Tributylphosphine

Other Names:

Tri-n-butylphosphine

TBP

General Information:

Structure:

CAS Number: 998-40-3

Molecular Weight: 202.32 g/mol

Appearance: Colorless oily liquid

Melting Point: -60 C

Boiling Point: 150 C at 50 mmHg

Density: 0.81 g/mL at 25 C

Common Uses:

Ligand in Pd catalyzed coupling reactions (ex. Stille)

Procedure excerpt:

. . . the bromide (500 mg, 2.00 mmol), CsF (668 mg, 4.40 mmol), P(n-Bu)3 in hexane (0.347 mL, 0.120 mmol), Pd2(dba)3 (36.6 mg, 0.040 mmol), and toluene (10 mL) was added . . .

[full procedure]

Reagent in Mitsunobu reactions

Procedure excerpt:

. . . and ADDP (0.394 g, 1.56 mmol). Then, anhydrous toluene (5 mL) and P(n-Bu)3 (0.390 mL, 1.56 mmol) were added, and the reaction mixture was stirred . . .

[full procedure]

References:

1) Patent Reference: WO2011017578, page 129, (8.3 MB)

2) Patent Reference: WO2016010950, page 201, (18.8 MB)

3) Wikipedia: Tributylphosphine (link)

4) www.sigmaaldrich.com: Tri-n-butylphospine (link)