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
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352005
EC Number:
217-101-2
MDL number:
Assay:
97%
Form:
solid
InChI key
GIWQSPITLQVMSG-UHFFFAOYSA-N
InChI
1S/C5H8N2/c1-5-6-3-4-7(5)2/h3-4H,1-2H3
SMILES string
Cc1nccn1C
vapor pressure
1 mmHg ( 20 °C)
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.)
Quality Level
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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.
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Eye Dam. 1 - Skin Irrit. 2
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
197.6 °F - closed cup
flash_point_c
92 °C - closed cup
ppe
dust mask type N95 (US), Eyeshields, Gloves
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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
The coordination environment of mitochondrial cytochromes b.
K R Carter et al.
FEBS letters, 132(2), 243-246 (1981-09-28)
Physical properties of substituted imidazolium based ionic liquids gel electrolytes.
Sutto TE, et al.
Zeitschrift fur Naturforschung, A, 57(11), 839-846 (2002)
Zhiming Zhou et al.
Analytica chimica acta, 678(2), 208-214 (2010-10-05)
Four novel ILs functionalized β-cyclodextrins (β-CDs) were prepared by treating 6-tosyl-β-cyclodextrin with 1,2-dimethylimidazole or 1-amino-1,2,3-triazole, and bonded to silica gel to obtain chiral stationary phases (CSPs) to be used in high-performance liquid chromatography (HPLC). The separation performances of these CSPs
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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