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EC / List no.: 202-980-7
CAS no.: 101-83-7
Mol. formula: C12H23N
Dicyclohexylamine is a secondary amine with the chemical formula HN(C6H11)2.
Dicyclohexylamine is a colorless liquid, although commercial samples can appear yellow.
Dicyclohexylamine has a fishy odor, typical for amines.
Dicyclohexylamine is sparingly soluble in water.
As an amine, it is an organic base and useful precursor to other chemicals.
Synthesis
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.
Dicyclohexylamine is also obtained by reductive amination of cyclohexanone with ammonia or cyclohexylamine.
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.
Applications
Dicyclohexylamine has applications that are similar to those of cyclohexylamine, namely the production of:
antioxidants in rubber and plastics
vulcanization accelerators for rubber
corrosion inhibitors in steam pipes and boilers
agrochemicals
textile chemicals
catalysts for flexible polyurethane foams
Chemical Properties
Dicyclohexylamine is a combustible, colorless liquid with a faint amine odor.
Dicyclohexylamine is strongly basic with reactive amine groups which readily form TV-substituted derivatives.
Dicyclohexylamine also forms salts with inorganic and organic acids.
Dicyclohexylamine will also form crystalline hydrates and alcoholates.
Uses:
Dicyclohexylamine is manufactured by reacting equimolar quantities of cyclohexanone and cyclohexylamine or cyclohexanone and ammonia.
Dicyclohexylamine is used as a solvent and in organic syntheses.
Dicyclohexylamine is reportedly used as a chemical intermediate for the synthesis of corrosion inhibitors, rubber vulcanization accelerators, textiles, and varnishes.
Dicyclohexylamine (DCHA) is an aliphatic amine. As an intermediate, it can be used in a broad range of applications in different industries.
Dicyclohexylamine is used as a vulcanization accelerator.
In lubricants and cutting fluids it does function as a corrosion inhibitor.
Here it should be mentioned that Dicyclohexylamine does not form Nitrosamines when being used.
Reagent for preparation of crystalline amino acid derivative salts.
Dicyclohexylamine was used to constitute ionic liquid matrices for bacterial analysis in matrix assisted laser desorption/ionisation mass spectrometry.
Dicyclohexylamine was used to develop a new palladium catalyst for Suzuki coupling reaction of aryl bromides with boronic acids.
Dicyclohexylamine was used as extractant in determination of gold(III) by dispersive liquid-liquid microextraction and electrothermal atomic absorption spectrometry.
Industrial solvent; corrosion inhibitor.
Production Methods
Several methods are employed for the manufacture of dicyclohexylamine.
Dicyclohexylamine 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 Description
A 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 Reactions
Slightly soluble in water.
May be sensitive to air.
Reactivity Profile
DCHA 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.
Industrial uses:
Dicyclohexylamine is a widely used chemical intermediate.
Dicyclohexylamine 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.
Dicyclohexylamine is used to protect packaged or stored ferrous metals from atmospheric corrosion (Schweizer et al 1978).
Use and Manufacturing
INTERMEDIATE;
INSECTICIDES;
PLASTICIZER;
CORROSION INHIBITORS;
ANTIOXIDANTS IN RUBBER,
LUBRICATING OILS,
FUELS;
CATALYSTS FOR PAINT,
VARNISHES & INKS;
DETERGENTS;
EXTRACTANT
CHEM INT FOR MEDICINALS,
SOAPS AND DETERGENTS,
CATALYSTS IN PAINT,
VARNISH, & INK MFR;
EXTRACTANT FOR NATURAL PRODUCTS;
CHEM INT FOR VAPOR-PHASE CORROSION INHIBITORS,
RUBBER PROCESSING CHEMICALS
Manuf dyestuff,
emulsifying agents,
dry-cleaning soaps,
acid gas absorbents
Dicyclohexylamine can be commercially important in manufacturing sulfenamides
Used as a chemical intermediate for the synthesis of dicyclohexylammonium nitrite;
N,N-dicyclohexyl-2-benzothiazolesulphenamide;
N-methyldicyclohexylamine
Industry Uses
Corrosion inhibitors and anti-scaling agents
Intermediates
Lubricants and lubricant additives
Plasticizers
Consumer Uses
Automotive care products
Building/construction materials not covered elsewhere
Lubricants and greases
Water treatment products
General Manufacturing Information
Industry Processing Sectors
All other basic organic chemical manufacturing
All other chemical product and preparation manufacturing
Petrochemical manufacturing
Petroleum lubricating oil and grease manufacturing
Plastic material and resin manufacturing
Transportation equipment manufacturing
Wholesale and retail trade
Dicyclohexylamine was used to constitute ionic liquid matrices for bacterial analysis in matrix assisted laser desorption/ionisation mass spectrometry.
