N,N-diethylaniline borane

• ChemBase ID: 148945
• Molecular Formular: C10H18BN
• Molecular Mass: 163.06762
• Monoisotopic Mass: 163.15322998
• SMILES: B.CCN(CC)c1ccccc1
• Canonical SMILES: CCN(c1ccccc1)CC.B
• InChI: InChI=1S/C10H15N.BH3/c1-3-11(4-2)10-8-6-5-7-9-10;/h5-9H,3-4H2,1-2H3;1H3
• InChIKey: YPWBYWNNJVSNPQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N,N-diethylaniline borane
• IUPAC Traditional name: N,N-diethylaniline borane
• Synonyms: (N,N-Diethylaniline)trihydroboron; Diethylphenylamine-borane; NSC 239123; Borane N,N-diethylaniline complex; 硼烷-N,N-二乙基苯胺络合物

Database IDs

• CAS Number: 13289-97-9
• EC Number: 236-305-2
• MDL Number: MFCD00013187
• PubChem SID: 162243115; 24850794
• PubChem CID: 6335292

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 2.278238
• LogD (pH = 7.4): 2.7825599
• Log P: 2.7949057
• Molar Refractivity: 49.9838 cm^3
• Polarizability: 18.884068 Å^3
• Polar Surface Area: 3.24 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: -30--27 °C(lit.)
• Flash Point: 21 °C; 69.8 °F
• Density: 0.917 g/mL at 25 °C(lit.)

Safety Information

• UN Number: 3398
• German water hazard class: 3
• Hazard Class: 4.3
• Packing Group: 2
• Risk Statements: 10-14
• Safety Statements: 16-33-36/37/39-43
• GHS Pictograms: GHS02
• GHS Signal Word: Danger
• GHS Hazard statements: H225-H261
• GHS Precautionary statements: P210-P231 + P232-P422
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 3398 4.3/PG 2
• Supplemental Hazard Statements: Reacts violently with water.

Product Information

• Linear Formula: C6H5N(C2H5)2·BH3

DETAILS

Sigma Aldrich - 179043

Packaging
25, 100 g in Sure/Seal™
Application
Reactant for:
• Diastereoselective reduction of prochiral enone intermediates1
• Borylation of aryl halides2
• Reductions of ketones, acids, esters, amides, and nitriles3
• Investigations of borane source on enantioselectivity in enantiopure oxazaborolidine-catalyzed asymmetric borane reduction of ketones4Reactant for synthesis of:
• Chromanol derivatives as CETP inhibitors for the treatment of cardiovascular disease5
• Allylic alcohols via enantioselective reductions6
• Pinacolboranes for one-pot synthesis of unsymmetrical biaryls7