90827

Tributylphosphin

≥93.5% (Tri-N-butylphosphine, GC)

• Synonym(e): TBP
• Lineare Formel: [CH₃(CH₂)₃]₃P
• CAS-Nummer: 998-40-3
• Molekulargewicht: 202.32
• Beilstein: 1738261
• EG-Nummer: 213-651-2
• MDL-Nummer: MFCD00009462
• UNSPSC-Code: 12352128
• PubChem Substanz-ID: 57653412
• NACRES: NA.22

Eigenschaften

• Dampfdichte: 9 (vs air)
• Qualitätsniveau: 200
• Assay: ≥93.5% (Tri-N-butylphosphine, GC); ≥97% (Tri-N-butylphospine + isomers)
• Form: liquid
• Selbstzündungstemp.: 392 °F
• Eignung der Reaktion: reaction type: Acetylations; reagent type: ligand
• Brechungsindex: n20/D 1.462 (lit.); n20/D 1.463
• bp: 150 °C/50 mmHg (lit.)
• Dichte: 0.81 g/mL at 25 °C (lit.)
• Funktionelle Gruppe: 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
• InChIKey: TUQOTMZNTHZOKS-UHFFFAOYSA-N

Beschreibung

Allgemeine Beschreibung

Reductive cleavage of disulfide bridges in proteins

Anwendung

Tributylphosphine was used in the preparation of silver nanoparticles (AgNPs) functionalized with an organometallic bifunctional thiol containing Pt(II) centers.
It may be used in the following processes:

• As reducing agent for alkyl disulfides and aromatic disulfides.
• As catalyst for the synthesis of 2-substituted 1,3-benzoselenazoles.
• As promoter for the ring opening of epoxides and aziridines with nucleophiles.
• As a reagent in the preparation of 6-substituted penicillanate esters by reduction of 6-bromo-6-substituted penicillanate esters in high diastereoselectivity.
• As a catalyst in the acylation reaction of alcohols.
• As a catalyst to prepare rotaxanes by the acylation of corresponding pseudorotaxanes using 3,5-dimethylbenzoic anhydride.
• As a catalyst to prepare vinyl thioethers by the Michael addition of ethanethiol to various alkynyl ketones.
• As a promoter in the conjugate addition of non-nucleophilic N-containing compounds with Michael acceptors.

Sicherheitshinweise

• Piktogramme: GHS02,GHS05,GHS07,GHS09
• Signalwort: Danger
• H-Sätze: H250,H302,H314,H411
• P-Sätze: P231 + P232 - P273 - P280 - P303 + P361 + P353 - P305 + P351 + P338 - P370 + P378
• Gefahreneinstufungen: Acute Tox. 4 Oral - Aquatic Chronic 2 - Eye Dam. 1 - Pyr. Liq. 1 - Skin Corr. 1A
• Lagerklassenschlüssel: 4.2 - Pyrophoric and self-heating hazardous materials
• WGK: WGK 2
• Flammpunkt (°F): 242.6 °F - closed cup
• Flammpunkt (°C): 117 °C - closed cup
• Persönliche Schutzausrüstung: Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter