boranylidenedimethylamine

• ChemBase ID: 150966
• Molecular Formular: C2H9BN
• Molecular Mass: 57.91056
• Monoisotopic Mass: 58.08280469
• SMILES: [BH2-][NH+](C)C
• Canonical SMILES: [BH2-][NH+](C)C
• InChI: InChI=1S/C2H10BN/c1-4(2)3/h4H,1-3H3
• InChIKey: RUOMFVPJBOADHA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: boranylidenedimethylamine
• IUPAC Traditional name: boranylidenedimethylamine
• Synonyms: Dimethylamine borane; Borane dimethylamine complex; 二甲胺硼烷; 硼烷二甲胺络合物

Database IDs

• CAS Number: 74-94-2
• EC Number: 200-823-7
• MDL Number: MFCD00051068
• PubChem SID: 162245125; 24850856; 24849573
• PubChem CID: 9898794

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 1
• LogD (pH = 5.5): -1.6968507
• LogD (pH = 7.4): -1.6898894
• Log P: -1.6898
• Molar Refractivity: 27.7083 cm^3
• Polarizability: 8.276489 Å^3
• Polar Surface Area: 4.44 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 36 °C(lit.)
• Flash Point: 109.4 °F; 43 °C

Safety Information

• RTECS: IP9450000
• European Hazard Symbols: Flammable (F); Toxic (T)
• UN Number: 2926
• German water hazard class: 2
• Hazard Class: 4.1
• Packing Group: 2
• Risk Statements: 11-24/25
• Safety Statements: 16-28-36/37-45
• GHS Pictograms: GHS02; GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H228-H301 + H311
• GHS Precautionary statements: P210-P280-P301 + P310-P312
• 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 2926 4.1/PG 2
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥97.0% (RT); 97%
• Grade: purum
• Linear Formula: (CH3)2NH · BH3

DETAILS

Sigma Aldrich - 180238

Application
Reagent used in a Ni-catalyzed reduction of electron-deficient aryl tosylates.1 The catalyst is composed of commercially available Ni(PPh3)2Cl2(529621) and PCy3(261971).
Packaging
5, 25, 100 g in glass bottle

Sigma Aldrich - 15584

Other Notes
An alternative reagent for the reductive alkylation of proteins.; Slightly weaker than sodium cyanoborohydride but less toxic.; Allows reaction under neutral to mild acidic conditions1; Review2