1,3-Cyclohexanedimethanamine

Base Information

• Chemical Name: 1,3-Cyclohexanedimethanamine
• CAS No.: 2579-20-6
• Molecular Formula: C8H18N2
• Molecular Weight: 142.244
• Hs Code.: Oral rat LD50: 800 mg/kg
• European Community (EC) Number: 219-941-5
• UNII: VR58242KKB
• DSSTox Substance ID: DTXSID4041238
• Nikkaji Number: J48.534I
• Wikipedia: 1,3-BAC
• Wikidata: Q18455438
• ChEMBL ID: CHEMBL3186877
• Mol file: 2579-20-6.mol

Synonyms:1,3-cyclohexanebis(methylamine);CBM cpd

Chemical Property of 1,3-Cyclohexanedimethanamine

Chemical Property:

• Appearance/Colour: Clear colorless liquid
• Vapor Pressure: 0.116mmHg at 25°C
• Melting Point: -70 °C
• Refractive Index: n20/D 1.493(lit.)
• Boiling Point: 219.95 °C at 760 mmHg
• PKA: 10.57±0.29(Predicted)
• Flash Point: 106.111 °C
• PSA: 52.04000
• Density: 0.912 g/cm³
• LogP: 2.11080
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Water Solubility.: Soluble
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 142.146998583
• Heavy Atom Count: 10
• Complexity: 83.3

Purity/Quality:

99.9% ^*data from raw suppliers

Cyclohexane-1,3-diyldimethanamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 20/21/22-34-22-52/53-35-21/22
• Safety Statements: 26-27-28-36/37/39-45-25-61

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1CC(CC(C1)CN)CN
• Uses: 1,3-cyclohexanebis(methylamine) be used as organic intermediates and epoxy curing agents. 1,3-Cyclohexanebis(methylamine), mixture of isomers (1,3-BAC), is used as a cross-linking agent that can be used in the formation of fiber-based membranes for the separation of CO2. It can also be used in the synthesis of open-framework bimetallic phosphites for potential usage in molecular sieves and ion exchangers.

Technology Process of 1,3-Cyclohexanedimethanamine

There total 11 articles about 1,3-Cyclohexanedimethanamine 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: 90.6%

1,3-di(aminomethyl)benzene (1477-55-0) → cis, trans-1,3-dimethylaminocyclohexane (2579-20-6)

Guidance literature:

With 5% active carbon-supported ruthenium; lithium nitrate; hydrogen; In isopropyl alcohol; at 120 ℃; for 0.333333h; under 40504.1 Torr; Reagent/catalyst; Solvent; Temperature; Inert atmosphere;

DOI:10.5012/bkcs.2014.35.4.1117

Reference yield: 88.0%

C9H14N2O2 → cis, trans-1,3-dimethylaminocyclohexane (2579-20-6)

Guidance literature:

With hydrazine hydrate; sodium hydroxide; In 1,4-dioxane; at 120 ℃; for 18h; pH=10;

Reference yield: 27.0%

1,4-cyclohexanedicarboxaldehyde (33424-83-8) + cis/trans-1,3-cyclohexanedicarboxaldehyde (55309-54-1) → 3-azabicyclo<3.3.1>nonane (280-70-6) + 1,4-bis-(aminomethyl)cyclohexane (2549-93-1) + cis, trans-1,3-dimethylaminocyclohexane (2579-20-6)

Guidance literature:

1,4-cyclohexanedicarboxaldehyde; cis/trans-1,3-cyclohexanedicarboxaldehyde; With ammonia; In methanol; at 100 ℃; for 0.666667 - 0.75h;

With hydrogen; Ni catalyst supported on silica/alumina; In methanol; at 100 ℃; for 5h; under 41372.9 Torr; Product distribution / selectivity;

upstream raw materials:

1,3-di(aminomethyl)benzene

benzene-1,3-dicarbonitrile

1,4-cyclohexanedicarboxaldehyde

cis/trans-1,3-cyclohexanedicarboxaldehyde

Downstream raw materials:

1-N-(4'-hydroxy)butanoylaminomethyl-3-aminomethylcyclohexane

1-(N,N'-diBoc)-guanidinomethyl-3-aminomethylcyclohexane

6,6'-(1E,1'E)-(cyclohexane-1,3-diylbis(methylene))-bis(azan-1-yl-1-ylidene)bis(methan-1-yl-1-ylidene)bis(2,4-diiodophenol)

1-(N,N'-di-boc)-guanidinomethyl-3-aminomethylcyclohexane

Refernces

• 1、 Cao, Junya,Cao, Yan,Chen, Jiaqiang,Han, Fenggang,He, Peng,Huang, Xiaoyu,Li, Huiquan,Wang, Liguo,Yang, Huanhuan. "Ru/g-C3N4as an efficient catalyst for selective hydrogenation of aromatic diamines to alicyclic diamines". . p. 16515 - 16525. Retrieved 2020/05/13.
• 2、 -. "A continuous hydrogenation reduction aromatic amine preparation [...] device and method". Paragraph 0083-0091. . Retrieved 2019/07/04.