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249491

Sigma-Aldrich

Tris(4-chlorophenyl)phosphine

95%

Synonym(s):

NSC 136459, Tris(p-chlorophenyl)phosphine

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About This Item

Linear Formula:
(ClC6H4)3P
CAS Number:
Molecular Weight:
365.62
EC Number:
MDL number:
UNSPSC Code:
12352101
PubChem Substance ID:
NACRES:
NA.22

assay

95%

form

powder

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 type: Cross Couplings

mp

100-103 °C (lit.)

functional group

phosphine

SMILES string

Clc1ccc(cc1)P(c2ccc(Cl)cc2)c3ccc(Cl)cc3

InChI

1S/C18H12Cl3P/c19-13-1-7-16(8-2-13)22(17-9-3-14(20)4-10-17)18-11-5-15(21)6-12-18/h1-12H

InChI key

IQKSLJOIKWOGIZ-UHFFFAOYSA-N

application

Catalyst for:
  • Preparation of chromans and (E,E)-1,3-dienes via reaction of γ-substituted allenoates with aldehydes
  • Solvent-free Heck reactions

Cocatalyst in:
  • Regioselective carbomagnesiation of terminal alkynes and enynes with alkyl Grignard reagents
  • Rhodium-catalyzed coordination-assisted regioselective alkenylation of aromatic C-H bonds with terminal silylacetylenes
  • Rhodium-catalyzed hydrogenation reactions
  • Platinum-catalyzed allylation reactions

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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