Description

Carbonochloridic acid, 5-methyl-2-(1-methylethyl)cyclohexyl ester, (1S,2R,5S)- is a high-purity chiral reagent widely used in organic synthesis and pharmaceutical research. This compound, also known as (+)-Menthyl Chloroformate, is a versatile building block for the preparation of enantiomerically pure derivatives. With the molecular formula C₁₁H₁₉ClO₂ and CAS number 7635-54-3, it is characterized by its stereospecific configuration, making it invaluable for asymmetric synthesis and chiral resolution. The product is supplied with an optical purity of ≥97% (GLC), ensuring consistent performance in critical applications. Ideal for researchers and scientists, this reagent is packaged under inert conditions to maintain stability and shelf life.

Properties

• CAS Number: 7635-54-3
• Complexity: 203
• IUPAC Name: [(1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl] carbonochloridate
• InChI: InChI=1S/C11H19ClO2/c1-7(2)9-5-4-8(3)6-10(9)14-11(12)13/h7-10H,4-6H2,1-3H3/t8-,9+,10-/m0/s1
• InChI Key: KIUPCUCGVCGPPA-AEJSXWLSSA-N
• Exact Mass: 218.1073575
• Molecular Formula: C11H19ClO2
• Molecular Weight: 218.72
• SMILES: C[C@H]1CC[C@@H]([C@H](C1)OC(=O)Cl)C(C)C
• Topological: 26.3
• Monoisotopic Mass: 218.1073575
• Synonyms: 7635-54-3, DTXSID701138530, Carbonochloridic acid, 5-methyl-2-(1-methylethyl)cyclohexyl ester, (1S,2R,5S)-, DTXCID201570155, (+)-Menthyl Chloroformate, (1S,2R,5S)-2-Isopropyl-5-methylcyclohexyl carbonochloridate, (1S)-(+)-Menthyl chloroformate, [(1S,2R,5S)-5-methyl-2-propan-2-ylcyclohexyl] carbonochloridate, (1S,2R,5S)-5-methyl-2-(propan-2-yl)cyclohexyl chloroformate, MFCD00134483, SCHEMBL1690718, (+)-Chloroformyloxy-p-menthane, SBB069725, AKOS015910262, CS-W013156, FS-9590, M1221, NS00122851, D91465, EN300-1612992, (1S,2R,5S)-2-Isopropyl-5-methylcyclohexyl chloroformate, (1S,2R,5S)-2-Isopropyl-5-methylcyclohexylcarbonochloridate, (1S,5S,2R)-5-methyl-2-(methylethyl)cyclohexyl chloroformate, (1S)-(+)-Menthyl chloroformate, optical purity ee: 97% (GLC)

This compound is primarily used as a chiral derivatizing agent for the resolution of racemic mixtures in pharmaceutical and biochemical research. It is also employed in the synthesis of enantiomerically pure intermediates for drug development. Additionally, it serves as a protective group for alcohols and amines in complex organic transformations. Its high stereochemical purity makes it suitable for advanced catalytic and stereoselective reactions.

Safety and Hazards

GHS Hazard Statements

• H314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]
• H331 (97.5%): Toxic if inhaled [Danger Acute toxicity, inhalation]

Precautionary Statements

• P260, P261, P264, P271, P280, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P321, P363, P403+P233, P405, and P501

Hazard Classes and Categories

• Skin Corr. 1B (100%)
• Acute Tox. 3 (97.5%)

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