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Cis-4-Methylcyclohexylamine (CAS: 2523-56-0) is an organic amine characterized by its molecular formula C7H15N and a molecular weight of 113.201. This clear to pale yellow liquid exhibits a density of 0.844, a boiling point of 154°C, and an estimated melting point of -8.5°C. With a refractive index ranging from 1.4550 to 1.4590, it is soluble in chloroform, dichloromethane, and ethyl acetate.
Cis-4-Methylcyclohexylamine has a predicted pKa of 10.58 and is classified for transport as a hazardous material (UN 2734 8/3/PG II), requiring storage at -4°C for short-term and -20°C for long-term conditions. It may be utilized as an intermediate in chemical reactions, contributing to the synthesis of various compounds, including derivatives such as cis-4-Methylcyclohexylamine hydrochloride.
With suppliers offering purities up to 98%, the price varies based on factors like quantity and packaging. This compound presents promising applications within the chemical industry, making it a valuable choice for professionals seeking efficient intermediates for synthesis. For detailed inquiries, consulting industry experts or relevant literature is recommended.
PS Chemical Consortium has invented a method for preparing cis-4-methylcyclohexylamine, which belongs to the field of organic synthesis technology. Using 4-methylphenylboronic acid/ester as raw material, hydrogenation under rhodium-carbon catalyst is performed to obtain a cis-trans mixture, followed by recrystallization to obtain cis-4-methylcyclohexylboronic acid/ester, and then aminosulfonic acid and alkaline aqueous solution are used to perform amine substitution reaction to obtain cis-4-methylcyclohexylamine. The method is simple to operate, the catalyst can be used 7 times, the reaction yield is high, and the purity of the obtained cis product can reach more than 99.5%. Mass production has been achieved.
References
The application of low temperature 13C nuclear magnetic resonance spectroscopy to the determination of the A values of amino-, methylamino-, and dimethylamino-substituents in cyclohexane
Journal of the Chemical Society, Perkin Transactions 2, Issue 8, 1976 DOI: 10.1039/P29760000895
The variable temperature 13C spectra of cis-4-methylcyclohexylamine, cis-4,N-dimethylcyclohexylamine, and cis-4,NN-trimethylcyclohexylamine have been measured and interpreted, yielding 13C chemical shift parameters for conformations with equatorial and axial NH2, NHMe, and NMe2 groups attached to cyclohexane.
Analyse conformationnelle par resonance nucleaire magnetique—V : Grandeurs thermodynamiques regissant l'equilibre conformationnel de la cyclohexylamine
Tetrahedron, Volume 24, Issue 9, 1968, Pages 3647-3654 DOI: 10.1016/S0040-4020(01)91997-0
Thermodynamic data (ΔG°, ΔH° and ΔS°) of an amino group attached to a cyclohexane ring have been obtained, using a modification of Eliel's method, based on variable temperature NMR. a discrepancy was observed between the data concerning cyclohexylamine itself (“direct” method), and that obtained via cis-4-methylcyclohexylamine “direct]rd method, based on the assumption of additivity of the thermodynamic parameters of amino and methyl groups).