79989

Tetrabutylammoniumcyanid

technical, ≥80%

• Synonym(e): N,N,N-tributyl-1-butanaminium cyanide
• Lineare Formel: (CH₃CH₂CH₂CH₂)₄N(CN)
• CAS-Nummer: 10442-39-4
• Molekulargewicht: 268.48
• Beilstein: 3598808
• EG-Nummer: 233-926-0
• MDL-Nummer: MFCD00043221
• UNSPSC-Code: 12352116
• PubChem Substanz-ID: 329768102
• NACRES: NA.22

Eigenschaften

• Qualität: technical
• Qualitätsniveau: 100
• Assay: ≥80%
• Form: crystals
• mp (Schmelzpunkt): 89-92 °C (lit.)
• SMILES String: [C-]#N.CCCC[N+](CCCC)(CCCC)CCCC
• InChI: 1S/C16H36N.CN/c1-5-9-13-17(14-10-6-2,15-11-7-3)16-12-8-4;1-2/h5-16H2,1-4H3;/q+1;-1
• InChIKey: KRRBFUJMQBDDPR-UHFFFAOYSA-N

Beschreibung

Anwendung

Tetrabutylammonium cyanide can be used as a catalyst:

• For the deprotection of aliphatic thioacetate to synthesize free thiols in the presence of a protic solvent[1].
• In the O-TMS cyanosilylation of carbonyl compounds to synthesize cyanohydrin trimethylsilyl ethers in the presence of trimethylsilyl cyanide (TMSCN)[2].
• For the ring expansion of β-lactams to synthesize γ-lactams through a bond cleavage of the β-lactam in the presence of acetonitrile[3].

Sicherheitshinweise

• Piktogramme: GHS06,GHS09
• Signalwort: Danger
• H-Sätze: H300 + H310 + H330,H410
• P-Sätze: P262 - P264 - P273 - P280 - P302 + P352 + P310 - P304 + P340 + P310
• Gefahreneinstufungen: Acute Tox. 1 Dermal - Acute Tox. 2 Inhalation - Acute Tox. 2 Oral - Aquatic Acute 1 - Aquatic Chronic 1
• Zusätzliche Gefahrenhinweise: EUH032
• Lagerklassenschlüssel: 6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable
• Persönliche Schutzausrüstung: Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges