CYCLOHEXANAMINE

Cyclohexanamine is an organic compound, belonging to the aliphatic amine class. 
Cyclohexanamine is a colorless liquid, although, like many amines, samples are often colored due to contaminants. 

CAS Number: 108-91-8
EC Number: 203-629-0
IUPAC Name: Cyclohexanamine
Chemical Formula: C6H13N

Other names: CYCLOHEXYLAMINE, Cyclohexanamine, 108-91-8, Aminocyclohexane, Hexahydroaniline, Hexahydrobenzenamine, Aminohexahydrobenzene, Cyclohexyl amine, 1-Cyclohexylamine, 1-Aminocyclohexane, Aniline, hexahydro-, Benzenamine, hexahydro-, Aminocylcohexane, Cyclohexylamines, cyclohexyl-amine, UNII-I6GH4W7AEG, 1-AMINO-CYCLOHEXANE, CCRIS 3645, HSDB 918, cyclohexaneamine, Cyclohexylamine.HCl, I6GH4W7AEG, Cyclohexylamin, CHEBI:15773, MFCD00001486, 157973-60-9, Cyclohexylamine, DSSTox_CID_3996, DSSTox_RID_77250, DSSTox_GSID_23996, CAS-108-91-8, HAI, EINECS 203-629-0, UN2357, BRN 0471175, cylohexylamine, cyclohexylarnine, cyclo-hexylamine, AI3-15323, cyclohexane-amine, n-cyclohexylamine, cyclohexanyl amine, Hexahydro-Aniline, monocyclohexylamine, 4-Cyclohexylamine, Cyclohexylamine,(S), Hexahydro-Benzenamine, Cyclohexanamine, 9CI, CyNH2, Cyclohexylamine, Cyclohexylamine, 99.5%, bmse000451, EC 203-629-0, 4-12-00-00008, BIDD, GTPL5507, CHEMBL1794762, DTXSID1023996, BDBM81970, BCP30928, Tox21_202380, Tox21_300038, STK387114, ZINC12358775, AKOS000119083, Cyclohexylamine, ReagentPlus(R), 99%, MCULE-7654331405, UN 2357, VS-0326, Aminocyclohexane pound>>Hexahydroaniline, NCGC00247889-01, NCGC00247889-02, NCGC00253922-01, NCGC00259929-01, AM802905, BP-21278, CAS_108-91-8, NCI60_004907, Cyclohexylamine 1000 microg/mL in Methanol, Cyclohexylamine, ReagentPlus(R), >=99.9%, FT-0624217, X6008, C00571, 46880-EP2272837A1, 46880-EP2277848A1, 46880-EP2277862A2, 46880-EP2281563A1, 46880-EP2284159A1, 46880-EP2284174A1, 46880-EP2287141A1, 46880-EP2292228A1, 46880-EP2292621A1, 46880-EP2295406A1, 46880-EP2295418A1, 46880-EP2298731A1, 46880-EP2298746A1, 46880-EP2298778A1, 46880-EP2305219A1, 46880-EP2305651A1, 46880-EP2308812A2, 46880-EP2308833A2, 46880-EP2308854A1, 46880-EP2311804A2, 46880-EP2311810A1, 46880-EP2380874A2, 56751-EP2284166A1, 56751-EP2298769A1, 56751-EP2308878A2, J-002206, J-520164, Q1147539, F2190-0381, Cyclohexyldimethylamine, Cyclohexyldimethylamine, cyclohexyldimethylamine, N,N-DIMETHYL-CYCLOHEXYLAMINE, N,N-DIMETHYLCYCLOHEXYLAMINE, Cyclohexanamine, N,N-dimethyl-, Ciclohexildimetilamina, Cyclohexanamine, N,N- dimethyl, Cyclohexanamine, N,N-dimethyl-, Cyclohexyldimethylamine, cyclohexyldimethylamine, Cyclohexyldimethylamine, cyklohexyldimethylamin, Dimethylcyclohexylamine, DIMETHYLCYCLOHEXYLAMINE (DMCHA), DMCHA, N,N-Dimethyl cyclohexyl amine, N,N-Dimethylcyclohexanamine, N,N-dimethylcyclohexanamine, N,N-Dimethylcyclohexylamine, N,N-dimethylcyclohexylamine, N,N-dimethylcyclohexylamine, 130254-81-8, 130254-81-8, 1304117-32-5, 1304117-32-5, 1639015-74-9, 1639015-74-9, 205657-42-7, 205657-42-7, 389120-80-3, 389120-80-3, 75496-03-6, 75496-03-6, 98-94-2

Cyclohexanamine has a fishy odor and is miscible with water. 
Like other amines, Cyclohexanamine is a weak base, compared to strong bases such as NaOH, but Cyclohexanamine is a stronger base than its aromatic analog, aniline.
Cyclohexanamine is a useful intermediate in the production of many other organic compounds.

