cis-1,2-Diaminocyclohexane

cis-1,2-Diaminocyclohexane Basic information
Description References
Product Name:cis-1,2-Diaminocyclohexane
Synonyms:(R)(S)-1,2-Diaminocyclohexane;1,2-Cyclohexanediamine, cis-;cis-1,2-Cyclohexandiamine;meso-1,2-Cyclohexanediamine;CIS-1,2-DIAMINOCYCLOHEXANE;CIS-1,2-CYCLOHEXANEDIAMINE;(1R,2S)-1,2-Cyclohexanediamine;(±)-cis-1,2-Diaminocyclohexane,97%
CAS:1436-59-5
MF:C6H14N2
MW:114.19
EINECS:205-754-6
Product Categories:
Mol File:1436-59-5.mol
cis-1,2-Diaminocyclohexane Structure
cis-1,2-Diaminocyclohexane Chemical Properties
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 n20/D 1.493(lit.)
Fp 161 °F
storage temp. Keep in dark place,Inert atmosphere,Room temperature
Water Solubility Completely miscible in water
form Low Melting Solid
pka9.93(at 20℃)
color Brown
InChIKeySSJXIUAHEKJCMH-OLQVQODUSA-N
CAS DataBase Reference1436-59-5(CAS DataBase Reference)
NIST Chemistry Referencecis-1,2-Cyclohexanediamine(1436-59-5)
Safety Information
Hazard Codes C
Risk Statements 34
Safety Statements 26-36/37/39-45
RIDADR UN 2735 8/PG 2
WGK Germany 3
10-34
HazardClass 8
PackingGroup II
HS Code 29213000
MSDS Information
ProviderLanguage
SigmaAldrich English
cis-1,2-Diaminocyclohexane Usage And Synthesis
Descriptioncis-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. 
ReferencesKhokhar, 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&region=US



Chemical PropertiesClear colorless liquid
Usescis-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 Descriptioncis-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.
Purification MethodsDry 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.]
cis-1,2-diaminocyclohexane sulfate (5AR,9AS)-4B,10A-DIHYDROXY-5,10-DIMETHOXY-4B,5,5A,6,7,8,9,9A,10,10A-DECAHYDROINDENO[2,1-B]QUINOXALIN-11-ONE (4AR,8AS)-2,3-DI-2-FURYL-4A,5,6,7,8,8A-HEXAHYDROQUINOXALINE 1,4-DIOXIDE 1-N-BOC-1,2-CIS-CYCLOHEXYLDIAMINE 1-(4-AMINO-6,7-DIMETHOXY-2-QUINAZOLINYL)-4-(2-FURANYLCARBONYL) DECAHYDROQUINOXALINE HYDROCHLORIDE ETHYL {[(4AR,8AS)-4-(2-ETHOXY-2-OXOETHOXY)-2,3-DIOXOOCTAHYDROQUINOXALIN-1(2H)-YL]OXY}ACETATE CIS-1,2-BISHYDROXYAMINO-1-METHYLCYCLOHEXANE , HEMISULPHATE CGP74514A CIS-OCTAHYDRO-2H-BENZIMIDAZOL-2-ONE Water ring vacuum pump CIS-5,6-TETRAMETHYLEN-1,4-DIHYDROXYPIPERAZINE-2,3-DIONE CIS-1,2-BIS(BENZYLOXYAMINO)-CYCLOHEXANE, DIHYDROCHLORIDE CIS-1,2-BIS(METHOXYAMINO)-CYCLOHEXANE, DIHYDROCHLORIDE (3AR,7AS)-OCTAHYDRO-2H-BENZIMIDAZOLE-2-THIONE CIS4,5-TETRAMETHYLEN-1-METHOXY-4,5-DIHYDRO-1,2,3-TRIAZOLE-2-OXIDE U-54494A HYDROCHLORIDE CGP-74514A HYDROCHLORIDE CIS-5,6-TETRAMETHYLEN-1,4-DIALLYLOXYPIPERAZINE-2,3-DIONE

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