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T49484

Tri-n-butylphosphine

97%

Synonym(s):

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

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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
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vapor density

9 (vs air)

Quality Level

200

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

Application

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

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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

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Certificates of Analysis (COA)

Lot/Batch Number
1404364
02314HH
1335529
01007MP
01727TV

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Related Content

Phosphine Ligand Application Guide

Phosphine Ligand Application Guide

Solvent effects on hydrogen bonding.
Joanne L Cook et al.
Angewandte Chemie (International ed. in English), 46(20), 3706-3709 (2007-04-07)
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.
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
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