79989

Tetrabutylammonium cyanide

technical, ≥80%

• Synonym(s): N,N,N-tributyl-1-butanaminium cyanide
• Linear Formula: (CH₃CH₂CH₂CH₂)₄N(CN)
• CAS Number: 10442-39-4
• Molecular Weight: 268.48
• Beilstein: 3598808
• EC Number: 233-926-0
• MDL number: MFCD00043221
• UNSPSC Code: 12352116
• PubChem Substance ID: 329768102
• NACRES: NA.22

Properties

• grade: technical
• Quality Level: 100
• Assay: ≥80%
• form: crystals
• mp: 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
• InChI key: KRRBFUJMQBDDPR-UHFFFAOYSA-N

Description

Application

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.
• In the O-TMS cyanosilylation of carbonyl compounds to synthesize cyanohydrin trimethylsilyl ethers in the presence of trimethylsilyl cyanide (TMSCN).
• For the ring expansion of β-lactams to synthesize γ-lactams through a bond cleavage of the β-lactam in the presence of acetonitrile.

Safety Information

• Pictograms: GHS06,GHS09
• Signal Word: Danger
• Hazard Statements: H300 + H310 + H330,H410
• Precautionary Statements: P262 - P264 - P273 - P280 - P302 + P352 + P310 - P304 + P340 + P310
• Hazard Classifications: Acute Tox. 1 Dermal - Acute Tox. 2 Inhalation - Acute Tox. 2 Oral - Aquatic Acute 1 - Aquatic Chronic 1
• Supplementary Hazards: EUH032
• Storage Class Code: 6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves