|Cyclohexylamine Chemical Properties|
|Melting point ||-17 °C|
|Boiling point ||134 °C(lit.)|
|density ||0.867 g/mL at 25 °C(lit.)|
|vapor density ||3.42 (vs air)|
|vapor pressure ||10 mm Hg ( 22 °C)|
|refractive index ||n20/D 1.459(lit.)|
|Fp ||90 °F|
|storage temp. ||Flammables area|
|Water Solubility ||MISCIBLE|
|CAS DataBase Reference||108-91-8(CAS DataBase Reference)|
|NIST Chemistry Reference||Cyclohexanamine(108-91-8)|
|EPA Substance Registry System||Cyclohexanamine(108-91-8)|
|Cyclohexylamine Usage And Synthesis|
|Physical and Chemical Properties||Cyclohexylamine is a kind of transparent and colorless liquid with a strong fishy taste and ammonia-like smelling. It is flammable with a relative molecular mass being 99.18, the relative density being 0.8191, the melting point being-17.7 ℃, boiling point being 134.5 ℃, 118.9 ℃ (6.67 × 104Pa), 102.5 ℃ (4.00 × 104Pa), 72.0 ℃ (1.33 × 104Pa), 56.0 ℃ (6.67 × 103Pa), 45.1 ℃ (4.00 × 103Pa), 41.3 ℃ (3.33 × 103Pa ), 36.4 ℃ (2.67 × 103Pa), 30.5 ℃ (1.99 × 103Pa), 25.0 ℃ (1.17 × 103Pa), the refractive index being 1.4372, the flash point being 32 ℃ and the ignition point being 265 ℃. It is soluble in water and can be miscible with common organic solvents such as ethanol, ethyl ether, acetone, ethyl acetate, chloroform, heptane, benzene and the like. Cyclohexylamine can be evaporated together with the steam and can absorb the carbon dioxide in the air to form a white crystalline carbonate. It can form azeotrope with water with the co-boiling point being 96.4 ℃ and water content being 55.8%. Its aqueous solution is alkaline. The pH of 0.01% aqueous solution of 0.01% is 10.5. Its steam can form explosive mixture with air. This product is toxic and irritating to the skin and mucous membranes, causing gangrene; inhaling its vapors has a narcotic effect but without causing blood poisoning. Rat oral administration: LD50: 710 mg/kg. The maximal allowable concentration in workplace is 10 × 10-6. |
Heating cyclohexylamine together with hydrogen iodide in a sealed tube at 200 ℃ can generate methyl cyclopentane. Heating cyclohexylamine together with dimethyl sulfate in ether generate methyl cyclohexane and a small amount of dimethyl cyclohexylamine as well. Its hydrochloride can have reaction with sodium nitrite salt to generate cyclohexanol. Its reaction with excess amount of ammonia and zinc chloride can generate 2-methyl-pyridine.
Preparation: they finished product of cyclohexylamine can produced through catalyzing the reduction action of aniline at a high temperature and high pressure (with nickel or cobalt as the catalyst); it can also be produced by taking the cyclohexanol and cyclohexanone as the raw material produced from catalytic reduction of phenol, and further go through amination action with ammonia to prepare it. In industry, cyclohexylamine is mainly used as the thiazole vulcanization accelerator of rubber as well as being used as the tank cleaning agent, dyeing auxiliaries and surfactants.
The above information is edited by the Chemicalbook of Dai Xiongfeng.
|The main purpose||Cyclohexylamine can be used as the raw materials of surfactants for production of alkylbenzene sulfonate for being used as emulsifier and foaming agent; |
It can be used as the raw materials of making perfume for production of cyclohexyl allyl propionate;
It can be used as the raw materials of production of dye such as being used for production of Acidic Blue 62, disperse fluorescent yellow, fluorescent yellow dispersion H5GL, weak acid blue BRN, Disperse Blue 6 and dye additives;
It can be used as the raw material of food additives sweeteners; cyclohexylamine can also be used to produce cyclohexylamine sulfonate salts and Sodium Cyclamate; the later one is a sweeter which is 30 times as sweet as sucrose. The Ministry of health of China has approved it for being applied to pickles, sauces, wine preparation, cakes, biscuits, bread, frozen drinks, beverage with the maximum allowable amount being 0.65g /kg.
It can be used as the raw materials of pesticide such as insecticide "propargite" for fruit tree production, herbicides “WilBur” and bactericidal agent;
It can be used in the preparation of the additives used in petroleum products, the treatment agent of boiler feed water and corrosion remover;
It can be used as the raw material for production of thiazole vulcanization accelerator of rubber CZ; this kind of vulcanization accelerator has an excellent efficacy which is especially suitable for SBR and FDA rubber.
