Skip to Content
Merck
All Photos(1)

Key Documents

731374

Sigma-Aldrich

Tri-n-butylphosphine

99%

Synonym(s):

Tributylphosphine, NSC 91700, P(n-Bu)3, TBP

Sign Into View Organizational & Contract Pricing


About This Item

Linear Formula:
[CH3(CH2)3]3P
CAS Number:
Molecular Weight:
202.32
Beilstein:
1738261
EC Number:
MDL number:
UNSPSC Code:
12352128
PubChem Substance ID:
NACRES:
NA.22

vapor density

9 (vs air)

Quality Level

Assay

99%

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

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

Looking for similar products? Visit Product Comparison Guide

Application

Catalyst for:
  • Domino reactions of activated conjugated dienes with β,γ−unsaturated-α-ketoesters
  • [3+2]-Cycloadditions
  • Umpolung addition reactions
  • Reductive carbonylation
  • Allylation reactions

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 2 - Eye Dam. 1 - Pyr. Liq. 1 - Skin Corr. 1A

Storage Class Code

4.2 - Pyrophoric and self-heating hazardous materials

WGK

WGK 2

Flash Point(F)

242.6 °F - closed cup

Flash Point(C)

117 °C - closed cup


Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Substrate-controlled, phosphine-catalyzed domino reactions of activated conjugated dienes: highly diastereoselective synthesis of bicyclic skeletons.
Jianze Ma et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 17(27), 7418-7422 (2011-05-19)
X. Guan, et al.,
European Journal of Organic Chemistry, 14, 2673-2677 (2011)
Y. Zou, et al.,
Synlett, 7, 1000-1004 (2011)
A. S. Singh, et al.,
Tetrahedron Letters, 52, 2383-2386 (2011)
A. A. Vasil'ev, et al.,
Russian Chemical Bulletin, 59, 605-610 (2010)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service