Skip to Content
Merck
All Photos(3)

Documents

346713

Sigma-Aldrich

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

98%

Synonym(s):

(1S)-trans-1,2-Cyclohexanediamine, (1S)-trans-1,2-Diaminocyclohexane

Sign Into View Organizational & Contract Pricing
All Photos(3)

About This Item

Linear Formula:
C6H10(NH2)2
CAS Number:
21436-03-3
Molecular Weight:
114.19
Beilstein:
2801645
MDL number:
MFCD00062986
UNSPSC Code:
12352116
PubChem Substance ID:
24861431
NACRES:
NA.22

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

Looking for similar products? Visit Product Comparison Guide

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Mukaiyama, T.
Aldrichimica Acta, 29, 59-59 (1996)
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.
Chenier, P.J. et al.
Tetrahedron Letters, 38, 7341-7341 (1997)
Ran Feng et al.
Dalton transactions (Cambridge, England : 2003), 42(6), 2130-2145 (2012-11-29)
In this paper, the origins of enantioselectivity in asymmetric ketone hydrogenation catalyzed by RuH(2)(binap)(cydn) (cydn = trans-1,2-diaminocyclohexane) were discussed. Fifteen substrates involving aromatic, heteroaromatic, olefinic and dialkyl prochiral ketones were used to probe the catalytic mechanism and find an effective
Robert Häner et al.
Journal of the American Chemical Society, 132(21), 7466-7471 (2010-05-13)
Oligopyrenotides, abiotic oligomers that exhibit significant structural analogies to the nucleic acids, are described. They are composed of achiral, phosphodiester-linked pyrene building blocks and a single chiral 1,2-diaminocyclohexane unit. These oligomers form stable hybrids in aqueous solution. Hybridization is based
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service