Dicyclohexylamine was used to develop a new palladium catalyst for Suzuki coupling reaction of aryl bromides with boronic acids.
Dicyclohexylamine was used as extractant in determination of gold(III) by dispersive liquid-liquid microextraction and electrothermal atomic absorption spectrometry.
Dicyclohexylamine (DCHA) with CAS No. 101-83-7 is an aliphatic amine.
As an intermediate, it can be used in a broad range of applications in different industries.
One of the main uses is in the rubber industry where the DCHA Dicyclohexylamine is used as a vulcanization accelerator.
In lubricants and cutting fluids it does function as a corrosion inhibitor.
Here it should be mentioned that Dicyclohexylamine does not form Nitrosamines when being used.
Other applications of DCHA Dicyclohexylamine are in e.g dyes (as of dye precursor) or the use as a plasticizer.
Connect Chemicals does have its own REACh registration for DCHA so that supplies in Europe are fully compliant.
Formula: C12H23N
Formula Weight: 181.32
Melting point: -2°
Boiling Point: 256°
Flash Point: 99°(210°F)
Density: 0.913
Refractive Index: 1.4842
Storage & Sensitivity: Air Sensitive.
Store under Nitrogen.
Ambient temperatures.
Solubility: Sparingly soluble in water (0.8 g/L).
Applications
Dicyclohexylamine is used as an intermediate for the production of antioxidants and vulcanization accelerator.
Dicyclohexylamine is used as a catalyst for flexible polyurethane foams.
Dicyclohexylamine is also used in agrochemicals and textile chemicals.
Used to constitute ionic liquid matrices for bacterial analysis in matrix assisted laser desorption/ionisation mass spectrometry.
Product Applications:
Polymer auxiliaries
Manufacturing of pharmaceutical agents
Paper industry
Pharmaceutical industry / Biotechnology
Plastic- and Rubberpolymers
Chemical synthesis
Chemical Industry
Petrochemicals
Petrol components
Accelerators for polymeres
Petroleum
Lubricants and oils
About Dicyclohexylamine
Helpful information
Dicyclohexylamine 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.
Dicyclohexylamine is used in articles, by professional workers (widespread uses), in formulation or re-packing, at industrial sites and in manufacturing.
Consumer Uses
ECHA has no public registered data indicating whether or in which chemical products the substance might be used. ECHA has no public registered data on the routes by which Dicyclohexylamine is most likely to be released to the environment.
Article service life
Release to the environment of Dicyclohexylamine can occur from industrial use: industrial abrasion processing with low release rate (e.g. cutting of textile, cutting, machining or grinding of metal) and of articles where the substances are not intended to be released and where the conditions of use do not promote release. Other release to the environment of Dicyclohexylamine is likely to occur from: 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). ECHA has no public registered data indicating whether or into which articles the substance might have been processed.
Widespread uses by professional workers
Dicyclohexylamine is used in the following products: metal working fluids.
Dicyclohexylamine is used for the manufacture of: fabricated metal products and machinery and vehicles.
Other release to the environment of Dicyclohexylamine is likely to occur from: indoor use as processing aid and outdoor use as processing aid.
Formulation or re-packing
ECHA has no public registered data indicating whether or in which chemical products the substance might be used. Release to the environment of Dicyclohexylamine can occur from industrial use: formulation of mixtures.
