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136131

Sigma-Aldrich

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:
1739-84-0
Molecular Weight:
96.13
EC Number:
217-101-2
MDL number:
MFCD00005294
UNSPSC Code:
12352005
PubChem Substance ID:
24848259
NACRES:
NA.22

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.)

SMILES string

Cc1nccn1C

InChI

1S/C5H8N2/c1-5-6-3-4-7(5)2/h3-4H,1-2H3

InChI key

GIWQSPITLQVMSG-UHFFFAOYSA-N

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.

Pictograms

CorrosionExclamation mark
GHS05,GHS07

Signal Word

Danger

Hazard Statements

H302,H315,H318

Precautionary Statements

P280 - P305 + P351 + P338

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1 - Skin Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

197.6 °F - closed cup

Flash Point(C)

92 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

136131-VAR:
136131-BULK:
136131-100G:
136131-500G:
136131-5G:

Certificates of Analysis (COA)

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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)
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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