Skip to Content
Merck
All Photos(1)

Key Documents

249491

Sigma-Aldrich

Tris(4-chlorophenyl)phosphine

95%

Synonym(s):

NSC 136459, Tris(p-chlorophenyl)phosphine

Sign Into View Organizational & Contract Pricing


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

Quality Level

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

Signal Word

Warning

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

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)

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service