1,2-Cyclohexanediamine

Base Information

• Chemical Name: 1,2-Cyclohexanediamine
• CAS No.: 694-83-7
• Deprecated CAS: 1363165-88-1,1370087-37-8,1375963-84-0,1379448-80-2,1426155-73-8,1562666-14-1,2102731-79-1,2508236-44-8,1375963-84-0,1379448-80-2
• Molecular Formula: C6H14N2
• Molecular Weight: 114.191
• Hs Code.: 29213099
• European Community (EC) Number: 211-776-7
• NSC Number: 362641,362640
• UN Number: 2735
• DSSTox Substance ID: DTXSID0027301
• Nikkaji Number: J6.937J
• Wikipedia: 1,2-Diaminocyclohexane
• Wikidata: Q27165475
• ChEMBL ID: CHEMBL1356279
• Mol file: 694-83-7.mol

Synonyms:1,2-cyclohexanediamine;1,2-cyclohexanediamine, (1R,2R)-;1,2-cyclohexanediamine, (1R-trans)-;1,2-cyclohexanediamine, (1S,2S)-;1,2-cyclohexanediamine, (1S-trans)-;1,2-cyclohexanediamine, (cis)-isomer;1,2-cyclohexanediamine, (trans)-(R)-isomer;1,2-cyclohexanediamine, (trans)-(S)-isomer;1,2-cyclohexanediamine, (trans)-isomer;1,2-DACH;1,2-diaminocyclohexane;1,2-diaminocyclohexane, (+)-;1,2-diaminocyclohexane, (-)-;1,2-diaminocyclohexane, cis-;1,2-diaminocyclohexane, trans-;cyclohexane-1,2-diamine;dach;meso-1,2-diaminocyclohexane;trans-1,2-cyclohexanediamine;trans-1,2-diaminocyclohexane

Chemical Property of 1,2-Cyclohexanediamine

Chemical Property:

• Appearance/Colour: clear slightly yellow to yellow liquid
• Vapor Pressure: 0.4 mm Hg ( 20 °C)
• Melting Point: 41-45 °C
• Refractive Index: n20/D 1.49(lit.)
• Boiling Point: 193.643 °C at 760 mmHg
• PKA: 10.76±0.70(Predicted)
• Flash Point: 75 °C
• PSA: 52.04000
• Density: 0.939 g/cm³
• LogP: 1.61560
• Storage Temp.: 2-8°C
• Sensitive.: Air Sensitive
• Water Solubility.: miscible
• XLogP3: -0.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 114.115698455
• Heavy Atom Count: 8
• Complexity: 62.9
• Transport DOT Label: Corrosive

Purity/Quality:

99% ^*data from raw suppliers

1,2-Diaminocyclohexane ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Amines, Aromatic
• Canonical SMILES: C1CCC(C(C1)N)N
• Uses: suzuki reaction 1,2-Diaminocyclohexane was used in the synthesis of chiral ruthenium(IV)-oxo complexes & bicyclic pyrazine derivatives. 1,2-Diaminocyclohexane was used in the synthesis of chiral ruthenium(IV)-oxo complexes.

Technology Process of 1,2-Cyclohexanediamine

There total 34 articles about 1,2-Cyclohexanediamine 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: 100.0%

N-benzyl-N-(2-nitro-cyclohexyl)-hydroxylamine → trans-1,2-Diaminocyclohexane (1121-22-8,1436-59-5,20439-47-8,21436-03-3,41013-43-8,694-83-7)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol;

DOI:10.1016/S0040-4039(01)01746-4

Reference yield: 95.0%

cyclohexane-1,2-epoxide (286-20-4) → rac-diaminocyclohexane (694-83-7)

Guidance literature:

With palladium on activated charcoal; ammonia; hydrogen; In water; at 110 - 250 ℃; under 18751.9 Torr; Pressure; Temperature; Solvent; Reagent/catalyst; Autoclave;

Reference yield: 76.0%

→ rac-diaminocyclohexane (694-83-7)

Guidance literature:

upstream raw materials:

2-aminocyclohexanecarboxamide

cyclohexane-1,2-dicarboxylic acid dihydrazide

1,2-diazidocyclohexane

cyclohexene

Downstream raw materials:

3-(2-Acetamidophenyl)-4a,5,6,7,8,8a-hexahydro-2(1H)-chinoxazolinon

(±)-trans-N¹,N²-bis-(7-chloroquinolin-4-yl)cyclohexane-1,2-diamine

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、 -. "Preparation method of 1, 2-cyclohexanediamine". Paragraph 0053-0075. . Retrieved 2018/09/13.