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.)

Flash point:

161 °F

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

Water Solubility 

Completely miscible in water

form 

Low Melting Solid

pka

9.93(at 20℃)

color 

Brown

InChIKey

SSJXIUAHEKJCMH-OLQVQODUSA-N

CAS DataBase Reference

1436-59-5(CAS DataBase Reference)

NIST Chemistry Reference

cis-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

F 

10-34

HazardClass 

8

PackingGroup 

II

HS Code 

29213000

MSDS

• Language:English Provider:SigmaAldrich

cis-1,2-Diaminocyclohexane Usage And Synthesis

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&region=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.

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.]

cis-1,2-Diaminocyclohexane(1436-59-5)Related Product Information

• (+/-)-trans-1,2-Diaminocyclohexane
• 1,2-Cyclohexanediol
• trans-1,4-Diaminocyclohexane
• 1,2-Diaminocyclohexane
• 1,2-Cyclohexanedione
• Hexamethylenediamine
• CIS-1,2,3,6-TETRAHYDROPHTHALIMIDE
• CIS,CIS-9,12-OCTADECADIENOL
• cis-3-Hydroxycyclobutanecarboxylic acid
• cis-4-Hydroxy-D-proline
• cis-1,4-Dichloro-2-butene
• cis-Hexahydrophthalic acid
• CIS-CYCLOPENTANE-1,2-DICARBOXYLIC ACID
• CIS-1,2-CYCLOHEXANEDICARBOXYLIC ANHYDRIDE
• cis-1,3-cyclohexanedicarboxylic acid
• (1S,3R)-cyclopentane-1,3-dicarboxylic acid
• CIS-2-PHENYL-1,3-DIOXAN-5-OL
• CIS-1,4-DIACETOXY-2-BUTENE