Skip to Content
Merck

247049

Tributylphosphine

97%, liquid, mixture of isomers

Synonym(s):

P(n-Bu)3, TBP

Sign In to View Organizational & Contract Pricing.

Select a Size

About This Item

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

Key Documents

View All Documentation
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

Product Name

Tributylphosphine, mixture of isomers, 97%

InChI key

TUQOTMZNTHZOKS-UHFFFAOYSA-N

InChI

1S/C12H27P/c1-4-7-10-13(11-8-5-2)12-9-6-3/h4-12H2,1-3H3

SMILES string

CCCCP(CCCC)CCCC

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

Quality Level

200

Looking for similar products? Visit Product Comparison Guide

Related Categories

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.

signalword

Danger

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

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

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
SHBT3647
SDBB4930
SDBB3685
SDBB3131
SHBR5334

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.

Search for a COA

Already Own This Product?

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

Visit the Document Library

J. Mol. Catal. A: Chem., 271, 145-145 (2007)
J X Yan et al.
Journal of chromatography. A, 813(1), 187-200 (1998-08-11)
A simple technique is introduced to identify and quantitate cysteine (Cys) after acid hydrolysis of protein. The technique involves using 9-fluorenylmethyl chloroformate (Fmoc)-based amino acid analysis that recovers all of the amino acids (asparagine and glutamine are recovered in their
Jing-Yu Wu et al.
The Journal of organic chemistry, 73(22), 9137-9139 (2008-10-24)
Aziridines underwent cyclization reaction with carbon disulfide and isothiocyanate in the presence of organophosphine to afford thiazolidinone derivatives in good to high yields. The mechanistic study revealed that organophosphine serves as a catalyst in the reaction.
J Krijt et al.
Clinical chemistry, 47(10), 1821-1828 (2001-09-25)
Aminothiols have been implicated in the pathogenesis of arteriosclerosis, and reliable methods are needed to determine their concentrations in body fluids. We present a comparison of two analytical methods and focus on the reduction of low-molecular weight and protein-mixed disulfides
Yin-Wei Sun et al.
Organic letters, 12(24), 5664-5667 (2010-11-13)
P(n)Bu(3)-catalyzed cyclization reactions of salicylaldimines and salicylaldehydes with ethyl 2,3-butadienoate gave the corresponding functionalized chromans in moderate to good yields in THF under mild conditions. The new reaction provides a new method for the synthesis of biologically active chroman products.
View All Related Papers

Related Content

Phosphine Ligand Application Guide

Phosphine Ligand Application Guide

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