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Key Documents

179043

Sigma-Aldrich

Borane N,N-diethylaniline complex

Synonym(s):

(N,N-Diethylaniline)trihydroboron, Diethylphenylamine-borane, NSC 239123

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About This Item

Linear Formula:
C6H5N(C2H5)2·BH3
CAS Number:
Molecular Weight:
163.07
EC Number:
MDL number:
UNSPSC Code:
12352116
PubChem Substance ID:
NACRES:
NA.22

form

liquid

Quality Level

reaction suitability

reagent type: reductant

mp

−30-−27 °C (lit.)

density

0.917 g/mL at 25 °C (lit.)

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

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

pictograms

Flame

signalword

Danger

hcodes

Hazard Classifications

Flam. Liq. 2 - Water-react 2

supp_hazards

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


Certificates of Analysis (COA)

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