Skip to Content
Merck
CN

633089

trans-N,N′-Dimethylcyclohexane-1,2-diamine

97%

Synonym(s):

N,N′-Dimethyl-trans-1,2-cyclohexanediamine, rel-(1R,2R)-N1,N2-Dimethyl-1,2-cyclohexanediamine, trans-1,2-Bis(methylamino)cyclohexane, trans-N,N′-Dimethyl-1,2-cyclohexanediamine, trans-N,N′-Dimethyl-1,2-diaminocyclohexane

Sign In to View Organizational & Contract Pricing

Select a Size

About This Item

Empirical Formula (Hill Notation):
C8H18N2
CAS Number:
67579-81-1
Molecular Weight:
142.24
MDL number:
MFCD03001702
UNSPSC Code:
12352100
PubChem Substance ID:
24882536
NACRES:
NA.22

Key Documents

View All Documentation
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

Quality Level

100

Assay

97%

refractive index

n20/D 1.472 (lit.)

bp

78-80 °C/18 mmHg (lit.)

density

0.902 g/mL at 25 °C (lit.)

functional group

amine

SMILES string

CN[C@@H]1CCCC[C@H]1NC

InChI

1S/C8H18N2/c1-9-7-5-3-4-6-8(7)10-2/h7-10H,3-6H2,1-2H3/t7-,8-/m1/s1

InChI key

JRHPOFJADXHYBR-HTQZYQBOSA-N

General description

trans-N,N′-Dimethylcyclohexane-1,2-diamine is a ligand used to promote N-alkenylation and N-alkylation reactions of amides.

Application

trans-N,N′-dimethylcyclohexane-1,2-diamine can be used as a ligand in the synthesis of the following products via copper catalyzed C-N coupling reactions:
  • vinylsulfoximines obtained from NH sulfoximes and vinyl bromides
  • N-arylpyridones obtained via reaction between 2-substituted pyridines and aryl halides
  • N-aryl amines obtained via reaction between amines and aryl iodides/aryl bromides

Pictograms

CorrosionExclamation mark
GHS05,GHS07

Signal Word

Danger

Hazard Statements

H302,H314

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1 - Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
WXBF2049V
WXBF0569V
WXBF2294V
MKCR7039
WXBD8443V

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

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

Visit the Document Library

"An improved Ullmann?Ukita?Buchwald?Li conditions for CuI-catalyzed coupling reaction of 2-pyridones with aryl halides"
Tetrahedron, 61(11), 2931-2939 (2005)
Copper-catalyzed one-pot N-alkenylation and N-alkylation of amides: an efficient synthesis of substituted 2, 3-dihydropyrroles
Zhou, Xiaobo and Zhang, et al.
Tetrahedron Letters, 48, 7236-7239 (2007)
"A General Copper-Promoted Coupling of Sulfoximines with Vinyl Bromides"
Dehli.RJ and Bolm C
Advanced Synthesis & Catalysis, 347(2-3), 239-242 (2005)
"Cu-catalyzed Goldberg and Ullmann reactions of aryl halides using chelating N-and O-based ligands"
Altman AR and Buchwald LS
Nature Protocols, 2(10), 2474-2479 (2007)
Regioselective copper-catalyzed N (1)-(hetero) arylation of protected histidine
Sharma, et al.
Organic & Biomolecular Chemistry, 14, 8937-8941 (2016)

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