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685429 Sigma-Aldrich

(R)-Mac-H

Synonym: MacMillan catalyst - Hantzsch Ester combination

  • Linear Formula (C13H19NO4)6 (C8H16N2O · CF3CO2H)1

  •  PubChem Substance ID 24885839

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Properties

Related Categories Asymmetric Synthesis, Chemical Synthesis, Chiral Catalysts, Ligands, and Reagents, MacMillan Imidazolidinone OrganoCatalysts
mp   99-145 °C
SMILES string   OC(=O)C(F)(F)F.CN1[C@@H](NCC1=O)C(C)(C)C.CCOC(=O)C2=C(C)NC(C)=C(C2)C(=O)OCC
InChI   1S/C13H19NO4.C8H16N2O.C2HF3O2/c1-5-17-12(15)10-7-11(13(16)18-6-2)9(4)14-8(10)3;1-8(2,3)7-9-5-6(11)10(7)4;3-2(4,5)1(6)7/h14H,5-7H2,1-4H3;7,9H,5H2,1-4H3;(H,6,7)/t;7-;/m.1./s1
InChI key   VPEIUDRYFWHOML-QABCSGHHSA-N

Description

Packaging

1 g in glass bottle

Application

A mixture of a chiral imidazolidinone with the Hantzsch ethyl ester; formally transfers hydrogen asymmetrically to enals resulting in chiral aldehydes.

Legal Information

U.S. Pat. 6,369,243 and related patents apply. For research purposes only.

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
3

Documents

Certificate of Analysis (COA)

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Protocols & Articles

Articles

MacMillan Imidazolidinone OrganoCatalysts™ | Aldrich ChemFiles 2007, 7.9, 8.

Developed by Professor David MacMillan at Caltech, imidazolidinone based OrganoCatalysts™ are designed to serve as general catalysts for a myriad of asymmetric transformations. The first highly enant...
Aldrich ChemFiles 2007, 7.9, 8.
Keywords: Alkylations, Asymmetric synthesis, Chemfiles, Chlorinations, Condensations, Cycloadditions, Fluorinations, Formulations, Hydrogenations, Reductions

Peer-Reviewed Papers
15

References

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