Tributylphosphine, >=93.5% (Tri-N-butylphosphine, GC)

Synonyms: P(n-Bu)3; TBP

CAS Number: 998-40-3

Formula: C12H27P

Formula Weight: 202.32

Linear Formula: [CH3(CH2)3]3P

MDL No.: MFCD00009462

Purity: >=93.5% (Tri-N-butylphosphine, GC); >=97% (Tri-N-butylphospine + isomers)

Boiling Point: 150 C/50 mmHg(lit.)

Density: 0.81 g/mL at 25 C(lit.)

Refractive Index: n20/D 1.462(lit.); n20/D 1.463

Beilstein Registry Number: 1738261

EC Number: 213-651-2

UNSPSC Code: 12350000

General description: Tributylphosphine (TBP) is a potential nucleophile. It acts as a weak base in organic solvents. It is an important catalyst for the acylation reactions. It is an efficient promoting reagent for the ring-opening reaction of various epoxides and aziridines. TBP in conjugation with 1,1′-(azodicarbonyl)dipiperidine (ADDP) constitutes Mitsunobu reagent. This reactive phosphine allows the formation of a strained lactone.

Application: Tributylphosphine was used in the preparation of silver nanoparticles (AgNPs) functionalized with an organometallic bifunctional thiol containing Pt(II) centers. It may be used in the following processes:. As reducing agent for alkyl disulfides and aromatic disulfides. . As catalyst for the synthesis of 2-substituted 1,3-benzoselenazoles.. As promoter for the ring opening of epoxides and aziridines with nucleophiles.. As a reagent in the preparation of 6-substituted penicillanate esters by reduction of 6-bromo-6-substituted penicillanate esters in high diastereoselectivity. . As a catalyst in the acylation reaction of alcohols.. As a catalyst to prepare rotaxanes by the acylation of corresponding pseudorotaxanes using 3,5-dimethylbenzoic anhydride. . As a catalyst to prepare vinyl thioethers by the Michael addition of ethanethiol to various alkynyl ketones.. As a promoter in the conjugate addition of non-nucleophilic N-containing compounds with Michael acceptors.