cis-1,2-Diaminocyclohexane
- CAS No.
- 1436-59-5
- Chemical Name:
- cis-1,2-Diaminocyclohexane
- Synonyms
- (1R,2S)-cyclohexane-1,2-diaMine;cis<;Compound Fr14224;(2-aminocyclohexyl)amine;cis-1,2-Cyclohexandiamine;CIS-1,2-CYCLOHEXANEDIAMINE;CIS-1,2-DIAMINOCYCLOHEXANE;meso-1,2-Cyclohexanediamine;cis-Cyclohexane-1,2-diamine;1,2-DIAMINOCYCLOHEXANE, cis
- CBNumber:
- CB9412187
- Molecular Formula:
- C6H14N2
- Molecular Weight:
- 114.19
- MDL Number:
- MFCD00063746
- MOL File:
- 1436-59-5.mol
- MSDS File:
- SDS
| Product description | Number | Pack Size | Price |
| cis-1,2-Cyclohexanediamine >97.0%(GC)(T) | C1463 | 5g | $65 |
| cis-1,2-Cyclohexanediamine >97.0%(GC)(T) | C1463 | 25g | $189 |
| (1R,2S)-Cyclohexane-1,2-diamine | 199456 | 5.00g | $103 |
| (1R,2S)-Cyclohexane-1,2-diamine | 199456 | 10.00g | $148 |
| (1R,2S)-Cyclohexane-1,2-diamine | 199456 | 25.00g | $284 |
| More product size | |||
| Melting point | 8°C |
|---|---|
| Boiling point | 92-93 °C/18 mmHg (lit.) |
| Density | 0.952 g/mL at 25 °C (lit.) |
| vapor pressure | 0.4 mm Hg ( 20 °C) |
| refractive index |
n |
| Flash point | 161 °F |
| storage temp. | Keep in dark place,Inert atmosphere,Room temperature |
| Water Solubility | Completely miscible in water |
| pka | 9.93(at 20℃) |
| form | Low Melting Solid |
| color | Brown |
| InChI | InChI=1/C6H14N2/c7-5-3-1-2-4-6(5)8/h5-6H,1-4,7-8H2/t5-,6+ |
| InChIKey | SSJXIUAHEKJCMH-OLQVQODUSA-N |
| SMILES | [C@@H]1(N)CCCC[C@@H]1N |&1:0,6,r| |
| CAS DataBase Reference | 1436-59-5(CAS DataBase Reference) |
| FDA UNII | R0ZN6K26EP |
| NIST Chemistry Reference | cis-1,2-Cyclohexanediamine(1436-59-5) |
| UNSPSC Code | 12352100 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS05 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Danger | |||||||||
| Hazard statements | H314 | |||||||||
| Precautionary statements | P280-P303+P361+P353-P304+P340+P310-P305+P351+P338-P363-P405 | |||||||||
| PPE | Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter | |||||||||
| Hazard Codes | C | |||||||||
| Risk Statements | 34 | |||||||||
| Safety Statements | 26-36/37/39-45 | |||||||||
| RIDADR | UN 2735 8/PG 2 | |||||||||
| WGK Germany | 3 | |||||||||
| F | 10-34 | |||||||||
| HazardClass | 8 | |||||||||
| PackingGroup | II | |||||||||
| HS Code | 29213000 | |||||||||
| Storage Class | 8A - Combustible corrosive hazardous materials | |||||||||
| Hazard Classifications | Eye Dam. 1 Skin Corr. 1B |
|||||||||
| REACH Registrations | Active | |||||||||
| Limited Quantities | 1 Kg (2.2 lbs) (solid) | |||||||||
| Excepted Quantities | Max Inner Pack (30g or 30ml) and Max Outer Pack (500g or 500ml) | |||||||||
| NFPA 704 |
|
cis-1,2-Diaminocyclohexane price More Price(39)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| TCI Chemical | C1463 | cis-1,2-Cyclohexanediamine >97.0%(GC)(T) | 1436-59-5 | 5g | $65 | 2026-04-30 | Buy |
| TCI Chemical | C1463 | cis-1,2-Cyclohexanediamine >97.0%(GC)(T) | 1436-59-5 | 25g | $189 | 2026-04-30 | Buy |
| Matrix Scientific | 199456 | (1R,2S)-Cyclohexane-1,2-diamine | 1436-59-5 | 5.00g | $103 | 2026-05-18 | Buy |
| Matrix Scientific | 199456 | (1R,2S)-Cyclohexane-1,2-diamine | 1436-59-5 | 10.00g | $148 | 2026-05-18 | Buy |
| Matrix Scientific | 199456 | (1R,2S)-Cyclohexane-1,2-diamine | 1436-59-5 | 25.00g | $284 | 2026-05-18 | Buy |
cis-1,2-Diaminocyclohexane Chemical Properties,Uses,Production
Description
