Skip to Content
Merck
All Photos(1)

Key Documents

More Documents

270016

Sigma-Aldrich

(±)-trans-1,2-Diaminocyclohexane

99%

Synonym(s):

(±)-trans-1,2-Cyclohexanediamine

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Linear Formula:
C6H10(NH2)2
CAS Number:
1121-22-8
Molecular Weight:
114.19
Beilstein:
3193807
MDL number:
MFCD00063747
UNSPSC Code:
12352100
PubChem Substance ID:
24856187
NACRES:
NA.22

vapor pressure

0.4 mmHg ( 20 °C)

Assay

99%

form

liquid

refractive index

n20/D 1.489 (lit.)

bp

79-81 °C/15 mmHg (lit.)

mp

14-15 °C (lit.)

density

0.951 g/mL at 25 °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-/m1/s1

InChI key

SSJXIUAHEKJCMH-PHDIDXHHSA-N

Looking for similar products? Visit Product Comparison Guide

General description

(±)-trans-1,2-Diaminocyclohexane is widely used as a ligand in coordination chemistry and organocatalysis. It also serves as an achiral ligand in asymmetric catalysis. (±)-trans-1,2-Diaminocyclohexane was condensed with aliphatic dialdehydes to form [3+3] or [2+2] macrocyclization products.

Application

(±)-trans-1,2-Diaminocyclohexane was used in the synthesis of macrocyclic [3+3] hexa Schiff base. It was also employed in the synthesis of multidentate ligands, chiral auxiliaries and chiral stationary phases.

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

156.2 °F - closed cup

Flash Point(C)

69 °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

Customers Also Viewed

Slide 1 of 1

1 of 1

L-(+)-Tartaric acid ACS reagent, ≥99.5%

Sigma-Aldrich

251380

L-(+)-Tartaric acid

Chirality, 4, 447-447 (1992)
Tetrahedron, 49, 4419-4419 (1993)
Jana Hodacová et al.
Organic letters, 9(26), 5641-5643 (2007-11-22)
2,2'-Bipyridine-5,5'-dicarbaldehyde has been prepared in two steps by enamination of 5,5'-dimethyl-2,2'-bipyridine with Bredereck's reagent, and subsequent oxidative cleavage of the enamine groups with sodium periodate. On condensation of this dialdehyde with enantiomerically pure trans-1,2-diaminocyclohexane, the macrocyclic [3+3] hexa Schiff base
Marcin Kwit et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 13(31), 8688-8695 (2007-07-31)
Aliphatic dialdehydes of rigid structures having a cyclohexane, a bicyclo[2.2.2]octane or a [7]triangulane skeleton, have been condensed with enantiomerically pure trans-1,2-diaminocyclohexane to give [3+3] or [2+2] macrocyclization products. Unlike acyclic aliphatic imines, these macrocyclic oligoimines show enhanced stabilities and their
The Journal of Organic Chemistry, 56, 3339-3339 (1991)
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