benzyltriethylazanium boranuide

• ChemBase ID: 137568
• Molecular Formular: C13H25BN
• Molecular Mass: 206.1553
• Monoisotopic Mass: 206.20800521
• SMILES: [BH3-].CC[N+](CC)(CC)Cc1ccccc1
• Canonical SMILES: CC[N+](Cc1ccccc1)(CC)CC.[BH3-]
• InChI: InChI=1S/C13H22N.BH4/c1-4-14(5-2,6-3)12-13-10-8-7-9-11-13;/h7-11H,4-6,12H2,1-3H3;1H4/q+1;-1
• InChIKey: HUUOUMWSARGLNU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: benzyltriethylazanium boranuide
• IUPAC Traditional name: benzyltriethylazanium boranuide
• Synonyms: Benzyltriethylammonium borohydride; Benzyltriethylammonium tetrahydridoborate; N,N,N-Triethyl-benzenemethanaminium Tetrahydroborate; Benzyltriethylammonium Borohydride; N-Benzyl-N,N-diethylethanaminium tetrahydroborate; 苄基三乙基硼氢化铵; 三乙基苄基硼氢化铵

Database IDs

• CAS Number: 85874-45-9
• MDL Number: MFCD00191785
• PubChem SID: 24864802; 162231830
• PubChem CID: 10899792

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): -1.1772702
• LogD (pH = 7.4): -1.1772702
• Log P: -1.1772702
• Molar Refractivity: 74.7601 cm^3
• Polarizability: 24.744455 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: White Solid
• Melting Point: 146 °C (dec.)(lit.); ca 146°C dec.

Safety Information

• Storage Warning: Moisture Sensitive
• European Hazard Symbols: Corrosive (C); Flammable (F); X
• UN Number: 3131; UN3131
• German water hazard class: 3
• Hazard Class: 4.3
• Packing Group: 2; II
• Risk Statements: 15-22-34; 15-34
• Safety Statements: 26-36/37/39-43; 7/8-26-36/37/39-43-45
• TSCA Listed: 否
• GHS Pictograms: GHS02; GHS05; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H261-H314; H261-H314-H318-H302
• GHS Precautionary statements: P231 + P232-P280-P305 + P351 + P338-P310-P422; P280-P303+P361+P353-P305+P351+P338-P310-P370+P378I-P402+P404
• Personal Protective Equipment: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 3131 4.3/PG 2

Product Information

• Purity: 95+%; 96%
• Linear Formula: C6H5CH2N(BH4)(C2H5)3

DETAILS

Toronto Research Chemicals - B316100

Reducing reagent.

REFERENCES

• In combination with TMS chloride, selectively reduces carboxylic acids to alcohols; esters, lactones, nitro- and chloro-substituents are unaffected: Synth. Commun., 20, 907 (1990). For example and reaction scheme, see 4-Nitrobenzoic acid, A14738. See also Tetra-n-butylammonium borohydride, A17494.
• In the presence of TMS chloride or TiCl₄, converts alkenes to the anti-Markovnikov alcohols in good yield: J. Chem. Soc., Chem. Commun., 903 (1989); Tetrahedron Lett., 34, 171 (1993).