dicyclohexyl(2-methylphenyl)phosphane

• ChemBase ID: 144614
• Molecular Formular: C19H29P
• Molecular Mass: 288.407321
• Monoisotopic Mass: 288.20068756
• SMILES: Cc1ccccc1P(C1CCCCC1)C1CCCCC1
• Canonical SMILES: Cc1ccccc1P(C1CCCCC1)C1CCCCC1
• InChI: InChI=1S/C19H29P/c1-16-10-8-9-15-19(16)20(17-11-4-2-5-12-17)18-13-6-3-7-14-18/h8-10,15,17-18H,2-7,11-14H2,1H3
• InChIKey: MKHYBAIPMJGEQO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: dicyclohexyl(2-methylphenyl)phosphane
• IUPAC Traditional name: dicyclohexyl(2-methylphenyl)phosphane
• Synonyms: (o-Tolyl)dicyclohexylphosphine; Dicyclohexyl(2-methylphenyl)phosphine; (邻甲苯基)二环己基膦; 二环己基(2-甲基苯)膦

Database IDs

• CAS Number: 173593-25-4
• MDL Number: MFCD08276773
• PubChem SID: 24883863; 162238826
• PubChem CID: 560927

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 5.2046227
• LogD (pH = 7.4): 5.3851037
• Log P: 5.5956
• Molar Refractivity: 89.0389 cm^3
• Polarizability: 35.512947 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 90-93 °C

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335-H413
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 95%
• Empirical Formula (Hill Notation): C19H29P

DETAILS

Sigma Aldrich - 651885

Packaging
1 g in glass bottle
Application
Cocatalyst for:
• Nickel-catalyzed coupling reactions of alkenes, aldehydes, and silyl triflates1Catalyst for:
• Coupling of nonactivated and deactivated aryl chlorides with arylboronic acid2
• Preparation of (alkyl)(aryl)phosphines and triarylphosphines, as mediators of rhodium-catalyzed propene and hexene hydroformylation reactions3
• Ligand for PC bond cleavage during Heck vinylation of aryl halides with Bu acrylate in presence of palladium catalyst compounds4