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132551

Sigma-Aldrich

1,2-Diaminocyclohexan, Mischung aus cis und trans

99%

Synonym(e):

1,2-Cyclohexandiamin

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About This Item

Lineare Formel:
C6H10(NH2)2
CAS-Nummer:
694-83-7
Molekulargewicht:
114.19
Beilstein:
506142
EG-Nummer:
211-776-7
MDL-Nummer:
MFCD00001491
UNSPSC-Code:
12352100
PubChem Substanz-ID:
24848059
NACRES:
NA.22

Dampfdruck

0.4 mmHg ( 20 °C)

Assay

99%

Form

liquid

Brechungsindex

n20/D 1.49 (lit.)

bp

92-93 °C/18 mmHg (lit.)

Dichte

0.931 g/mL at 25 °C (lit.)

SMILES String

NC1CCCCC1N

InChI

1S/C6H14N2/c7-5-3-1-2-4-6(5)8/h5-6H,1-4,7-8H2

InChIKey

SSJXIUAHEKJCMH-UHFFFAOYSA-N

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Allgemeine Beschreibung

1,2-Diaminocyclohexane undergoes non-templated reaction with homochiral as well as the racemic form of trans-1,2-diaminocyclohexane with terephthaldehyde to yield (3+3)-cyclocondensed molecular triangles. It acts as ligand and forms organotin complexes, having potential applications as metal-based antitumour drugs.

Anwendung

1,2-Diaminocyclohexane was used in the synthesis of chiral ruthenium(IV)-oxo complexes.

Piktogramme

Corrosion
GHS05

Signalwort

Danger

H-Sätze

H314

Gefahreneinstufungen

Skin Corr. 1B

Lagerklassenschlüssel

8A - Combustible corrosive hazardous materials

WGK

WGK 1

Flammpunkt (°F)

158.0 °F - closed cup

Flammpunkt (°C)

70 °C - closed cup

Persönliche Schutzausrüstung

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

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(3+ 3)-Cyclocondensation of the enantiopure and racemic forms of trans-1, 2-diaminocyclohexane with terephthaldehyde. Formation of diastereomeric molecular triangles and their stereoselective solid-state stacking into microporous chiral columns.
Chadim M, et al.
Tetrahedron Asymmetry, 12(1), 127-133 (2001)
Chiral ruthenium (IV)-oxo complexes. Structure, reactivities of [Ru (terpy)(Nn N) O]2+Nn N= N, N, N', N'-tetramethyl-1, 2-diaminocyclohexane) and [Ru (Me3 tacn)(cbpy) O]2+ (cbpy=(-)-3, 3'-[(4 S-trans)-1, 3-dioxolane-4, 5-dimethyl]-2, 2'-bipyridine).
Cheng WC, et al.
Inorgorganica Chimica Acta, 242(1), 105-113 (1996)
J J Bonire et al.
Journal of inorganic biochemistry, 83(2-3), 217-221 (2001-03-10)
Platinum compounds containing the ligand 1,2-diaminocyclohexane (DACH) such as tetraplatin [PtCl4(DACH)] have been found to be active in cisplatin-resistant tumour models. In an attempt to develop novel metal-based drugs with a different therapeutic profile to cisplatin, we have synthesised a
Yanyan Sun et al.
ChemMedChem, 7(4), 642-649 (2012-01-17)
A series of platinum(II) complexes with N-monocyclopentyl/cyclohexyl derivatives of 1R,2R-diaminocyclohexane as carrier ligands and dicarboxylate anions as leaving groups were synthesized and characterized. All complexes were characterized by elemental analysis, IR, (1)H NMR, and (13)C NMR spectroscopy, as well as
Hidekazu Yamada et al.
Journal of the American Chemical Society, 134(17), 7250-7253 (2012-04-18)
Optically active amidine dimer strands having a variety of chiral and achiral linkers with different stereostructures are synthesized and used as templates for diastereoselective imine-bond formations between two achiral carboxylic acid monomers bearing a terminal aldehyde group and racemic 1,2-cyclohexanediamine
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