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(11S,12S)-9,10-DIHYDRO-9,10-ETHANOANTHRACENE-11,12-DIAMINE

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(11S,12S)-9,10-DIHYDRO-9,10-ETHANOANTHRACENE-11,12-DIAMINE Basic information

Product Name:
(11S,12S)-9,10-DIHYDRO-9,10-ETHANOANTHRACENE-11,12-DIAMINE
Synonyms:
  • (11S,12S)-11,12-diamino-9,10-dihydro-9,10-ethanoanthracene (R)-mandelate monoammonium salt
  • (11S,12S)-9,10-DIHYDRO-9,10-ETHANOANTHRACENE-11,12-DIAMINE
  • (S,S)-11,12-Diamino-9,10-dihydro-9,10-ethanoanthracene
  • (11S,12S)-9,10-Dihydro-9,10-ethanoanthracene-11,12-diamine >=95.0% (HPLC)
  • (11S,12S)-9,10-Dihydro-9,10-ethanoanthracene-11,12-diamine>
  • 9,10-Ethanoanthracene-11,12-diamine, 9,10-dihydro-, (11S,12S)-
  • (11S,12S)-9,10-Dihydro-9,10-ethanoanthracene-11,12-diamine
  • (11S,12S)-9,10-Dihydro-9,10-ethanoanthracene-11,12-diamine - [D88437]
CAS:
138517-66-5
MF:
C16H16N2
MW:
236.31
Product Categories:
  • Asymmetric Synthesis
  • Synthetic Organic Chemistry
Mol File:
138517-66-5.mol
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(11S,12S)-9,10-DIHYDRO-9,10-ETHANOANTHRACENE-11,12-DIAMINE Chemical Properties

Melting point:
158 °C
Boiling point:
396.7±42.0 °C(Predicted)
Density 
1.195±0.06 g/cm3(Predicted)
refractive index 
20 ° (C=1, MeOH)
storage temp. 
under inert gas (nitrogen or Argon) at 2–8 °C
form 
powder to crystal
pka
9.38±0.40(Predicted)
color 
White to Orange to Green
optical activity
Consistent with structure
BRN 
8693351
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
InChIKey
NWDYSRZJOLDMRE-QKPAOTATSA-N
SMILES
N[C@H]1[C@H](N)[C@H]2c3ccccc3[C@@H]1c4ccccc24
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26
WGK Germany 
3
HS Code 
2921.51.5000
Storage Class
13 - Non Combustible Solids
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(11S,12S)-9,10-DIHYDRO-9,10-ETHANOANTHRACENE-11,12-DIAMINE Usage And Synthesis

Uses

(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.

(11S,12S)-9,10-DIHYDRO-9,10-ETHANOANTHRACENE-11,12-DIAMINESupplier

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