Atomfair 1,2-Diaminocyclohexane, (+)- (S,S)-DACH C6H14N2 CAS 21436-03-3

1,2-Diaminocyclohexane, (+)- (CAS No. 21436-03-3) is a high-purity chiral diamine compound with the molecular formula C6H14N2. This enantiomerically enriched ( (1S,2S)-(+)- ) form is widely utilized as a versatile ligand in asymmetric synthesis and catalysis. Its rigid cyclohexane backbone and chelating amino groups make it ideal for coordination chemistry, metal complex formation, and stereoselective transformations. The product is supplied as a clear to pale-yellow liquid or crystalline solid, with a minimum purity of 98%, ensuring consistency for research and industrial applications. It is packaged under inert conditions to prevent oxidation and moisture absorption, with detailed technical specifications including optical rotation,…

Description

1,2-Diaminocyclohexane, (+)- (CAS No. 21436-03-3) is a high-purity chiral diamine compound with the molecular formula C6H14N2. This enantiomerically enriched ((1S,2S)-(+)-) form is widely utilized as a versatile ligand in asymmetric synthesis and catalysis. Its rigid cyclohexane backbone and chelating amino groups make it ideal for coordination chemistry, metal complex formation, and stereoselective transformations. The product is supplied as a clear to pale-yellow liquid or crystalline solid, with a minimum purity of 98%, ensuring consistency for research and industrial applications. It is packaged under inert conditions to prevent oxidation and moisture absorption, with detailed technical specifications including optical rotation, density, and refractive index provided for quality assurance.

Key Features:

  • High enantiomeric excess (>98% (1S,2S)-(+)-)
  • Excellent ligand for transition metal catalysts (e.g., Ru, Rh, Pd)
  • Compatible with organic solvents (THF, ethanol, dichloromethane)
  • Stored at 2-8°C under nitrogen to prolong shelf life

Properties

  • CAS Number: 21436-03-3
  • Complexity: 62.9
  • IUPAC Name: (1S,2S)-cyclohexane-1,2-diamine
  • InChI: InChI=1S/C6H14N2/c7-5-3-1-2-4-6(5)8/h5-6H,1-4,7-8H2/t5-,6-/m0/s1
  • InChI Key: SSJXIUAHEKJCMH-WDSKDSINSA-N
  • Exact Mass: 114.115698455
  • Molecular Formula: C6H14N2
  • Molecular Weight: 114.19
  • SMILES: C1CC[C@@H]([C@H](C1)N)N
  • Topological: 52
  • Monoisotopic Mass: 114.115698455
  • Physical Description: Colorless solid with an odor like amines;
  • Synonyms: 21436-03-3, (1S,2S)-(+)-1,2-Diaminocyclohexane, (1S,2S)-Cyclohexane-1,2-diamine, 1,2-Diaminocyclohexane, (+)-, trans-(+)-1,2-diaminocyclohexane, (1S,2S)-1,2-CYCLOHEXANEDIAMINE, (1S)trans1,2Cyclohexanediamine, (1S)trans1,2Diaminocyclohexane, 606-765-2, (1S,2S)-(+)-1,2-Cyclohexanediamine, MFCD00062986, (+/-)-trans-1,2-Diaminocyclohexane, (1s,2s)-1,2-diaminocyclohexane, 1,2-CYCLOHEXANEDIAMINE, (1S,2S)-, D2V3LYG9F0, (1S)-trans-1,2-Diaminocyclohexane, MFCD00063747, (1S)-(+)-trans-1,2-Diaminocyclohexane, 1,2-Cyclohexanediamine #, Pyridoxal phosphate (calcium salt), (+)-S,S-1,2-Diaminocyclohexane, UNII-D2V3LYG9F0, (1s,2s)-diaminocyclohexane, SCHEMBL73950, (+)-1,2-diaminocyclohexane, Pyridoxal, 5-(dihydrogen phosphate), calcium salt (1:1) (8CI), 1S,2S-(+)-Diaminocyclohexane, (S,S)-cyclohexane-1,2-diamine, (1S,2S)-1,2-cyclohexandiamine, (1S,2S)-cyclohexane-1,2-diamin, BCP25594, CS-M0769, (+)-(s,s)-1,2-diaminocyclohexane, (1S,25)-cyclohexane-1,2-diamine, (S,S)-trans-1,2-diaminocyclohexane, (15, 2S)-cyclohexane-1,2-diamin, (1S,2S) -cyclohexane-1,2-diamine, (1S,2S)-cyclo-hexane-1,2-diamine, (S,S)-(+)-1,2-Diaminocyclohexane, AKOS015854191, (S,S)-1,2-DIAMINOCYCLOHEXANE, 1,2-cyclohexanediamine, (1S-trans)-, AC-7032, FD32585, GS-3224, (1S,2S)-(-)-1,2-diaminocyclohexane, BP-12309, HY-76211, (1|S|2|S|)-(+)-12-Diaminocyclohexane, (1S,2S)-(+)-1,2-Diaminocyclohexane, 98%, EN300-114074, Q161459, F0001-0266, Z1147137780, (1S

This compound is extensively used as a chiral auxiliary in asymmetric hydrogenation reactions, particularly in pharmaceutical intermediate synthesis. It serves as a precursor for Jacobsen’s catalyst in epoxidation reactions and is employed in the preparation of enantioselective ligands for C-C bond formation. Researchers also utilize it in polymer science for designing optically active materials and in analytical chemistry as a resolving agent.

Safety and Hazards

GHS Hazard Statements

  • H314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]
  • H317 (12%): May cause an allergic skin reaction [Warning Sensitization, Skin]

Precautionary Statements

  • P260, P261, P264, P272, P280, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P354+P338, P316, P321, P333+P317, P362+P364, P363, P405, and P501

Hazard Classes and Categories

  • Skin Corr. 1B (100%)
  • Skin Sens. 1 (12%)

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Disclaimer

Intended Use & Restrictions

This product is sold exclusively for laboratory research, analytical testing, or non-commercial purposes.

  • Strictly prohibited: Resale, repackaging, or formulation into commercial products.
  • Not approved for human/animal use, diagnostics, or manufacturing (including pharmaceuticals, agrochemicals, or consumer goods).

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