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About This Item
Empirical Formula (Hill Notation):
C8H18N2
CAS Number:
Molecular Weight:
142.24
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
Assay:
97%
Quality Level
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
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Eye Dam. 1 - Skin Corr. 1B
Storage Class
8A - Combustible corrosive hazardous materials
wgk
WGK 3
ppe
Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
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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)
"An improved Ullmann?Ukita?Buchwald?Li conditions for CuI-catalyzed coupling reaction of 2-pyridones with aryl halides"
Tetrahedron, 61(11), 2931-2939 (2005)
"A General Copper-Promoted Coupling of Sulfoximines with Vinyl Bromides"
Dehli.RJ and Bolm C
Advanced Synthesis & Catalysis, 347(2-3), 239-242 (2005)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 633089-100ML | 04061838069924 |
| 633089-25ML | 04061832721507 |
| 633089-5ML | 04061832721514 |

