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132551

Sigma-Aldrich

1,2-Diaminocyclohexane, mixture of cis and trans

99%

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Synonym(s):
1,2-Cyclohexanediamine, DHC 99
Linear Formula:
C6H10(NH2)2
CAS Number:
694-83-7
Molecular Weight:
114.19
Beilstein:
506142
EC Number:
211-776-7
MDL number:
MFCD00001491
PubChem Substance ID:
24848059
NACRES:
NA.22

vapor pressure

0.4 mmHg ( 20 °C)

Quality Level

100

Assay

99%

form

liquid

refractive index

n20/D 1.49 (lit.)

bp

92-93 °C/18 mmHg (lit.)

density

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

InChI key

SSJXIUAHEKJCMH-UHFFFAOYSA-N

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This Item
346721270016346713
1,2-Diaminocyclohexane, mixture of cis and trans 99%

Sigma-Aldrich

132551

1,2-Diaminocyclohexane, mixture of cis and trans

(1R,2R)-(−)-1,2-Diaminocyclohexane 98%

Sigma-Aldrich

346721

(1R,2R)-(−)-1,2-Diaminocyclohexane

(±)-trans-1,2-Diaminocyclohexane 99%

Sigma-Aldrich

270016

(±)-trans-1,2-Diaminocyclohexane

(1S,2S)-(+)-1,2-Diaminocyclohexane 98%

Sigma-Aldrich

346713

(1S,2S)-(+)-1,2-Diaminocyclohexane

form

liquid

form

solid

form

liquid

form

solid

refractive index

n20/D 1.49 (lit.)

refractive index

-

refractive index

n20/D 1.489 (lit.)

refractive index

-

bp

92-93 °C/18 mmHg (lit.)

bp

-

bp

79-81 °C/15 mmHg (lit.)

bp

104-110 °C/40 mmHg (lit.)

density

0.931 g/mL at 25 °C (lit.)

density

-

density

0.951 g/mL at 25 °C (lit.)

density

-

vapor pressure

0.4 mmHg ( 20 °C)

vapor pressure

-

vapor pressure

0.4 mmHg ( 20 °C)

vapor pressure

-

General description

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.

Application

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

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Skin Corr. 1B

Storage Class Code

8A - Combustible, corrosive hazardous materials

WGK

WGK 1

Flash Point(F)

158.0 °F - closed cup

Flash Point(C)

70 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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
Takuya Kurahashi et al.
Journal of the American Chemical Society, 131(34), 12394-12405 (2009-08-27)
A series of Mn(IV)(salen)(L)(2) complexes bearing different external axial ligands (L = Cl, NO(3), N(3), and OCH(2)CF(3)) from chiral salen ligands with trans-cyclohexane-1,2-diamine as a chiral scaffold are synthesized, to gain insight into conformational properties of metal salen complexes. X-ray
Mehmet Aslantaş et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 74(3), 617-624 (2009-08-04)
In this study, the Schiff base ligand trans-N,N'-bis[(2,4-dichlorophenyl) methylidene] cyclohexane-1,2-diamine (L) and its copper(II), nickel(II) and palladium(II) transition metal complexes were prepared and characterized by the analytical and spectroscopic methods. The (1)H((13)C) NMR spectra of the ligand and its diamagnetic
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