It can be used as a rust inhibitor for producing anti-rust paper;
It can be used as a tank cleaning agent;
It can be use as antifreeze agent;
It can be used as Antistatic agents (Textile auxiliaries), latex agglutination agents and additives for petroleum products;
Owing to the alkalinity of the cyclohexylamine aqueous solution, it can be used as the absorber for removing carbon dioxide and sulfur dioxide.
|Chemical Properties||It is colorless liquid with an unpleasant odor. It is miscible with various kinds of organic solvents.
|Uses||It can be used as the vulcanization accelerator of rubber; and also used as the raw material of synthetic fibers, dyes, and gaseous-phase corrosion inhibitor. |
It can be used for the manufacture of dyes, softener VS and drugs such as Antiradon, thio-TEPA and solaziquone; it can also be used in medicine, pesticides.
Cyclohexylamine is the intermediate of herbicides “Hexazinone” as well as the intermediate of rubber accelerators, oil additives, and corrosion inhibitors.
This product can be used for the preparation of cyclohexanol, cyclohexanone, caprolactam, cellulose acetate and nylon 6 and the like. Cyclohexylamine itself is a solvent and can be used in resins, paints, fat, and paraffin oils. It can also be used for making desulfurization agent, rubber antioxidant, vulcanization accelerator, chemical auxiliaries of plastics and textile, the treatment agent of boiler feed water, metal corrosion inhibitors, emulsifiers, preservatives, anti-static agents, latex coagulants, oil additives , fungicides, pesticides and dye intermediates. The sulfonate salt of cyclohexylamine can be used as artificial sweeteners for being applied to foods, beverages and pharmaceuticals.
It can be used in organic synthesis, plastic synthesis, also used as a preservative and acid gas absorbent.
It can be used for the production of water treatment chemicals, artificial sweeteners, and the intermediate of rubber processing chemicals and agrochemicals.
It can be used as acidic gas absorbent for organic synthesis.
|Production method||It is derived from the catalyzed hydrogenation of aniline. The process can be divided into normal pressure method and reduced pressure method. In addition, other routes such as the catalytic aminolysis of either cyclohexane or cyclohexanol, the reduction of nitro cyclohexane, and the catalyzed aminolysis of cyclohexanone can also be applied for produce cyclohexylamine. |
The preparation method is using aniline as raw materials and going through catalytic hydrogenation. Mix the aniline vapor and hydrogen gas and pour into the catalytic reactor; carry out the hydrogenation reaction at 130 to 170 ℃ in the presence of a cobalt catalyst with the finished product obtained after cooling and further distillation.
|Toxicity grading||highly toxic
|Acute toxicity||Oral-rat LD50: 156 mg/kg; Oral-Mouse LD50: 224 mg/kg
|Irritation data||Skin-rabbit 2 mg/24 hours Mild; Eyes-Rabbit 0.05 mg/24 hours, severe.
|Hazardous characteristics of explosive||Being mixed with air can be explosive.
|Flammability and hazard characteristics||it is flammable in case of fire, heat, and oxidants with combustion producing toxic fumes of nitrogen oxides.
|Storage characteristics||Treasury: ventilation, low-temperature and drying; store it separately with oxidants and acids.
|Chemical Properties||clear liquid|
|Definition||ChEBI: A primary aliphatic amine consisting of cyclohexane carrying an amino substituent.|
|Extinguishing agent||Dry powder, dry sand, carbon dioxide, foam, 1211 fire extinguishing agent.
|Professional standards||TWA 40 mg/m3|
|General Description||A clear colorless to yellow liquid with an odor of ammonia. Flash point 90°F. Irritates the eyes and respiratory system. Skin contact may cause burns. Less dense than water. Vapors heavier than air. Toxic oxides of nitrogen produced during combustion.|
|Air & Water Reactions||Highly flammable. Sensitive to air and light. Soluble in water.|
|Reactivity Profile||Cyclohexylamine 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 Hazard||This is classified as very toxic -- probable oral lethal dose is 50-500 mg/kg or between 1 teaspoon and 1 ounce for a 70 kg (150 lb.) person. It is considered a nerve poison. This is a weak methemoglobin-forming substance.|
|Fire Hazard||When heated to decomposition, Cyclohexylamine emits highly toxic fumes. Vapor may travel a considerable distance to source of ignition and flash back. Toxic oxides of nitrogen are produced during combustion. Nitric acid; reacts vigorously with oxiding materials. Stable, avoid physical damage, storage with oxidizing material.|
|Cyclohexylamine Preparation Products And Raw materials|