Cyclohexanamine is a food contaminant arising from Cyclohexanamine use as a boiler water additive Cyclohexylamine, also called hexahydroaniline, 1-aminocyclohexane, or aminohexahydrobenzene, is an organic chemical, an amine derived from cyclohexane. 
Cyclohexanamine is a clear to yellowish liquid with fishy odor, with melting point of 17.7 ¬∞C and boiling point 134.5 ¬∞C, miscible with water. 

Like other amines, Cyclohexanamine is of mildly alkaline nature, compared to strong bases such as NaOH, but Cyclohexanamine is a stronger base than Cyclohexanamine aromatic sister compound aniline, which differs only in that Cyclohexanamine ring is aromatic. 
Cyclohexanamine is flammable, with flash point at 28.6 ¬∞C. 

Explosive mixtures of Cyclohexanamine with air can be formed above 26 ¬∞C. 
Cyclohexanamine is toxic by both ingestion and inhalation.

The inhalation itself may be fatal. 
Cyclohexanamine readily absorbs through skin, which Cyclohexanamine irritates. 

Cyclohexanamine is corrosive. 
Cyclohexanamine is listed as an extremely hazardous substance as defined by Section 302 of the U.S. Emergency Planning and Community Right-to-Know Act
A primary aliphatic amine consisting of Cyclohexanamine carrying an amino substituent.

Molar mass: 99.17
Density: 0.865 g/mL
Melting point: -18 °C
Boiling point: 134 °C

Molecular Weight: 99.17
XLogP3: 1.5     
Hydrogen Bond Donor Count: 1     
Hydrogen Bond Acceptor Count: 1  
   
Exact Mass: 99.104799419
Monoisotopic Mass: 99.104799419     
Topological Polar Surface Area: 26 Ų     
Heavy Atom Count: 7

Complexity: 46.1       
Covalently-Bonded Unit Count: 1     
Compound Is Canonicalized: Yes 

Cyclohexanamine is registered under the REACH Regulation and is manufactured in and / or imported to the European Economic Area, at ≥ 1 000 to < 10 000 tonnes per annum.
Cyclohexanamine is used by consumers, in articles, by professional workers (widespread uses), in formulation or re-packing, at industrial sites and in manufacturing.

Uses of Cyclohexanamine:
Consumer Uses of Cyclohexanamine:
Cyclohexanamine is used in the following products: polymers.
Release to the environment of Cyclohexanamine can occur from industrial use: formulation in materials and in the production of articles.

Other release to the environment of Cyclohexanamine is likely to occur from: outdoor use, indoor use, outdoor use in long-life materials with low release rate (e.g. metal, wooden and plastic construction and building materials) and indoor use in long-life materials with low release rate (e.g. flooring, furniture, toys, construction materials, curtains, foot-wear, leather products, paper and cardboard products, electronic equipment).

Widespread uses by professional workers of Cyclohexanamine:
Cyclohexanamine is used in the following products: polymers, adhesives and sealants, coating products and fillers, putties, plasters, modelling clay.
Cyclohexanamine is used in the following areas: formulation of mixtures and/or re-packaging, mining and building & construction work.

Cyclohexanamine is used for the manufacture of: plastic products and machinery and vehicles.
Release to the environment of Cyclohexanamine can occur from industrial use: formulation in materials, in the production of articles and formulation of mixtures.
Other release to the environment of Cyclohexanamine is likely to occur from: indoor use (e.g. machine wash liquids/detergents, automotive care products, paints and coating or adhesives, fragrances and air fresheners), outdoor use, outdoor use in long-life materials with low release rate (e.g. metal, wooden and plastic construction and building materials) and indoor use in long-life materials with low release rate (e.g. flooring, furniture, toys, construction materials, curtains, foot-wear, leather products, paper and cardboard products, electronic equipment).

Uses of Cyclohexanamine at industrial sites:
Cyclohexanamine is used in the following products: polymers.
Cyclohexanamine is used in the following areas: mining and building & construction work.

