4,4'-Methylenedicyclohexanamine

Base Information

• Chemical Name: 4,4'-Methylenedicyclohexanamine
• CAS No.: 1761-71-3
• Deprecated CAS: 123203-35-0,1809080-89-4,24814-09-3
• Molecular Formula: C13H26N2
• Molecular Weight: 210.363
• Hs Code.: 29213000
• European Community (EC) Number: 217-168-8,229-737-8,229-738-3,229-739-9
• UN Number: 3259
• UNII: AR21XLU05L,B16001JGEW,H8V09V2RM3
• DSSTox Substance ID: DTXSID0024921,DTXSID00891273,DTXSID40891277,DTXSID80891276
• Nikkaji Number: J298.069J,J298.070C,J298.071A,J47.629C
• Wikipedia: 4,4'-Diaminodicyclohexylmethane
• Wikidata: Q16736630,Q27274239,Q27274069
• ChEMBL ID: CHEMBL1492978
• Mol file: 1761-71-3.mol

Synonyms:1,4-bis(aminocyclohexyl)methane;b-ACHM;dicyclohexylmethane-4,4'-diamine

Chemical Property of 4,4'-Methylenedicyclohexanamine

Chemical Property:

• Appearance/Colour: yellowish white liquid or brown solid paste
• Vapor Pressure: <0.1 mm Hg ( 38 °C)
• Melting Point: 60-65 °C
• Refractive Index: 1.5032 (estimate)
• Boiling Point: 320 °C at 760 mmHg
• PKA: 10.87±0.70(Predicted)
• Flash Point: 144.8 °C
• PSA: 52.04000
• Density: 0.948 g/cm³
• LogP: 3.81210
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Water Solubility.: Insoluble (
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 210.209598838
• Heavy Atom Count: 15
• Complexity: 157
• Transport DOT Label: Corrosive

Purity/Quality:

≥99% ^*data from raw suppliers

4,4''-Methylenebis(cyclohexylamine) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T+, N
• Hazard Codes: T+,N,C
• Statements: 26-34-51/53-48/22-43-35-22
• Safety Statements: 26-28-36/37/39-45-61-50-14

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Amines, Cyclic
• Canonical SMILES: C1CC(CCC1CC2CCC(CC2)N)N
• Uses: 4,4'-Methylenebis(cyclohexylamine) is a potential high inhibitive and high temperature resistant shale inhibitor. 4,4'-Diaminodicyclohexyl methane be used as organic intermediates and epoxy curing agents. 4,4'-Diaminodicyclohexylmethane is used as epoxy curing agents. It is a versatile intermediate to produce leather, rubber products, plastics, dyes, and photo sensitive polymers. It is used in manufacturing diisocyanates and polyamides. It is also used as lubricant additive as and corrosion inhibitor.

Technology Process of 4,4'-Methylenedicyclohexanamine

There total 11 articles about 4,4'-Methylenedicyclohexanamine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.6%

4,4'-diamino diphenyl methane (101-77-9) → 4,4'-diaminodicyclohexylmethane (1761-71-3)

Guidance literature:

With potassium aluminum sulfate; ruthenium on aluminium oxide; hydrogen; In tetrahydrofuran; at 140 ℃; for 4h; under 60006 Torr; Temperature; Autoclave; Large scale;

Reference yield: 87.0%

→ 4,4'-diaminodicyclohexylmethane (1761-71-3)

Guidance literature:

With sodium hydroxide; water; In butan-1-ol; at 230 ℃; for 4h; under 41254.1 Torr;

Reference yield: 65.0%

MDA-60 → 4,4'-diaminodicyclohexylmethane (1761-71-3)

Guidance literature:

MDA-60; With hydrogen; 5% Ru/LiAlO2; In tetrahydrofuran; at 185 ℃; for 3.35 - 4.16667h; under 42133 Torr;

With hydrogen; at 185 ℃; under 42133 Torr; Product distribution / selectivity;

upstream raw materials:

2,4'-diaminodiphenylmethane

N-Methyl-4,4'-methylenedianiline

4,4'-diamino diphenyl methane

2,2'-methylenedianiline

Downstream raw materials:

trans,trans-4,4′-diaminocyclohexylmethane

cis,trans-4,4′-diaminocyclohexylmethane

cis,cis-4,4′-diaminocyclohexylmethane

trans,trans-4,4'-diisocyanato dicyclohexylmethane

Refernces

• 1、 -. "Method for preparing aliphatic amine through reduction of aromatic amine compound". Paragraph 0033-0059; 0066-0071. . Retrieved 2018/07/30.
• 2、 -. "METHOD FOR PRODUCING (4-AMINOBENZYL) CYCLOHEXYLAMINE". Paragraph 0028. . Retrieved 2017/05/26.