| Identification | More | [Name]
cis-1,2-Diaminocyclohexane | [CAS]
1436-59-5 | [Synonyms]
CIS-1,2-CYCLOHEXANEDIAMINE
CIS-1,2-DIAMINOCYCLOHEXANE
(R)(S)-1,2-Diaminocyclohexane
1,2-Cyclohexanediamine, cis-
cis-1,2-Cyclohexandiamine
meso-1,2-Cyclohexanediamine
(1R,2S)-1,2-Cyclohexanediamine | [EINECS(EC#)]
205-754-6 | [Molecular Formula]
C6H14N2 | [MDL Number]
MFCD00063746 | [Molecular Weight]
114.19 | [MOL File]
1436-59-5.mol |
| Chemical Properties | Back Directory | [Appearance]
Clear colorless liquid | [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 | [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 Data | Back Directory | [Hazard Codes ]
C | [Risk Statements ]
R34:Causes burns. | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) . | [RIDADR ]
UN 2735 8/PG 2
| [WGK Germany ]
3
| [F ]
10-34 | [HazardClass ]
8 | [PackingGroup ]
II | [HS Code ]
29213000 |
| Questions And Answer | Back Directory | [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.
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| Hazard Information | Back Directory | [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.] |
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