455164

Tricyclohexylphosphine solution

20 wt. % in toluene

• Synonym(s): NSC 158657, PCy₃
• Linear Formula: (C₆H₁₁)₃P
• CAS Number: 2622-14-2
• Molecular Weight: 280.43
• Beilstein: 957171
• MDL number: MFCD00003853
• UNSPSC Code: 12350000
• PubChem Substance ID: 24869033
• NACRES: NA.22

Properties

• 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
• concentration: 20 wt. % in toluene
• functional group: phosphine
• SMILES string: C1CCC(CC1)P(C2CCCCC2)C3CCCCC3
• InChI: 1S/C18H33P/c1-4-10-16(11-5-1)19(17-12-6-2-7-13-17)18-14-8-3-9-15-18/h16-18H,1-15H2
• InChI key: WLPUWLXVBWGYMZ-UHFFFAOYSA-N

Description

Application

Catalyst for:

• Carbonylative Suzuki-coupling of benzyl halides with potassium aryltrifluoroborates
• Suzuki-Miyaura reactions of aryl sulfonates / halides with arylboronic acids
• Synthesis of an acromelic acid A analog based 11C-labeled PET tracer
• Synthesis of (-)-Exiguolide and its analogues
• Allylation of zinc enolates

Reagent used as a ligand for a range of metal-catalyzed organic transformations.

Safety Information

• Pictograms: GHS02,GHS08,GHS07
• Signal Word: Danger
• Hazard Statements: H225,H304,H315,H319,H335,H336,H361d,H373,H412
• Precautionary Statements: P210 - P273 - P301 + P310 - P303 + P361 + P353 - P305 + P351 + P338 - P331
• Hazard Classifications: Aquatic Chronic 3 - Asp. Tox. 1 - Eye Irrit. 2 - Flam. Liq. 2 - Repr. 2 - Skin Irrit. 2 - STOT RE 2 - STOT SE 3
• Target Organs: Central nervous system, Respiratory system
• Storage Class Code: 3 - Flammable liquids
• WGK: WGK 3
• Flash Point(F): 51.8 °F - closed cup
• Flash Point(C): 11 °C - closed cup
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves