Description

(1R,2R)-2-Aminocyclohexanol Hydrochloride is a high-purity chiral compound widely used in pharmaceutical research, organic synthesis, and catalysis. This white crystalline powder (CAS: 13374-31-7, MF: C₆H₁₄ClNO) features a trans-1,2-disubstituted cyclohexane backbone with both amine and hydroxyl functional groups, making it a versatile building block for asymmetric synthesis. With ≥99% purity (HPLC), it is supplied in sealed amber vials under inert gas to ensure stability. The compound’s rigid cyclohexane ring and stereochemical integrity (ee >98%) enable precise control in chiral auxiliaries, ligand design, and peptidomimetics. Technical specifications include: melting point 215-220°C, solubility in water (50 mg/mL), and moisture-sensitive storage requirements (-20°C). Complies with ISO 9001 and USP/EP standards for research-grade chemicals.

Properties

• CAS Number: 13374-31-7
• Complexity: 74.9
• IUPAC Name: (1R,2R)-2-aminocyclohexanol;hydrochloride
• InChI: InChI=1S/C6H13NO.ClH/c7-5-3-1-2-4-6(5)8;/h5-6,8H,1-4,7H2;1H/t5-,6-;/m1./s1
• InChI Key: LKKCSUHCVGCGFA-KGZKBUQUSA-N
• Exact Mass: 151.0763918
• Molecular Formula: C6H14ClNO
• Molecular Weight: 151.63
• SMILES: C1CC[C@H]([C@@H](C1)N)O.Cl
• Topological: 46.3
• Monoisotopic Mass: 151.0763918
• Synonyms: 13374-31-7, Cyclohexanol, 2-amino-, hydrochloride, (1R,2R)-rel-, Cyclohexanol, 2-amino-, hydrochloride (1:1), (1R,2R)-, 689-594-6, trans-2-Aminocyclohexanol hydrochloride, (1R,2R)-2-Aminocyclohexanol hydrochloride, 5456-63-3, Cyclohexanol, 2-amino-, hydrochloride, (1R-trans)-, [1S,2R]-trans-2-Aminocyclohexanol hydrochloride, trans-2-Hydroxycyclohexylamine hydrochloride, (1R, 2R)-2-Aminocyclohexanol hydrochloride, MFCD09259962, (1R,2R)-trans-2-Aminocyclohexanol hydrochloride, (1R,2R)-2-aminocyclohexan-1-ol;hydrochloride, (1R,2R)-2-aminocyclohexan-1-ol hydrochloride, (1R,2R)-2-Aminocyclohexanol, HCl, MFCD00001490, (1R,2R)-2-Aminocyclohexanol HCl, (1R,2R)-2-aminocyclohexanolhydrochloride, (1R,2R)-rel-2-Aminocyclohexanol hydrochloride, SCHEMBL56158, trans-2-Aminocyclohexanol HCl, (1r,2r)-2-amino cyclohexanol-hcl, NSC21550, (1R, 2R)-2-aminocyclohexanol HCl, NSC-21550, AKOS015849509, CS-W005443, GS-4510, trans,2-amino-cyclohexanol hydrochloride, trans-2-amino-cyclohexanol hydrochloride, BP-11228, DB-031201, (1R,2R)-2-amino-cyclohexanol hydrochloride, ST50824302, trans-2-hydroxy-cyclohexylamine hydrochloride, trans-2-Aminocyclohexanol hydrochloride, 99%, EN300-298199, H10809, racemic trans-2-amino-cyclohexanol hydrochloride, A853642, rac-(1R,2R)-2-aminocyclohexan-1-ol hydrochloride, (1R,2R)-trans-2-Aminocyclohexanol hydrochloride, 95.0-105.0% (AT)

This chiral amine hydrochloride serves as a key intermediate in synthesizing bioactive molecules, particularly opioid receptor modulators and neurological agents. Researchers utilize its stereospecific configuration to construct constrained peptide analogs and chiral catalysts for asymmetric hydrogenation. In medicinal chemistry, it functions as a scaffold for developing stereoselective enzyme inhibitors. The compound is also employed in NMR solvent chiral shift reagents and as a resolving agent for racemic mixtures.

Safety and Hazards

GHS Hazard Statements

• H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (27.3%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

• P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Skin Irrit. 2 (100%)
• Eye Irrit. 2 (100%)
• STOT SE 3 (100%)

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