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T49484

Sigma-Aldrich

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
Beilstein:
1738261
EC Number:
213-651-2
MDL number:
MFCD00009462
UNSPSC Code:
12352128
PubChem Substance ID:
24900248
NACRES:
NA.22

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

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Application

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

Signal Word

Danger

Hazard Statements

H250,H302,H314,H411

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

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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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
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
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