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Merck

T49484

Sigma-Aldrich

Tri-n-butylphosphine

97%

Sinónimos:

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

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About This Item

Fórmula lineal:
[CH3(CH2)3]3P
Número de CAS:
Peso molecular:
202.32
Beilstein/REAXYS Number:
1738261
EC Number:
MDL number:
UNSPSC Code:
12352128
PubChem Substance ID:
NACRES:
NA.22

vapor density

9 (vs air)

Quality Level

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

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

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Application

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

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_germany

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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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.
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
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
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
Bradley G Jellerichs et al.
Journal of the American Chemical Society, 125(26), 7758-7759 (2003-06-26)
Upon exposure of mono-enone mono-allylic carbonates to tributylphosphine and 1 mol % Pd(Ph3P)4, efficient conversion to the corresponding cycloallylated products is achieved. This transformation combines the nucleophilic features of the Morita-Baylis-Hillman reaction with the electrophilic features of the Trost-Tsuji reaction.

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