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251496 Sigma-Aldrich

(−)-Isopinocampheylborane TMEDA complex

Synonym: (−)-N,N′-Bis(monoisopinocampheylborane)-N,N,N′,N′-tetramethylethylenediamine, (R)-Alpine-Boramine

  • CAS Number 67826-92-0

  • Empirical Formula (Hill Notation) C13H27BN

  • Molecular Weight 208.17

  •  MDL number MFCD00077801

  •  PubChem Substance ID 24855135

  •  NACRES NA.22

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Properties

Related Categories Asymmetric Synthesis, Chemical Synthesis, Chiral Catalysts, Ligands, and Reagents, Reduction
Quality Level   100
mp   139-141 °C (lit.)
SMILES string   CN(C)CCN(C)C.[H][C@]12C[C@H](B)[C@@H](C)[C@]([H])(C1)C2(C)C.[H][C@]34C[C@H](B)[C@@H](C)[C@]([H])(C3)C4(C)C
InChI   1S/2C10H19B.C6H16N2/c2*1-6-8-4-7(5-9(6)11)10(8,2)3;1-7(2)5-6-8(3)4/h2*6-9H,4-5,11H2,1-3H3;5-6H2,1-4H3/t2*6-,7+,8-,9-;/m00./s1
InChI key   QNDCJVKDHWRHGS-NCHGFZPDSA-N

Description

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.

Packaging

5 g in glass bottle

Legal Information

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

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
RIDADR 
UN 2813 4.3 / PGIII
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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