Uses at industrial sites
Dicyclohexylamine is used in the following products: metal working fluids, heat transfer fluids, hydraulic fluids, lubricants and greases and polymers.
Dicyclohexylamine has an industrial use resulting in manufacture of another substance (use of intermediates).
Dicyclohexylamine is used in the following areas: formulation of mixtures and/or re-packaging.
Dicyclohexylamine is used for the manufacture of: chemicals, fabricated metal products and machinery and vehicles.
Release to the environment of Dicyclohexylamine can occur from industrial use: in processing aids at industrial sites, as an intermediate step in further manufacturing of another substance (use of intermediates), in the production of articles and of substances in closed systems with minimal release.
Manufacture
Release to the environment of Dicyclohexylamine can occur from industrial use: manufacturing of the substance.
Dicyclohexylamine (DCHA) is used in organic synthesis, also used as pesticides, acid gas absorbent, and steel rust Widely used as intermediates in organic synthesis can be used for making dyes intermediates, rubber accelerator, nitrocellulose lacquer, pesticides, catalysts, preservatives, gas, and fuel anti-oxidation inhibitor additives.
Also used as an extraction agent.
DicyclohexylamineQuick Details
Chemical Name:Dicyclohexylamine
CAS: 101-83-7
Molecular Fomula:C12H23N
Molecular Weight:181.32
Chemical Structure:
Appearance: Colorless Liquid
Purity: 99.0%
DicyclohexylamineTypical Properties
Dicyclohexylamine Usage
Widely used as an intermediate in organic synthesis, it can be used to prepare dye intermediates, rubber accelerators, nitrocellulose lacquers, insecticides, catalysts, preservatives, gas phase corrosion inhibitors and fuel antioxidant additives.
Also used as an extractant.
The fatty acid salts and sulfates of dicyclohexylamine have the detergency properties of soaps used in the printing and dyeing and textile industries.
Its metal complex is used as a catalyst for inks and paints.
Dicyclohexylamine is Colourless liquid.
Storage: Keep container tightly closed.
Keep container in a cool, well-ventilated area.
Waste Disposal: Waste must be disposed of in accordance with federal, state and local environmental control regulations.
Application:
Dicyclohexylamine is used mainly to manufacture corrosion inhibitors, paper and textile additives and vulcanization accelerators.
The numerous other applications of Dicyclohexylamine include oil additives, plasticizers and dye precursors.
Dicyclohexylamine is used as organic intermediate for the manufacture of dyes, pyroxyline varnish, insecticides, catalysts etc.
IUPAC NAMES:
Dicyclohexylamine
dicyclohexylamine
dicyclohexylamine
dicyclohexylamine (DCHA)
dicyklohexylamin
N, N-Dicyclohexylamine
n-cyclohecylcyclohexanamine
N-cyclohexylcyclohexanamine
SYNONYMS:
DICYCLOHEXYLAMINE
DCHA
DODECAHYDRODIPHENYLAMINE
AURORA KA-7610
Dicyclohexylamin
CYCLOHEXANAMINE,N-CYCLOHEXY
DICYCLOHEXYLAMINE (SEE 2560)
DICYCLOHEXYLAMINE, 99% (SEE 2551)
Cyclohexylcyclohexanamine
Dicha
di-cha
Dicyklohexylamin
dicyklohexylamin(czech)
N,N-Diclohexylamine
n-cyclohexyl-cyclohexanamin
N-Cyclohexylcyclohexanamine
N-cyclohexyl-Cyclohexanamine
N-Cyclohexyl-cyclohexylamine
Perhydrodiphenylamine
n,n-dicyclohexylamine
Dicyclohexylamine, 99+%
Cyclohexanamine, N-cyclohexyl-
Boc-D-Pen(pMeBzl)-OH•
Boc-Glu-OBzl•
Boc-Homotyr-OH•
Boc-Hyp(Bzl)-OH•
DICYCLOHEXYLAMINE, 1000MG,NEAT
DicylohexylamineForSynthesis
Dicyclohexylamine, 98.5%
Dicyclohexamine
Iminobis(cyclohexane)
Bis(cyclohexyl)
DicyclohexylaMine, 99+% 500ML
DICYCLOHEXYLAMINE, PRACT.
