Dicyclohexylamine

Table of Contents

Dicyclohexylamine

Dicyclohexylamine, also called DCHA, is a secondary amine with the chemical formula HN(C6H11)2. 

Dicyclohexylamine (DCHA) with CAS No. 101-83-7 is an aliphatic amine. 

Preferred IUPAC name: N-Cyclohexylcyclohexanamine

Synonyms: DCHA, Dicha, N,N-Diclohexylamine, N,N-Dicyclohexylamine, N-Cyclohexyl-cyclohexylamine, Dodecahydrodiphenylamine,  N-Cyclohexylcyclohexanamine, Cyclohexanamine, N-cyclohexyl-

 

Dicyclohexylamine is also used for several purposes: plasticizers, insecticidal formulations; antioxidants in lubricating oils, fuels, and rubber; and as an extractant.  

CAS Number: 101-83-7 

EC / List no.: 202-980-7

CAS no.: 101-83-7

Mol. formula: C12H23N

Properties of Dicyclohexylamine

Chemical formula: 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)

Solubility in water: 0.8 g/L

Dicyclohexylamine is a colorless liquid, although commercial samples can appear yellow. 

Dicyclohexylamine has a fishy odor, typical for amines. It is sparingly soluble in water. 

As an amine, Dicyclohexylamine is an organic base and a valuable precursor to other chemicals.

Dicyclohexylamine salts of fatty acids and sulfuric acid have soap and detergent properties beneficial to the printing and textile industries. 

Dicyclohexylamine metal complexes are catalysts in the paint, varnish, and ink industries. 

Several vapor-phase corrosion inhibitors are solid Dicyclohexylamine derivatives. 

These compounds are slightly volatile at average temperatures and are used to protect packaged or stored ferrous metals from atmospheric corrosion. 

Dicyclohexylamine is also used for several purposes: plasticizers, insecticidal formulations; antioxidants in lubricating oils, fuels, and rubber; and as an extractant. 

Incompatibilities of Dicyclohexylamine: Contact with strong oxidizers can cause fire and explosion hazard

Synthesis

Dicyclohexylamine, as a mixture with cyclohexylamine, is prepared by the catalytic hydrogenation of aniline (phenylamine) with a ruthenium and/or palladium catalyst. 

This method produces mainly cyclohexylamine with little dicyclohexylamine. 

Better results have been reported when the catalyst is applied to support niobic 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 of Dicyclohexylamine:

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

As an intermediate, it can be used in various industry applications.

DCHA Dicyclohexylamine is used as a vulcanization accelerator. 

Application in lubricants and cutting Industry: 

Dicyclohexylamine functions as a corrosion inhibitor in lubricants and cutting fluids,  

Dicyclohexylamine does not form Nitrosamines when used.

Other applications of DCHA Dicyclohexylamine are, e.g., dyes (as of dye precursor) or the use as a plasticizer.

Dicyclohexylamine is a widely used chemical intermediate. 

Dicyclohexylamine can be used to absorb acidic gases, preserve rubber latex, plasticize casein, and 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 essential uses of dicyclohexylamine is as a vapor phase corrosion inhibitor. 

Dicyclohexylamine is used to protect packaged or stored ferrous metals from atmospheric corrosion.

Dicyclohexylamine constituted ionic liquid matrices for bacterial analysis in matrix-assisted laser desorption/ionization mass spectrometry. 

It was used to develop a new palladium catalyst for the Suzuki coupling reaction of aryl bromides with boronic acids.

 It was used as an extractant in the determination of gold(III) by dispersive liquid-liquid microextraction and electrothermal atomic absorption spectrometry

 

DICYCLOHEXYLAMINE

101-83-7

N-Cyclohexylcyclohexanamine

Cyclohexanamine, N-cyclohexyl-

DCHA

Dicha

N,N-Dicyclohexylamine

Dodecahydrodiphenylamine

Dicyklohexylamin

N,N-Diclohexylamine

N-Cyclohexyl-cyclohexylamine

Dicyklohexylamin [Czech]

NSC 3399

CCRIS 6228

HSDB 4018

EINECS 202-980-7

UN2565

UNII-1A93RJW924

BRN 0605923

MLS002174250

CHEBI:34694

AI3-15334

1A93RJW924

NCGC00090955-03

SMR001224510

DCH

DTXSID6025018

NSC-3399

C12H23N

EC 202-980-7

4-12-00-00022 (Beilstein Handbook Reference)