Cyclohexanamine is used for the manufacture of: plastic products, machinery and vehicles and furniture.
Release to the environment of Cyclohexanamine can occur from industrial use: in the production of articles, formulation in materials and in processing aids at industrial sites.
Other release to the environment of Cyclohexanamine is likely to occur from: outdoor use, indoor use, outdoor use in long-life materials with low release rate (e.g. metal, wooden and plastic construction and building materials) and indoor use in long-life materials with low release rate (e.g. flooring, furniture, toys, construction materials, curtains, foot-wear, leather products, paper and cardboard products, electronic equipment).

Applications of Cyclohexanamine:
Cyclohexanamine is used as an intermediate in synthesis of other organic compounds. 
Cyclohexanamine is the precursor to sulfenamide-based reagents used as accelerators for vulcanization. 
Cyclohexanamine is a building block for pharmaceuticals (e.g., mucolytics, analgesics, and bronchodilators). 

The amine itself is an effective corrosion inhibitor. 
The herbicide hexazinone and the anesthetic hexylcaine are derived from Cyclohexanamine.
Cyclohexanamine has been used as a flushing aid in the printing ink industry.

Preparation of Cyclohexanamine:
Cyclohexanamine is produced by two routes, the main one being the complete hydrogenation of aniline using some cobalt- or nickel-based catalysts: 
C6H5NH2 + 3 H2 → C6H11NH2

Cyclohexanamine is also prepared by alkylation of ammonia using cyclohexanol.

Cyclohexanamine appears as a clear colorless to yellow liquid with an odor of ammonia. 
Flash point of Cyclohexanamine is 90°F. 

Cyclohexanamine irritates the eyes and respiratory system. 
Skin contact of Cyclohexanamine may cause burns. 

Cyclohexanamine is less dense than water. 
Cyclohexanamine vapors heavier than air. 
Toxic oxides of nitrogen produced during combustion.

Manufacture of Cyclohexanamine:
Release to the environment of Cyclohexanamine can occur from industrial use: manufacturing of Cyclohexanamine.

Formulation or re-packing of Cyclohexanamine:
Cyclohexanamine is used in the following products: polymers, adhesives and sealants, coating products and fillers, putties, plasters, modelling clay.
Release to the environment of Cyclohexanamine can occur from industrial use: formulation in materials, in the production of articles and formulation of mixtures.

Other release to the environment of Cyclohexanamine is likely to occur from: indoor use, outdoor use resulting in inclusion into or onto a materials (e.g. binding agent in paints and coatings or adhesives), outdoor use in long-life materials with low release rate (e.g. metal, wooden and plastic construction and building materials) and indoor use in long-life materials with low release rate (e.g. flooring, furniture, toys, construction materials, curtains, foot-wear, leather products, paper and cardboard products, electronic equipment).

Cyclohexanamine**, also known as cyclohexylamine, is an organic compound with the chemical formula C₆H₁₁NH₂. It is a colorless liquid with an ammonia-like odor and is part of the class of amines, specifically an aliphatic amine derived from cyclohexane.

The compound features a cyclohexane ring with an amino group (-NH₂) attached, making it a primary amine. Cyclohexylamine is both hydrophobic (due to its hydrocarbon ring) and hydrophilic (due to the amine group), allowing it to dissolve in various solvents, including water, alcohols, and ether.

Cyclohexylamine is primarily used in the production of various chemicals, particularly as an intermediate in the synthesis of herbicides, antioxidants, vulcanization accelerators, and other industrial chemicals. It is also a key ingredient in water treatment, where it is used as a corrosion inhibitor.

Its ability to form strong complexes with metal ions makes it effective in reducing metal corrosion, especially in boiler systems. Additionally, cyclohexylamine derivatives are used in the manufacture of pharmaceuticals and dyes.

One of the main advantages of cyclohexylamine is its low boiling point (around 134°C), which makes it easily recoverable through distillation. However, it can be toxic and cause irritation upon exposure, particularly affecting the respiratory system, skin, and eyes.

Prolonged or high-level exposure can lead to more severe health risks, such as damage to the liver, kidneys, and central nervous system. Because of its toxicity and volatility, safety measures, including proper ventilation and protective equipment, are essential when handling cyclohexylamine.

From a chemical perspective, cyclohexylamine behaves as a typical amine, participating in various reactions such as alkylation, acylation, and Schiff base formation. It is a weak base with a pKa of about 10.6, which makes it moderately reactive in aqueous solutions.

Its applications in organic chemistry extend to acting as a base in neutralizing acids and as a building block for more complex molecules. The combination of its chemical versatility and utility in industrial processes makes cyclohexylamine a compound of significant importance in both commercial and research settings.