cis-1, 2-Diaminocyclohexane is a cyclohexane derivative. It can be used for the synthesis of platinum complexes with high antitumor activity. It can also be used for the preparation of multidentate ligands for uranyl and transition metal complexation. Moreover, it can also be used as the base for the manufacturing of titanium salalen catalyst. Its derivative also has the potential to be manufactured into a potent factor Xa inhibitor.
References
Khokhar, Abdul R., et al. "Chemical and Biological Studies on a Series of Novel (trans-(1R,2R)-, trans-(1S,2S)-, and cis-1,2-Diaminocyclohexane)platinum(IV) Carboxylate Complexes." Journal of Medicinal Chemistry 40.1(1997):112.
Mauldin, S. K., et al. "High-performance liquid chromatographic separation of platinum complexes containing the cis-1,2-diaminocyclohexane carrier ligand. " Analytical Biochemistry157.1 (1986):129-43.
Berkessel, A, et al. "Titanium salalen catalysts based on cis-1,2-diaminocyclohexane: enantioselective epoxidation of terminal non-conjugated olefins with H2O2. " Angewandte Chemie 52.32(2013):8467-71.
Yoshikawa, K, et al. "Design, synthesis, and SAR of cis-1,2-diaminocyclohexane derivatives as potent factor Xa inhibitors. Part I: exploration of 5-6 fused rings as alternative S1 moieties. " Bioorganic & Medicinal Chemistry 17.24(2009):8221.
http://www.sigmaaldrich.com/catalog/product/aldrich/307467?lang=en®ion=US
Chemical Properties
Clear colorless liquid
Uses
cis-1,2-Diaminocyclohexane was used in the synthesis of platinum complexes that have high antitumor activity.It was also used in the synthesis of multidentate ligands for uranyl and transition metal complexation.
General Description
cis-1,2-Diaminocyclohexane perturbed the spectrum of free pyrroloquinoline quinone (PQQ), a covalently linked form of which is the carbonyl cofactor of lysyl oxidase and also induced similar changes in the spectrum of lysyl oxidase.
Synthesis
![7-Aza-bicyclo[4.1.0]heptane](/CAS/GIF/CB22369411.gif)
286-18-0
1121-22-8
General procedure for the synthesis of trans-1,2-cyclohexanediamine from epoxycyclohexane (CAS:286-18-0): 1. Epoxycyclohexane (39.2 g, 0.4 mol) and 30% ammonia (1.0 mol) were added to a reaction flask and stirred at room temperature for 1.5 h until the solution was clarified and the reaction was complete. 2. The reaction mixture was cooled to room temperature under reduced pressure to obtain a white solid. Add 35g of water to dissolve, cool to 0°C, slowly add 50% aqueous sulfuric acid solution, control the temperature not to exceed 30°C. 3. Stir the reaction mixture, reduce pressure and gradually heat to 80°C to remove water, the system gradually viscous curing stop stirring, continue to vacuum for 4 hours. 4. Remove the solid crushed, continue to raise the temperature to 120 ° C vacuum drying 12 hours, Karl Fischer titration showed water content of 0.22%. 5. In another reaction flask, add sodium hydroxide solution, raise the temperature to 40°C, add the above solid powder in batches, and control the temperature not to exceed 50°C. 6. After completion of the addition, raise the temperature to 60°C, stirring until complete clarification, the reaction was completed and the pH was 9-10. 7. Extracted with 1,2-dichloroethane and distilled to obtain aziridine 27.2 g, GC purity 99.6%, two-step yield 70%. 8. 30% ammonia (0.48 mol) and inorganic boric acid (3.5 g, 56 mmol) were added to aziridine (27.2 g, 0.28 mol) and the reaction was heated to 90-95°C overnight. 9. Upon completion of the reaction, trans-1,2-cyclohexanediamine was obtained by distillation under reduced pressure and solidified by cooling to 28.1 g of white solid with 99.7% GC purity and 88% yield, no cis-isomer was detected, and HNMR was in agreement with literature data.