DICYCLOHEXYLAMINE FOR SYNTHESIS
DICYCLOHEXYLAMINE (DCHA)
DCHA)DicyclohexylaM
DicyclohexylaM
Aminodicyclohexane
Bis(cyclohexyl)amine
Dicyklohexylamin(DCHA)
Dicyclohexylamine≥ 99% (GC)
Boc-D-cyclopropylalanine·
Boc-beta-cyclopropyl-L-Alanine·
2-{[(benzyloxy)carbonyl]amino}-3-cyclopropylpropanoic acid
2-[4-({[(2S,3R)-3-(benzyloxy)-2-{[(tert-butoxy)carbonyl]amino}butanoyl]oxy}methyl)phenyl]acetic acid
(2S,4R)-4-(tert-butoxy)-1-[(tert-butoxy)carbonyl]pyrrolidine-2-carboxylic acid
(2S)-5-{[(tert-butoxy)carbonyl]amino}-2-{[(prop-2-en-1-yloxy)carbonyl]amino}pentanoic acid
(2S)-4-(tert-butoxy)-4-oxo-2-{[(prop-2-en-1-yloxy)carbonyl]amino}butanoic acid
(2S)-2-{[(tert-butoxy)carbonyl]amino}butanoic acid
(2S)-2-{[(tert-butoxy)carbonyl]amino}-6-{[1-(4,4-dimethyl-2,6-dioxocyclohexylidene)-3-methylbutyl]amino}hexanoic acid
(2S)-2-{[(tert-butoxy)carbonyl]amino}-5-methylhexanoic acid
(2S)-2-{[(tert-butoxy)carbonyl](methyl)amino}hexanoic acid
3-methoxy-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoic acid
AK126767
(2R)-2-{[(tert-butoxy)carbonyl]amino}-5-methylhexanoic acid
(2R)-2-{[(benzyloxy)carbonyl]amino}-5-{N'-[(2,2,4,6,7-pentamethyl-2,3-dihydro-1-benzofuran-5-yl)sulfonyl]carbamimidamido}pentanoic acid
(2R)-3-(4-{[(benzyloxy)carbonyl]amino}phenyl)-2-{[(tert-butoxy)carbonyl]amino}propanoic acidDICYCLOHEXYLAMINE
N-Cyclohexylcyclohexanamine
101-83-7
Cyclohexanamine, N-cyclohexyl-
DCHA
N,N-Dicyclohexylamine
Dicha
Dodecahydrodiphenylamine
Dicyklohexylamin
N,N-Diclohexylamine
N-Cyclohexyl-cyclohexylamine
Dicyklohexylamin [Czech]
NSC 3399
UNII-1A93RJW924
CCRIS 6228
HSDB 4018
EINECS 202-980-7
UN2565
BRN 0605923
MLS002174250
CHEBI:34694
AI3-15334
1A93RJW924
Dicyclohexylamine, 99+%
DCH
dicydohexylamine
dicylohexylamine
dicylcohexylamine
Aminodicyclohexane
di-cyclohexylamine
dicyclohexyl-amine
Dicyclohexyl amine
bis-cyclohexylamine
Bis(cyclohexyl)amine
Cy2NH
Cyclohexylcyclohexanamine
Dicyclohexylamine, 99%
Ac-|A-Ala-OH.DCHA
SCHEMBL500
EC 202-980-7
cid_7582
ACMC-1C91X
NCIOpen2_002862
Oprea1_024913
N,N-DICYCLOHXYL-AMINE
4-12-00-00022 (Beilstein Handbook Reference)
C1CCC(CC1)[N]C1CCCCC1
Dicyclohexylamine, analytical standard
Dicyclohexylamine Dodecahydro diphenylamine
Dicyclohexylamine [UN2565] [Corrosive]
