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Dicyclohexylamine

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Dicyclohexylamine Basic information
Dicyclohexylamine Chemical Properties
  • Melting point:-2 °C
  • Boiling point:256 °C
  • Density 0.912 g/mL at 20 °C(lit.)
  • vapor density 6 (vs air)
  • vapor pressure 12 mm Hg ( 37.7 °C)
  • refractive index n20/D 1.4842(lit.)
  • Flash point:205 °F
  • storage temp. Store at RT.
  • solubility organic solvents: soluble
  • form Crystalline Powder
  • pka10.4(at 25℃)
  • color White to off-white
  • PH11 (1g/l, H2O, 20℃)
  • explosive limit0.8-4.6%(V)
  • Water Solubility 1 g/L (20 ºC)
  • FreezingPoint -2℃
  • Sensitive Air Sensitive
  • Merck 14,3095
  • BRN 605923
  • Stability:Stable. Incompatible with strong acids, strong oxidizing agents.
  • InChIKeyXBPCUCUWBYBCDP-UHFFFAOYSA-N
  • CAS DataBase Reference101-83-7(CAS DataBase Reference)
  • NIST Chemistry ReferenceCyclohexanamine, N-cyclohexyl-(101-83-7)
  • EPA Substance Registry SystemDicyclohexylamine (101-83-7)
Safety Information
MSDS
Dicyclohexylamine Usage And Synthesis
  • Chemical PropertiesDicyclohexylamine is a combustible, colorless liquid with a faint amine odor.
  • Chemical PropertiesDicyclohexylamine is strongly basic with reactive amine groups which readily form TV-substituted derivatives. It also forms salts with inorganic and organic acids. Dicyclohexylamine will also form crystalline hydrates and alcoholates.
  • UsesDicyclohexylamine is manufactured by reacting equimolar quantities of cyclohexanone and cyclohexylamine or cyclohexanone and ammonia. It is used as a solvent and in organic syntheses. It is reportedly used as a chemical intermediate for the synthesis of corrosion inhibitors, rubber vulcanization accelerators, textiles, and varnishes.
  • UsesReagent for preparation of crystalline amino acid derivative salts.
  • UsesIndustrial solvent; corrosion inhibitor.
  • Production MethodsSeveral methods are employed for the manufacture of dicyclohexylamine. It can be manufactured by hydrogenation of equimolar amounts of cyclohexanone and cyclohexylamine. Alternatively, dicyclohexylamine can be prepared by vapor phase catalytic hydrogenation of aniline at elevated temperature and pressure. Fractionation of the crude reaction product yields cyclohexylamine, unreacted aniline, and a high boiling residue comprised of N-phenylcyclohexylamine and dicyclohexylamine (Windholz et al 1983).
  • General DescriptionA colorless liquid with a faint fishlike odor. Less dense than water. May be toxic by ingestion. Severely irritates skin, eyes and mucous membranes. Used to make paints, varnishes and detergents.
  • Air & Water ReactionsSlightly soluble in water. May be sensitive to air.
  • Reactivity ProfileDCHA reacts with oxidizing agents. Forms crystalline salts with many N-protected amino acids . Neutralizes acids in exothermic reactions to form salts plus water. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen may be generated in combination with strong reducing agents, such as hydrides.
  • Health HazardTOXIC; inhalation, ingestion or skin contact with material may cause severe injury or death. Contact with molten substance may cause severe burns to skin and eyes. Avoid any skin contact. Effects of contact or inhalation may be delayed. Fire may produce irritating, corrosive and/or toxic gases. Runoff from fire control or dilution water may be corrosive and/or toxic and cause pollution.
  • Health HazardDicyclohexylamine is a strong irritant to skin and mucous membranes. Direct skin contact with the liquid or vapor should be avoided. Its systemic effects in man include nausea and vomiting, anxiety, restlessness and drowsiness. Individuals repeatedly exposed to this chemical may develop sensitivity to it (HSDB 1988).
  • Fire HazardCombustible material: may burn but does not ignite readily. When heated, vapors may form explosive mixtures with air: indoors, outdoors and sewers explosion hazards. Contact with metals may evolve flammable hydrogen gas. Containers may explode when heated. Runoff may pollute waterways. Substance may be transported in a molten form.
  • Industrial usesDicyclohexylamine is a widely used chemical intermediate. It can be used to absorb acidic gases, to preserve rubber latex, to plasticize casein, and to neutralize plant and insect poisons. Metal complexes of dicyclohexylamine are catalysts used in the paint, varnish, and ink industries. Dicyclohexylamine salts of fatty acids and sulfuric acid have soap and detergent properties used in the printing and textile industries. One of the most important uses of dicyclohexylamine is as a vapor phase corrosion inhibitor. It is used to protect packaged or stored ferrous metals from atmospheric corrosion (Schweizer et al 1978).
  • Safety ProfilePoison by ingestion and subcutaneous routes. Corrosive. A severe skin and eye irritant. Questionable carcinogen with experimental tumorigenic data. Human mutation data reported. Combustible when exposed to heat or flame; can react with oxidizing materials. To fight fue, use alcohol foam, CO2, dry chemical. When heated to decomposition it emits toxic fumes of NOx. See also CYCLOHEXYLAMINE.
  • Potential ExposureDicyclohexylamine salts of fatty acids and sulfuric acid have soap and detergent properties useful to the printing and textile industries. Metal complexes of DI-CHA are used as catalysts in the paint, varnish, the ink industries. Several vapor-phase corrosion inhibitors are solid DI-CHA derivatives. These compounds are slightly volatile at normal temperatures and are used to protect packaged or stored ferrous metals from atmospheric corrosion. Dicyclohexylamine is also used for a number of other purposes: plasticizers, insecticidal formulations; antioxidant in lubricating oils, fuels, and rubber; and as an extractant. Incompatibilities: Contact with strong oxidizers can cause fire and explosion hazard
  • MetabolismThe extensive use of cyclamates as artificial sweeteners a number of years ago led to extensive study on the metabolism and carcinogenicity of cyclohexylamine, a metabolic product of cyclamate. However, there is little such information available concerning dicyclohexylamine. Filov (1968) investigated the metabolism of cyclohexylamine and dicyclohexylamine. Both amines were readily absorbed from the gastro-intestinal tract. In addition, they rapidly entered the bloodstream following inhalation and penetrated intact skin. In rats, it was determined that 26-44% of dicyclohexylamine present in the stomach was eliminated unchanged, mostly in the urine. The clearance rate of the amines was also quite high, particularly for dicyclohexylamine.
  • ShippingUN2565 Dicyclohexylamine, Hazard class: 8; Labels: 8-Corrosive material
  • IncompatibilitiesDicyclohexylamine salts of fatty acids and sulfuric acid have soap and detergent properties useful to the printing and textile industries. Metal complexes of DI-CHA are used as catalysts in the paint, varnish, the ink industries. Several vapor-phase corrosion inhibitors are solid DI-CHA derivatives. These compounds are slightly volatile at normal temperatures and are used to protect packaged or stored ferrous metals from atmospheric corrosion. Dicyclohexylamine is also used for a number of other purposes: plasticizers, insecticidal formulations; antioxidant in lubricating oils, fuels, and rubber; and as an extractant. Incompatibilities: Contact with strong oxidizers can cause fire and explosion hazard
  • Waste DisposalIncineration; incinerator equipped with a scrubber or thermal unit to reduce nitrogen oxides emissions.
Dicyclohexylamine Preparation Products And Raw materials
Dicyclohexylamine(101-83-7)Related Product Information
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