247049

Tributylphosphine

mixture of isomers, 97%

• Synonym(s): P(n-Bu)₃, TBP
• Linear Formula: [CH₃(CH₂)₃]₃P
• CAS Number: 998-40-3
• Molecular Weight: 202.32
• Beilstein/REAXYS Number: 1738261
• EC Number: 213-651-2
• MDL number: MFCD00009462
• UNSPSC Code: 12352128
• PubChem Substance ID: 329752742
• NACRES: NA.22

Properties

• vapor density: 9 (vs air)
• assay: 97%
• form: liquid
• autoignition temp.: 392 °F
• 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: Acetylations; reagent type: ligand; reaction type: Addition Reactions; reagent type: ligand; reaction type: Stille Coupling
• impurities: <1% TBP oxide; 5% TBP isomers
• refractive index: n20/D 1.462 (lit.)
• bp: 150 °C/50 mmHg (lit.)
• density: 0.81 g/mL at 25 °C (lit.)
• functional group: phosphine
• SMILES string: CCCCP(CCCC)CCCC
• InChI: 1S/C12H27P/c1-4-7-10-13(11-8-5-2)12-9-6-3/h4-12H2,1-3H3
• InChI key: TUQOTMZNTHZOKS-UHFFFAOYSA-N

Description

Application

1,4-addition catalyst; used with disulfides for the thioetherification of alcohols; acylation catalyst; used to prepare active esters.

Used with platinum (II) or (IV) in an intermolecular hydroamination of unactivated alkenes.

Safety Information

• pictograms: GHS02,GHS05,GHS07,GHS09
• signalword: Danger
• hcodes: H250,H302,H314,H411
• pcodes: P231 + P232 - P273 - P280 - P303 + P361 + P353 - P305 + P351 + P338 - P370 + P378
• Hazard Classifications: Acute Tox. 4 Oral - Aquatic Chronic 2 - Eye Dam. 1 - Pyr. Liq. 1 - Skin Corr. 1A
• Storage Class: 4.2 - Pyrophoric and self-heating hazardous materials
• wgk_germany: WGK 2
• flash_point_f: 242.6 °F - closed cup
• flash_point_c: 117 °C - closed cup
• ppe: Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter