T49484

Tri-n-butylphosphine

Name: Tri-<I>n</I>-butylphosphine
Brand: ALDRICH

97%

Synonym(s):

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

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All Photos(2)

About This Item

Linear Formula:

[CH₃(CH₂)₃]₃P

CAS Number:

998-40-3

Molecular Weight:

202.32

UNSPSC Code:

12352128

NACRES:

NA.22

PubChem Substance ID:

24900248

EC Number:

213-651-2

Beilstein/REAXYS Number:

1738261

MDL number:

MFCD00009462

Product Name

Tri-n-butylphosphine, 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%

autoignition temp.

392 °F

reaction suitability

reagent type: ligand
reaction type: Acetylations
reagent type: ligand
reaction type: Addition Reactions
reagent type: ligand
reaction type: Stille Coupling

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

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Related Categories

Catalysts

Phosphine Ligands

Application

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

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

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

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The coordination chemistry of copper(I) in liquid ammonia, trialkyl and triphenyl phosphite, and tri-n-butylphosphine solution.

Kersti B Nilsson et al.

Dalton transactions (Cambridge, England : 2003), (9)(9), 1312-1319 (2004-07-15)

The coordination chemistry of the solvate complexes of the relatively soft electron-pair acceptor copper(I) has been studied in solution and solid state in seven solvents with strong electron-pair donor properties, liquid ammonia, trimethyl, triethyl, triisopropyl, tri-n-butyl and triphenyl phosphite, and

Synthesis of functionalized chromans by PnBu3-catalyzed reactions of salicylaldimines and salicylaldehydes with allenic ester.

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.

Urinary excretion measurement of cysteine and homocysteine in the form of their S-pyridinium derivatives by high-performance liquid chromatography with ultraviolet detection.

E Kaniowska et al.

Journal of chromatography. A, 798(1-2), 27-35 (1998-05-02)

Several human diseases, in particular metabolic disorders, often lead to the accumulation of characteristic metabolites in plasma, urine and cells. The selected diseases of this type include cystinuria and homocystinuria. In the typical laboratory diagnosis of these two diseases, a

Reduction of proteins during sample preparation and two-dimensional gel electrophoresis of woody plant samples.

Cristina-Maria Vâlcu et al.

Proteomics, 6(5), 1599-1605 (2006-02-04)

Protein extraction procedure and the reducing agent content (DTT, dithioerythritol, tributyl phosphine and tris (2-carboxyethyl) phosphine (TCEP)) of the sample and rehydration buffers were optimised for European beech leaves and roots and Norway spruce needles. Optimal extraction was achieved with

Tributylphosphine-catalyzed cycloaddition of aziridines with carbon disulfide and isothiocyanate.

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.

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