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346713

Sigma-Aldrich

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

98%

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Synonym(s):
(1S)-trans-1,2-Cyclohexanediamine, (1S)-trans-1,2-Diaminocyclohexane
Linear Formula:
C6H10(NH2)2
CAS Number:
21436-03-3
Molecular Weight:
114.19
Beilstein:
2801645
MDL number:
MFCD00062986
PubChem Substance ID:
24861431

Quality Level

100

Assay

98%

form

solid

optical activity

[α]20/D +25°, c = 5 in 1 M HCl

optical purity

ee: 99% (GLC)

bp

104-110 °C/40 mmHg (lit.)

mp

40-43 °C (lit.)

SMILES string

N[C@H]1CCCC[C@@H]1N

InChI

1S/C6H14N2/c7-5-3-1-2-4-6(5)8/h5-6H,1-4,7-8H2/t5-,6-/m0/s1

InChI key

SSJXIUAHEKJCMH-WDSKDSINSA-N

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This Item
346721336513434639
(1S,2S)-(+)-1,2-Diaminocyclohexane 98%

Sigma-Aldrich

346713

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

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

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346721

(1R,2R)-(−)-1,2-Diaminocyclohexane

(S)-(+)-1-Cyclohexylethylamine 98%

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336513

(S)-(+)-1-Cyclohexylethylamine

(S)-(+)-2,2-Dimethylcyclopropanecarboxamide 98%

Sigma-Aldrich

434639

(S)-(+)-2,2-Dimethylcyclopropanecarboxamide

form

solid

form

solid

form

liquid

form

solid

bp

104-110 °C/40 mmHg (lit.)

bp

-

bp

60 °C/12 mmHg (lit.)

bp

-

mp

40-43 °C (lit.)

mp

-

mp

-

mp

135-137 °C (lit.)

Quality Level

100

Quality Level

200

Quality Level

200

Quality Level

100

optical activity

[α]20/D +25°, c = 5 in 1 M HCl

optical activity

[α]20/D −25°, c = 5 in 1 M HCl

optical activity

[α]25/D +3.5°, neat

optical activity

[α]20/D +82°, c = 1 in methanol

Application

Versatile ligand for the formation of metal complexes. Used in the synthesis of chiral tropocoronands which have potential utility in asymmetric catalysis.

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class Code

8A - Combustible, corrosive hazardous materials

WGK

WGK 3

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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(1S,2S)-(−)-1,2-Diphenylethylenediamine

Luka Ðorđević et al.
Nature communications, 9(1), 3442-3442 (2018-08-26)
The chirality of (nano)structures is paramount in many phenomena, including biological processes, self-assembly, enantioselective reactions, and light or electron spin polarization. In the quest for new chiral materials, metallo-organic hybrids have been attractive candidates for exploiting the aforementioned scientific fields.
Mukaiyama, T.
Aldrichimica Acta, 29, 59-59 (1996)
Chenier, P.J. et al.
Tetrahedron Letters, 38, 7341-7341 (1997)
Yu He et al.
Inorganic chemistry, 50(24), 12651-12660 (2011-11-11)
Iron complexes with the tetradentate N-donor ligand N,N'-di(phenylmethyl)-N,N'-bis(2-pyridinylmethyl)-1,2-cyclohexanediamine (bbpc) are reported. Despite the benzyl groups present on the amines, the iron compounds catalyze the oxygenation of cyclohexane to an extent similar to those employing less sterically encumbered ligands. The catalytic
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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