyzed by Ru-(phosphine-oxazoline) complexes

Pictograms

FlameCorrosion

Signal Word

Danger

Hazard Statements

Hazard Classifications

Skin Corr. 1B - Water-react 3

Storage Class Code

4.3 - Hazardous materials which set free flammable gases upon contact with water

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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