tricyclohexylphosphane

• ChemBase ID: 112390
• Molecular Formular: C18H33P
• Molecular Mass: 280.428381
• Monoisotopic Mass: 280.23198769
• SMILES: C1CCC(CC1)P(C1CCCCC1)C1CCCCC1
• Canonical SMILES: C1CCC(CC1)P(C1CCCCC1)C1CCCCC1
• InChI: 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
• InChIKey: WLPUWLXVBWGYMZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tricyclohexylphosphane
• IUPAC Traditional name: tricyclohexylphosphine
• Synonyms: TRICYCLOHEXYL PHOSPHINE; P(Cy)3; Tricyclohexylphosphine; P(Cy)₃; PCy₃; Tricyclohexylphosphine; NSC 158657; PCy3; Tricyclohexylphosphine solution; 三环己基膦; 三环己基磷; 三环己基磷 溶液

Database IDs

• CAS Number: 2622-14-2
• EC Number: 220-069-2
• MDL Number: MFCD00003853
• Beilstein Number: 957171
• PubChem SID: 24881380; 24855848; 24881388; 162097241; 24869033
• PubChem CID: 75806
• Wikipedia Title: Tricyclohexylphosphine

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 4.93183
• LogD (pH = 7.4): 4.931908
• Log P: 5.1701
• Molar Refractivity: 89.9952 cm^3
• Polarizability: 34.44912 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: organic solvents
• Apperance: Crystalline; white solid
• Melting Point: 76-78 °C; 76-78°C; 81-83 °C(lit.); 82 °C
• Flash Point: 11 °C; -20 °C; 39.2 °F; 4 °C; -4 °F; 51.8 °F
• Density: 0.901 g/mL at 25 °C; 0.909 g/mL at 25 °C
• Ligand For: Heck Reaction; Hiyama Coupling; Sonogashira Coupling; Suzuki-Miyaura Coupling

Safety Information

• Storage Warning: Air Sensitive
• European Hazard Symbols: Flammable (F); X; Irritant (Xi); Harmful (Xn)
• UN Number: 1294; 2056
• German water hazard class: 3
• Hazard Class: 3
• Packing Group: 2
• Risk Statements: 11-19-36/37/38; 22-36/37/38; 36/37/38; 63-11-36/37/38-48/20-65-67
• Safety Statements: 16-26; 16-26-36/37-62; 26-36; 26-36/37
• TSCA Listed: 是
• GHS Pictograms: GHS02; GHS06; GHS07; GHS08
• GHS Signal Word: Danger; Warning
• Main Hazard: toxic
• GHS Hazard statements: H225-H304-H315-H319-H335 + H336-H361d-H373; H225-H315-H319-H335; H301-H315-H319-H335; H315-H319-H335
• GHS Precautionary statements: P210-P261-P281-P301 + P310-P305 + P351 + P338-P331; P210-P261-P305 + P351 + P338; P261-P301+P310-P305+P351+P338-P302+P352-P405-P501A; P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves; Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 1294 3/PG 2; UN 2056 3/PG 2
• Supplemental Hazard Statements: May form explosive peroxides.
• Storage Temperature: -20°C

Product Information

• Purity: ≥90% (GC); 95%; 96%
• Concentration: 1 M in THF; 1 M in toluene; 20 wt. % in toluene
• Grade: technical
• Linear Formula: (C6H11)3P

DETAILS

MP Biomedicals - 05223709

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 261971

Application
Ligand used in the Pd-catalyzed coupling of malononitrile with aryl halides.1 Bulky phosphine ligand used with a Pd(0)-triolefinic macrocycle catalyst for Suzuki coupling of aryl bromides and chlorides.2
This ligand is applied with Ni as a key intermediate in the formation of cylcopentane compounds.
Packaging
1, 5, 25 g in glass bottle

Sigma Aldrich - 455164

Application
Reagent used as a ligand for a range of metal-catalyzed organic transformations.
Catalyst for:
• Carbonylative Suzuki-coupling of benzyl halides with potassium aryltrifluoroborates1
• Suzuki-Miyaura reactions of aryl sulfonates / halides with arylboronic acids2
• Synthesis of an acromelic acid A analog based 11C-labeled PET tracer3
• Synthesis of (-)-Exiguolide and its analogues4
• Allylation of zinc enolates5
Packaging
100, 500 g in glass bottle

Sigma Aldrich - 592285

Packaging
100 mL in Sure/Seal™
Application
Catalyst for:
• Carbonylative Suzuki-coupling of benzyl halides with potassium aryltrifluoroborates1
• Suzuki-Miyaura reactions of aryl sulfonates / halides with arylboronic acids2
• Synthesis of an acromelic acid A analog based 11C-labeled PET tracer3
• Synthesis of (-)-Exiguolide and its analogues4
• Allylation of zinc enolates5

Sigma Aldrich - 592390

Packaging
100 mL in Sure/Seal™
Application
Catalyst for:
• Carbonylative Suzuki-coupling of benzyl halides with potassium aryltrifluoroborates1
• Suzuki-Miyaura reactions of aryl sulfonates / halides with arylboronic acids2
• Synthesis of an acromelic acid A analog based 11C-labeled PET tracer3
• Synthesis of (-)-Exiguolide and its analogues4
• Allylation of zinc enolates5