Purification Methods
Dry the diamine over solid KOH and distil it in a vacuum. It is a strong base, keep away from CO2, store in the dark under N2. [Beilstein 13 IV 1.]
References
[1] Bulletin de la Societe Chimique de France, 1956, p. 382,387,1827
[2] Patent: CN106631815, 2017, A. Location in patent: Paragraph 0013; 0014; 0015
cis-1,2-Diaminocyclohexane Preparation Products And Raw materials
Raw materials
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Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Shanghai UCHEM Inc. | +862156762820 +86-13564624040 | sales@myuchem.com | China | 8834 | 58 |
| Capot Chemical Co.,Ltd. | +86-（0）57185586718 +86-13336195806 | sales@capot.com | China | 29640 | 60 |
| Taizhou Tianhong Biochemistry Technology Co., Ltd. | 0523-86132544 | sales@thbiochem.com | CHINA | 305 | 60 |
| Chembon Pharmaceutical Co., Ltd. | +86-28-8425-2981 | CHINA | 722 | 55 | |
| career henan chemical co | +86-0371-86658258 +8613203830695 | sales@coreychem.com | China | 29812 | 58 |
| CONIER CHEM AND PHARMA LIMITED | +8618523575427 | sales@conier.com | China | 49979 | 58 |
| SIMAGCHEM CORP | +86-5922680277 +86-13806087780 | sale@simagchem.com | China | 17346 | 58 |
| Hefei TNJ Chemical Industry Co.,Ltd. | +86-0551-65418671 +8618949823763 | sales@tnjchem.com | China | 34563 | 58 |
| Dideu Industries Group Limited | +86-29-89586680 +86-15129568250 | 1059@dideu.com | China | 29094 | 58 |
| Baoji Guokang Healthchem Co., Ltd. | +86-0917-3909592 +86-13892490616 | gksales1@gk-bio.com | China | 9050 | 58 |
View Lastest Price from cis-1,2-Diaminocyclohexane manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
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2026-07-24 | cis-1,2-Diaminocyclohexane
1436-59-5
|
$31.00-274.00 | 5g | 0.98 | 25kg | Shanghai UCHEM Inc. | |
 |
2021-07-13 | cis-1,2-Diaminocyclohexane
1436-59-5
|
$10.00-15.00 | 1KG | 99%+ HPLC | Zhuozhou Wenxi import and Export Co., Ltd | ||
 |
2021-07-10 | cis-1,2-Diaminocyclohexane
1436-59-5
|
$10.00-15.00 | 1KG | 99%+ HPLC | Zhuozhou Wenxi import and Export Co., Ltd |
-
- cis-1,2-Diaminocyclohexane
1436-59-5
- $31.00-274.00
- 0.98
- Shanghai UCHEM Inc.
-
- cis-1,2-Diaminocyclohexane
1436-59-5
- $10.00-15.00
- 99%+ HPLC
- Zhuozhou Wenxi import and Export Co., Ltd
-
- cis-1,2-Diaminocyclohexane
1436-59-5
- $10.00-15.00
- 99%+ HPLC
- Zhuozhou Wenxi import and Export Co., Ltd
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