136131
1,2-Dimethylimidazole
97%
Synonym(s):
1,2-Dimethyl-1H-imidazole, 1,2DMZ
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About This Item
Empirical Formula (Hill Notation):
C5H8N2
CAS Number:
Molecular Weight:
96.13
EC Number:
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22
vapor pressure
1 mmHg ( 20 °C)
Quality Level
Assay
97%
form
solid
autoignition temp.
896 °F
bp
204 °C (lit.)
mp
37-39 °C (lit.)
density
1.084 g/mL at 25 °C (lit.)
SMILES string
Cc1nccn1C
InChI
1S/C5H8N2/c1-5-6-3-4-7(5)2/h3-4H,1-2H3
InChI key
GIWQSPITLQVMSG-UHFFFAOYSA-N
Related Categories
General description
1,2-Dimethylimidazole reacts with copper(II) tetraacetate to yield cis-bis(acetato)bis(1,2-dimethylimidazole) copper(II) complex. It undergoes Menschutkin reaction with benzyl bromide to yield 3-benzyl-1,2-dimethylimidazolium bromide and kinetics of reaction was studied in various ionic liquids and molecular organic solvents.
Application
1,2-Dimethylimidazole was used in the synthesis of 1,2-dimethyl-3-n-butylimidazoliumchloride and 1,2-dimethyl-3-n-propylimidazolium chloride. It was also used in the synthesis of 1-(2-methoxyethyl)-2,3-dimethylimidazolium chloride and hexafluorophosphate salts.
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 4 Oral - Eye Dam. 1 - Skin Irrit. 2
WGK
WGK 3
Flash Point(F)
closed cup
Flash Point(C)
closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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The coordination environment of mitochondrial cytochromes b.
K R Carter et al.
FEBS letters, 132(2), 243-246 (1981-09-28)
Wesley A Henderson et al.
Chemical communications (Cambridge, England), (35)(35), 3708-3710 (2006-10-19)
The crystal structures and thermal behavior of the 1-(2-methoxyethyl)-2,3-dimethylimidazolium chloride and hexa-fluorophosphate salts are compared with the analogous 1-butyl-2,3-dimethylimidazolium salts to examine the influence of the ether oxygen on salt thermal properties for a typical constituent cation used in the
Physical properties of substituted imidazolium based ionic liquids gel electrolytes.
Sutto TE, et al.
Zeitschrift fur Naturforschung, A, 57(11), 839-846 (2002)
Alain Lesimple et al.
Journal of mass spectrometry : JMS, 43(1), 35-41 (2007-07-10)
A number of 1,2-dimethylimidazole ionic liquids substituted on N(II) with alkyl chains of varying lengths terminated with sulfur-containing groups were investigated by electrospray high-resolution tandem Fourier-transform mass spectrometry. Fragmentation pathways are strongly dependent on the oxidation state of the sulfur
M M Fitzgerald et al.
Protein science : a publication of the Protein Society, 4(9), 1844-1850 (1995-09-01)
The activated state of cytochrome c peroxidase, compound ES, contains a cation radical on the Trp-191 side chain. We recently reported that replacing this tryptophan with glycine creates a buried cavity at the active site that contains ordered solvent and
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