DTXCID005018

CAS-101-83-7

dicydohexylamine

dicylohexylamine

dicylcohexylamine

Aminodicyclohexane

Cyclohexanamine, N -cyclohexyl-

di-cyclohexylamine

dicyclohexyl-amine

Dicyclohexyl amine

bis-cyclohexylamine

Bis(cyclohexyl)amine

Cy2NH

Cyclohexylcyclohexanamine

Dicyclohexylamine, 99%

Dicyclohexylamine, 99+%

DSSTox_CID_5018

SCHEMBL500

cid_7582

DSSTox_RID_77630

NCIOpen2_002862

DSSTox_GSID_25018

Oprea1_024913

N,N-DICYCLOHXYL-AMINE

MLS002152900

BIDD:ER0258

DICYCLOHEXYLAMINE [MI]

WLN: L6TJ AM-AL6TJ

Ciclohexanamina, N-ciclohexil-

DICYCLOHEXYLAMINE [HSDB]

CHEMBL1451838

BDBM74256

NSC3399

HMS3741I15

STR04129

Tox21_111044

Tox21_201771

Tox21_303097

BBL002970

LS-340

MFCD00011658

NA2565

STK379549

Dicyclohexylamine, analytical standard

AKOS000119059

Tox21_111044_1

UN 2565

NCGC00090955-01

NCGC00090955-02

NCGC00090955-04

NCGC00090955-05

NCGC00090955-06

NCGC00257081-01

NCGC00259320-01

Dicyclohexylamine [UN2565] [Corrosive]

Dicyclohexylamine Dodecahydro diphenylamine

Dicyclohexylamine [UN2565] [Corrosive]

D0435

FT-0624742

EN300-17273

A11830

AG-617/02036022

Q425368

J-000503

F2190-0312

DICYCLOHEXYLAMINE (SEE ALSO DICYCLOHEXYLAMINE NITRITE 3129-91-7)

InChI=1/C12H23N/c1-3-7-11(8-4-1)13-12-9-5-2-6-10-12/h11-13H,1-10H

Translated names

dicicloesilamina (it)

diciclohexilamina (es)

diciclohexilamina (pt)

diciclohexilamina (ro)

dicikloheksilamin (hr)

dicikloheksilamin (sl)

dicikloheksilaminas (lt)

dicikloheksilamīns (lv)

diciklohexil-amin (hu)

dicyclohexylamin (da)

Dicyclohexylamin (de)

dicyclohexylamine (fr)

dicyclohexylamine (nl)

dicykloheksylamin (no)

dicykloheksyloamina (pl)

dicyklohexylamin (cs)

dicyklohexylamin (sv)

dicyklohexylamín (sk)

disykloheksyyliamiini (fi)

Ditsükloheksüülamiin (et)

δικυκλοεξυλαμίνη (el)

дициклохексиламин (bg)

IUPAC names

Dicyclohexylamine

dicyclohexylamine

dicyclohexylamine

dicyclohexylamine (DCHA)

dicyklohexylamin

N, N-Dicyclohexylamine

n-cyclohecylcyclohexanamine

N-cyclohexylcyclohexanamine

Trade names

DCHA

dicyclohexylamine

Other identifiers

DICYCLOHEXYLAMINE reacts with oxidizing agents. Forms crystalline salts with many N-protected amino acids (NTP, 1992). Neutralizes acids in exothermic reactions to form salts plus water. It may be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen may be generated in combination with potent reducing agents, such as hydrides.

Alternate Chemical Names

AMINODICYCLOHEXANE

BIS(CYCLOHEXYL)AMINE

DCHA

DICYCLOHEXYLAMINE

DODECAHYDRODIPHENYLAMINE

N,N-DICYCLOHEXYLAMINE

N-CYCLOHEXANAMINE

N-CYCLOHEXYLCYCLOHEXANAMIDE

N-CYCLOHEXYLCYCLOHEXANAMINE

PERHYDRODIPHENYLAMINE

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- 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 acid (2S,4R)-Boc- 4-azido-pyrrolidine-2-carboxylic acid· Z-beta-tert-butyl-L-alanine· (S)-Boc-2-amino-6-benzyloxy-hexanoic acid· 8-(Boc-amino)-3,6-dioxaoctanoic acid·

OTHER PRODUCTS OF ATAMAN CHEMICALS THAT MIGHT BE OF INTEREST:

CYLOHEXYLAMINE

CHA

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