trimethylphosphane

• ChemBase ID: 130013
• Molecular Formular: C3H9P
• Molecular Mass: 76.077321
• Monoisotopic Mass: 76.04418692
• SMILES: CP(C)C
• Canonical SMILES: CP(C)C
• InChI: InChI=1S/C3H9P/c1-4(2)3/h1-3H3
• InChIKey: YWWDBCBWQNCYNR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: trimethylphosphane
• IUPAC Systematic name: Trimethylphosphane (substitutive); Trimethylphosphorus (additive)
• IUPAC Traditional name: trimethylphosphine
• Synonyms: Methyl phosphine; Trimethylphosphine; PMe3; Trimethylphosphorus; Trimethylphosphine solution; Trimethylphosphine; 三甲基膦; 三甲基膦 溶液

Database IDs

• CAS Number: 594-09-2
• EC Number: 209-823-1
• MDL Number: MFCD00008510
• Beilstein Number: 969138
• PubChem SID: 24859423; 24859424; 24859357; 162224299
• PubChem CID: 68983
• CHEBI ID: 35890
• Chemspider ID: 62205
• MeSH Name: trimethyl+phosphine
• Wikipedia Title: Trimethylphosphine

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 0.16065453
• LogD (pH = 7.4): 0.37712818
• Log P: 1.0598
• Molar Refractivity: 26.6574 cm^3
• Polarizability: 8.9757395 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Colorless liquid; Liquid, Ampouled under argon
• Melting Point: -86 °C(lit.); -86°C
• Boiling Point: 38 - 39°C; 38-40 °C(lit.); 38-40°C
• Flash Point: -19 °C; -19°C (-2.2°F); -2.2 °F; -20 °C; -22 °F; -30 °C; -30°C(-22°F); -4 °F
• Density: 0.735; 0.738 g/mL at 20 °C(lit.); 0.854 g/mL at 25 °C; 0.872 g/mL at 25 °C; 735 mg cm^-3
• Refractive Index: n20/D 1.428(lit.)
• Vapor Pressure: 49.9 kPa (at 20 °C); 7.24 psi ( 20 °C)
• Ligand For: Mitsunobu Reaction; Wittig Reaction

Safety Information

• Storage Warning: Air & Moisture Sensitive
• European Hazard Symbols: Corrosive (C); Flammable (F); Irritant (Xi); Harmful (Xn)
• UN Number: 1993; UN2845
• German water hazard class: 3
• Hazard Class: 3; 4.2
• Packing Group: 2; I
• Risk Statements: 11-19-36/37; 11-36/37/38; 11-38-48/20-63-65-67; 17-34; 63-11-38-48/20-65-67; R11, R36/37/38
• Safety Statements: 16-26; 16-36/37-62; 26-36/37/39-45; 36/37-62; 9-16-26-36/37/39; S9, S16, S26, S36/37/39
• TSCA Listed: 否
• GHS Pictograms: GHS exclamation mark; GHS flame; GHS02; GHS05; GHS07; GHS08
• GHS Signal Word: DANGER; Danger
• GHS Hazard statements: 225, 315, 319, 335; H225-H250-H252-H314-H318; H225-H304-H315-H336-H361d-H373; H225-H315-H319-H335
• GHS Precautionary statements: 210, 261, 305+351+338; P210-P261-P281-P301 + P310-P331; P210-P261-P305 + P351 + P338; P210-P303+P361+P353-P305+P351+P338-P405-P422A-P501A
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US); Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 1993 3/PG 2
• Supplemental Hazard Statements: May form explosive peroxides.
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥95.0% (GC); 97%; 99%
• Concentration: ~1 M in THF; ~1 M in toluene; 1.0 M in THF; 1.0 M in toluene
• Grade: purum
• Linear Formula: (CH3)3P

DETAILS

Sigma Aldrich - 323322

Application
Electron-rich phosphine ligand used in numerous applications such as cross-coupling reactions.
Reagent used in Mitsunobu reaction; transformation of azides into carbamates, aziridines from azidoalcohols; iminophosphoranes and aza-Wittig reaction.
Packaging
25 g in Sure/Seal™

Sigma Aldrich - 324116

Application
Reagent used in Mitsunobu reaction; transformation of azides into carbamates, aziridines from azidoalcohols; iminophosphoranes and aza-Wittig reaction.
Packaging
100 mL in Sure/Seal™

Sigma Aldrich - 324108

Application
Reagent used in Mitsunobu reaction; transformation of azides into carbamates, aziridines from azidoalcohols; iminophosphoranes and aza-Wittig reaction.
Packaging
100 mL in Sure/Seal™

Sigma Aldrich - 92725

Other Notes
Widely used ligand in transition metal complexes1