cyanoboranuide; tetrabutylazanium

• ChemBase ID: 148737
• Molecular Formular: C17H38BN2
• Molecular Mass: 281.30802
• Monoisotopic Mass: 281.31280463
• SMILES: [BH2-]C#N.CCCC[N+](CCCC)(CCCC)CCCC
• Canonical SMILES: CCCC[N+](CCCC)(CCCC)CCCC.[BH2-]C#N
• InChI: InChI=1S/C16H36N.CH3BN/c1-5-9-13-17(14-10-6-2,15-11-7-3)16-12-8-4;2-1-3/h5-16H2,1-4H3;2H3/q+1;-1
• InChIKey: BOHYACMUNXBTGV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: cyanoboranuide; tetrabutylazanium
• IUPAC Traditional name: cyanoboranuide; tetrabutylammonium
• Synonyms: Tetrabutylammonium cyanotrihydroborate; Tetrabutylammonium cyanoborohydride; 四丁基氰基硼氢化铵

Database IDs

• CAS Number: 43064-96-6
• EC Number: 256-073-6
• MDL Number: MFCD00012036
• PubChem SID: 162242912; 24854710; 24888787
• PubChem CID: 11780989

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 1.3234289
• LogD (pH = 7.4): 1.3234289
• Log P: 1.3234289
• Molar Refractivity: 91.3961 cm^3
• Polarizability: 31.734425 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: ~145 °C; 144-146 °C(lit.)

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥98.0% (CHN)
• Grade: purum
• Linear Formula: (CH3CH2CH2CH2)4N(BH3CN)

DETAILS

Sigma Aldrich - 244848

Packaging
10 g in glass bottle
Application
Reactant for:
• Hydroxymethylation reactions1
• Radical carbonylation reactions2
• Reduction reactions (reductant)3

Sigma Aldrich - 86858

Other Notes
Selective, reductive displacement of alkyl halides and sulfonate esters4; Review5,6
Application
Reactant for:
• Hydroxymethylation reactions1
• Radical carbonylation reactions2
• Reduction reactions (reductant)3