(1S,2S)-(+)-1,2-Diaminocyclohexane

(1S,2S)-(+)-1,2-Diaminocyclohexane Basic information
Product Name:(1S,2S)-(+)-1,2-Diaminocyclohexane
Synonyms:(1S,2S)-Cyclohexane-1,2-Diamin;(1S,2S)-(+)-1,2-Diaminocyclohexane,99%(S,S)-DACH;(1S,2S)-(+)-1,2-DIAMINOCYCLOHEXANE (S,S)-DACH;(1S,2S)-(+)-1,2-DIAMINOCYCLOHEXANE 98%;S-DACH;(+)-(S,S)-1,2-DIAMINOCYCLOHEXANE;(S,S)-(+)-1,2-DIAMINOCYCLOHEXANE;(S,S)-1,2-DIAMINOCYCLOHEXANE
CAS:21436-03-3
MF:C6H14N2
MW:114.19
EINECS:
Product Categories:Chiral Nitrogen;DACH&Trost Series;Amines (Chiral);Chiral Building Blocks;Synthetic Organic Chemistry;organic amine;chiral;API intermediates;Chiral reagent;Chiral Compound
Mol File:21436-03-3.mol
(1S,2S)-(+)-1,2-Diaminocyclohexane Structure
(1S,2S)-(+)-1,2-Diaminocyclohexane Chemical Properties
Melting point 40-43 °C (lit.)
alpha 25.25 º (589nm, c=5, 1 M HCl)
Boiling point 104-110 °C/40 mmHg (lit.)
density 0.951
refractive index 1.4886
Fp 169 °F
storage temp. Keep in dark place,Inert atmosphere,2-8°C
form Crystals or Powder
pka10.76±0.70(Predicted)
color White to light beige
optical activity[α]20/D +25°, c = 5 in 1 M HCl
Water Solubility soluble
Sensitive Air Sensitive
BRN 2801645
InChIKeySSJXIUAHEKJCMH-WDSKDSINSA-N
CAS DataBase Reference21436-03-3(CAS DataBase Reference)
NIST Chemistry Reference(1S,2S)-(+)-1,2-Diaminocyclohexane(21436-03-3)
Safety Information
Hazard Codes C
Risk Statements 34
Safety Statements 26-36/37/39-45
RIDADR UN 3259 8/PG 3
WGK Germany 3
10-34
HazardClass 8
PackingGroup III
HS Code 29213000
MSDS Information
ProviderLanguage
(S,S)-DACH English
SigmaAldrich English
ACROS English
ALFA English
(1S,2S)-(+)-1,2-Diaminocyclohexane Usage And Synthesis
Chemical Propertieswhite to light yellow crystal powder
Usessuzuki reaction
UsesFor synthesis of optically active products
UsesVersatile ligand for the formation of metal complexes. Used in the synthesis of chiral tropocoronands which have potential utility in asymmetric catalysis.
Purification MethodsDistil or recrystallise the diamine from pet ether under N2 or Ar. Store it as above. The 1S,2S-base D-tartrate salt has M 264.3, m 180 -1 8 4o(dec) and [] 25 -12.5o (c 4, H2O) from which the free base can be purified or optically enriched. It is a useful chiral synthon. [Fjii et al. J Chem Soc, Chem Commun 45 1985, Takahashi et al. Tetrahedron Lett 30 7095 1989, Hanassian et al. J Org Chem 58 1991 1993, Beilstein 13 III 7.]
(+/-)-trans-1,2-Diaminocyclohexane,1,2-TRAMS-DIAMINOCYCLOHEXANE (S,S)-(+)-N,N'-BIS(3,5-DI-TERT-BUTYLSALICYLIDENE)-1,2-CYCLOHEXANEDIAMINO-MANGANESE(III) CHLORIDE (+)-N,N'-(1S,2S)-1,2-DIAMINOCYCLOHEXANEDIYLBIS(2-PYRIDINECARBOXAMIDE) Enadoline (S,S)-(+)-N,N'-BIS(3,5-DI-TERT-BUTYLSALICYLIDENE)-1,2-CYCLOHEXANEDIAMINE U-69,593, [PHENYL-3,4-3H]- 1,2-Cyclohexanediol (1S,2S)-(-)-1,2-Diaminocyclohexane L-tartrate NYLON 6/6 (1S,2S)-(+)-1,2-Diaminocyclohexane trans-1,4-Diaminocyclohexane Hexamethylenediamine (S,S)-N,N'-Dimethyl-1,2-diaminocyclohexane,(1S)-trans-1,2-Bis(methylamino)cyclohexane, (S,S)-N,Nμ-Dimethyl-1,2-diaminocyclohexane trans,trans-2,4-Undecadienal 1,2-Cyclohexanedione 1,2-DIAMINOCYCLOHEXANE (-)-U-50488 HYDROCHLORIDE (1S,2S)-(+)-1,2-BIS[(N-DIPHENYLPHOSPHINO)AMINO]CYCLOHEXANE

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