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  • 778761 - (11S,12S)-9,10-Dihydro-9,10-ethanoanthracene-11,12-diamine

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778761 Sigma-Aldrich

(11S,12S)-9,10-Dihydro-9,10-ethanoanthracene-11,12-diamine

≥95.0% (HPLC)

Synonym: (S,S)-11,12-Diamino-9,10-dihydro-9,10-ethanoanthracene

  • CAS Number 138517-66-5

  • Empirical Formula (Hill Notation) C16H16N2

  • Molecular Weight 236.31

  •  Beilstein/REAXYS Number 8693351

  •  MDL number MFCD09038519

  •  PubChem Substance ID 329767993

  •  NACRES NA.22

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Properties

Related Categories Asymmetric Synthesis, Chemical Synthesis, Chiral Catalysts, Ligands, and Reagents, Other Chiral Ligands
assay   ≥95.0% (HPLC)
  95.0-105.0% (NT)
optical purity   enantiomeric excess: ≥98.0%
SMILES string   N[C@H]1[C@H](N)[C@H]2c3ccccc3[C@@H]1c4ccccc24
InChI   1S/C16H16N2/c17-15-13-9-5-1-2-6-10(9)14(16(15)18)12-8-4-3-7-11(12)13/h1-8,13-16H,17-18H2/t13-,14+,15-,16-/m1/s1
InChI key   NWDYSRZJOLDMRE-QKPAOTATSA-N

Description

Application

(11S,12S)-9,10-Dihydro-9,10-ethanoanthracene-11,12-diamine is a chiral diamine, which can be used as a reactant:
•  To synthesize pyridine based C2-symmetrical chiral organocatalysts via palladium catalyzed coupling reaction with 2-bromo-4-(alkylamino)pyridine.
•  To prepare porous organic imine cages by cycloimination reaction with triformylbenzene.
•  To synthesize Ga/Yb-Schiff base complex, which is utilized as a catalyst for the asymmetric synthesis of 5-amino-2-(hydroxyalkyl)oxazoles by enantioselective α-addition of α-isocyano amides to aldehydes.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Safety & Documentation

Safety Information

RIDADR 
NONH for all modes of transport
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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