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Merck
CN

495794

Sigma-Aldrich

(S)-Alpine-Boramine

Synonym(s):

(+)-Isopinocampheylborane TMEDA complex, (+)-N,N′-Bis(monoisopinocampheylborane)-N,N,N′,N′-tetramethylethylenediamine

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About This Item

Empirical Formula (Hill Notation):
C26H54B2N2
CAS Number:
Molecular Weight:
416.34
MDL number:
UNSPSC Code:
12352000
PubChem Substance ID:
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mp

139-141 °C (lit.)

SMILES string

CN(C)CCN(C)C.B[C@@H]1C[C@@H]2C[C@H]([C@H]1C)C2(C)C.B[C@@H]3C[C@@H]4C[C@H]([C@H]3C)C4(C)C

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Application

Chiral hydroboration reagent. This amine-borane complex has been used as a polarity-reversal catalyst for the kinetic resolution of racemic esters and ketones.

Legal Information

Alpine-Boramine is a trademark of Sigma-Aldrich Co. LLC

Pictograms

Flame

Signal Word

Danger

Hazard Statements

Precautionary Statements

Hazard Classifications

Flam. Sol. 1

Storage Class Code

4.1B - Flammable solid hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Dang, H.-S. et al.
Journal of the Chemical Society. Perkin Transactions 1, 1033-1033 (1994)
The Journal of Organic Chemistry, 45, 3543-3543 (1980)
Aldrichimica Acta, 20, 30-30 (1987)

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