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Names | |
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Preferred IUPAC name N-Cyclohexylcyclohexanamine | |
Identifiers | |
3D model (JSmol) | |
ChemSpider | |
ECHA InfoCard | 100.002.710 |
EC Number |
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PubChem CID | |
UNII | |
CompTox Dashboard (EPA) | |
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Properties | |
C12H23N | |
Molar mass | 181.323 g·mol−1 |
Appearance | Pale yellow liquid |
Density | 0.912 g/cm3 |
Melting point | −0.1 °C (31.8 °F; 273.0 K) |
Boiling point | 255.8 °C (492.4 °F; 529.0 K) |
0.8 g/L | |
Hazards | |
Lethal dose or concentration (LD, LC): | |
LD50 (median dose) | 373 mg/kg (oral)[ clarification needed ] |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). |
Dicyclohexylamine is a secondary amine with the chemical formula HN(C6H11)2. It is a colorless liquid, although commercial samples can appear yellow. It has a fishy odor, typical for amines. It is sparingly soluble in water. As an amine, it is an organic base and useful precursor to other chemicals. [1]
Dicyclohexylamine, as a mixture with cyclohexylamine, is prepared by the catalytic hydrogenation of aniline (phenylamine), with a catalyst of ruthenium and/or palladium. This method produces mainly cyclohexylamine with little dicyclohexylamine. Better results have been reported when the catalyst is applied to a support of niobic acid and/or tantalic acid. [2] It is also obtained by reductive amination of cyclohexanone with ammonia or cyclohexylamine. [1]
Dicyclohexylamine may also be prepared by pressure hydrogenation of diphenylamine using a ruthenium catalyst, or by the reaction of cyclohexanone with cyclohexylamine in the presence of a palladium/carbon catalyst under a hydrogen pressure of about 4 mm Hg. [2]
Dicyclohexylamine has applications that are similar to those of cyclohexylamine, namely the production of: