179043

Borane N,N-diethylaniline complex

• Synonym(s): (N,N-Diethylaniline)trihydroboron, Diethylphenylamine-borane, NSC 239123
• Linear Formula: C₆H₅N(C₂H₅)₂·BH₃
• CAS Number: 13289-97-9
• Molecular Weight: 163.07
• EC Number: 236-305-2
• MDL number: MFCD00013187
• UNSPSC Code: 12352116
• PubChem Substance ID: 24850794
• NACRES: NA.22

Properties

• form: liquid
• Quality Level: 200
• reaction suitability: reagent type: reductant
• mp: −30-−27 °C (lit.)
• density: 0.917 g/mL at 25 °C (lit.)
• functional group: amine
• SMILES string: B.CCN(CC)c1ccccc1
• InChI: 1S/C10H15N.BH3/c1-3-11(4-2)10-8-6-5-7-9-10;/h5-9H,3-4H2,1-2H3;1H3
• InChI key: YPWBYWNNJVSNPQ-UHFFFAOYSA-N

Description

Application

Reactant for:

• Diastereoselective reduction of prochiral enone intermediates
• Borylation of aryl halides
• Reductions of ketones, acids, esters, amides, and nitriles
• Investigations of borane source on enantioselectivity in enantiopure oxazaborolidine-catalyzed asymmetric borane reduction of ketones

Reactant for synthesis of:

• Chromanol derivatives as CETP inhibitors for the treatment of cardiovascular disease
• Allylic alcohols via enantioselective reductions
• Pinacolboranes for one-pot synthesis of unsymmetrical biaryls

Safety Information

• pictograms: GHS02
• signalword: Danger
• hcodes: H225,H261
• pcodes: P210 - P223 - P231 + P232 - P233 - P240 - P241
• Hazard Classifications: Flam. Liq. 2 - Water-react 2
• supp_hazards: EUH014
• Storage Class: 4.3 - Hazardous materials which set free flammable gases upon contact with water
• wgk_germany: WGK 3
• flash_point_f: 69.8 °F - closed cup
• flash_point_c: 21 °C - closed cup
• ppe: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter