Description

1,2-Diaminocyclohexane, trans- (CAS No. 20439-47-8) is a high-purity chiral diamine with the molecular formula C₆H₁₄N₂. This compound, also known as (1R,2R)-(-)-1,2-Diaminocyclohexane, is a versatile building block in asymmetric synthesis, catalysis, and pharmaceutical research. Its rigid cyclohexane backbone and two amino groups make it an excellent ligand for transition-metal catalysts, particularly in enantioselective hydrogenation and C–C bond-forming reactions. Available in ≥98% purity, this product is ideal for researchers requiring precise stereochemical control in organic transformations. Packaged under inert gas to ensure stability, it is supplied in amber glass vials to prevent degradation. Store at 2-8°C in a dry environment.

Properties

• CAS Number: 20439-47-8
• Complexity: 62.9
• IUPAC Name: (1R,2R)-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-/m1/s1
• InChI Key: SSJXIUAHEKJCMH-PHDIDXHHSA-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 to pale yellow liquid with an amine-like odor;
• Synonyms: (1R,2R)-(-)-1,2-Diaminocyclohexane, 1121-22-8, trans-1,2-Diaminocyclohexane, 1,2-Cyclohexanediamine, (1R,2R)-rel-, (-)-trans-1,2-Diaminocyclohexane, 1,2-Diaminocyclohexane, trans-, DTXSID60883654, TRANS-N,N’-1,2-CYCLOHEXANEDIAMINE, 1,2-DIAMINOCYCLOHEXANE, TRANS-(-)-, trans1,2Cyclohexanediamine, DTXCID901766844, 1,2Cyclohexanediamine, (1R,2R)rel, 606-556-6, 20439-47-8, (1R,2R)-cyclohexane-1,2-diamine, trans-1,2-Cyclohexanediamine, trans-cyclohexane-1,2-diamine, (+/-)-trans-1,2-Diaminocyclohexane, (1R,2R)-(-)-1,2-Cyclohexanediamine, (1r,2r)-1,2-diaminocyclohexane, 1,2-CYCLOHEXANEDIAMINE, (1R,2R)-, 1R,2R-DIAMINOCYCLOHEXANE, (-)-(1R,2R)-1,2-Cyclohexanediamine, (+/-)-trans-1,2-Cyclohexanediamine, 1,2-Cyclohexanediamine, (1R-trans)-, 37EKL250EE, 88RM10ID0P, (-)-R,R-1,2-Diaminocyclohexane, (1R,2R)-(-)-Diaminocyclohexane, (1R)-Trans-1,2-diaminocyclohexane, DNH, MFCD00062985, 1,2-Cyclohexanediamine #, 1,2-Diaminocyclohexane, (-)-, (R,R)-DACH, trans-1,2-Cyclohexaneiamine, (1R,2R)-1,2-Cyclohexanediamine, (1r,2r)-diaminocyclohexane, UNII-37EKL250EE, UNII-88RM10ID0P, rac-(1R,2R)-cyclohexane-1,2-diamine, (1S)-(+)-trans-1,2-Diaminocyclohexane, trans-cyclohexane-1, 1,2-transdiaminocyclohexane, trans-1,2diaminocyclohexane, SCHEMBL73951, 1,2-trans-cyclohexanediamine, 1,2-trans-diaminocyclohexane, trans 1,2-diaminocyclohexane, trans-1,2 diaminocyclohexane, (1r,2r)-cyclohexane diamine, trans-1,2-cyclohexane diamine, trans-1,2-diami-nocyclohexane, trans-1,2-diamino cyclohexane, trans-1,2-diamino-cyclohexane, trans-1.2-diamino cyclohexane, SCHEMBL5915220, SCHEMBL8988702, (R,R)-1,2-diaminocyclohexane, trans-cyclohexane-1,2-di-amine, (1r,2r)-(-)diaminocyclohexane, SSJXIUAHEKJCMH-PHDIDXHHSA-, (R,R)-cyclohexane-1,2-diamine, (trans)-cyclohexane-1,2-diamine, cyclohexane, trans-1,2-diamino-, rac-trans-1,2-diaminocyclohexane, CHEBI:228823, (+)-1,2-trans-Diaminocyclohexane, (+)-trans-1,2-diaminocyclohexane, (1R,2R)cyclohexane-1,2-diamine, trans-(-)-1,2-diaminocyclohexane, CS-M2431, HY-76211A, racemic trans 1,2-diaminocyclohexane, racemic trans-1,2 diaminocyclohexane, racemic trans-1,2-diaminocyclohexane, SBB007639, trans (+/-) 1,2-cyclohexanediamine, (R,R)-(-)-1,2-Diaminocyclohexane, 1,2-(+/-)-trans-Diaminocyclohexane, AKOS005145909, AKOS015854170, rel-(1R,2R)-1,2-Cyclohexanediamine, (+/-)-trans-1,2-diamino cyclohexane, (+/-)-trans-cyclohexane-1,2-diamine, AC-6758, FT76176, (1R)-(-)-trans-1,2-Diaminocyclohexane, AS-12165, BP-10074, HY-41957, DB-002899, (+/-)-trans-1,2-Diaminocyclohexane, 99%, CS-0019667, NS00125421, (1R,2R)-(-)-1,2-Diaminocyclohexane, 98%, EN300-101371, EN300-244549, F16348, A814560, Z1741961110, 4-Pyridinecarboxaldehyde,3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]-,calcium salt(1:1), InChI=1/C6H14N2/c7-5-3-1-2-4-6(5)8/h5-6H,1-4,7-8H2/t5-,6-/m1/s1

1,2-Diaminocyclohexane, trans- is widely used as a chiral ligand in asymmetric catalysis, particularly for Rh- and Ru-based hydrogenation reactions. It serves as a key intermediate in the synthesis of pharmaceuticals, agrochemicals, and fine chemicals. The compound is also employed in polymer science for epoxy curing and as a crosslinking agent. Its enantiopure form is critical for producing optically active compounds in medicinal chemistry.

Safety and Hazards

GHS Hazard Statements

• H314 (96.1%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]
• H317 (11.8%): 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 (12.2%)

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Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.