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E36652

Sigma-Aldrich

2-Ethyl-4-methylimidazole

95%

Synonym(s):

EMI-2,4

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About This Item

Empirical Formula (Hill Notation):
C6H10N2
CAS Number:
931-36-2
Molecular Weight:
110.16
Beilstein:
1711
EC Number:
213-234-5
MDL number:
MFCD00005193
UNSPSC Code:
12352005
PubChem Substance ID:
24894341
NACRES:
NA.22

Quality Level

200

Assay

95%

refractive index

n20/D 1.5 (lit.)

bp

292-295 °C (lit.)

mp

47-54 °C (lit.)

density

0.975 g/mL at 25 °C (lit.)

SMILES string

CCc1nc(C)c[nH]1

InChI

1S/C6H10N2/c1-3-6-7-4-5(2)8-6/h4H,3H2,1-2H3,(H,7,8)

InChI key

ULKLGIFJWFIQFF-UHFFFAOYSA-N

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Application

2-Ethyl-4-methylimidazole can be used as a:
  • cross-linker for epoxy resins to synthesize network polymers with improved thermal resistance and physical properties.
  • curing agent for polysiloxane episulfide resin (PSER).
  • catalyst to promote curing of blends of hyperbranched aromatic epoxy polymer and bisphenol F diglycidyl ether.

Pictograms

CorrosionExclamation mark
GHS05,GHS07

Signal Word

Danger

Hazard Statements

H302,H318

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

278.6 °F - closed cup

Flash Point(C)

137 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCT1154
MKCK2053
MKCK2052
MKCJ7492
MKCH7088

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Co-cross-linking of bio-based multi-functional epoxide and bisphenol A diglycidyl ether with 2-ethyl-4-methylimidazole.
Morinaga H and Sakamoto M
Tetrahedron Letters, 59(43), 3889-3891 (2018)
Hyperbranched aromatic epoxies in the design of adhesive materials.
Emrick T, et al.
Polymer Bull., 45(1), 1-7 (2000)
Yuezhan Feng et al.
Journal of hazardous materials, 346, 140-151 (2017-12-20)
Phosphorus and/or nitrogen doping is an effective method of improving the physical and chemical properties of reduced graphene oxide (rGO). In this work, phosphorus and nitrogen co-doped rGO (PN-rGO), synthesized using a scalable hydrothermal and microwave process, was used as
Van-Dung Mai et al.
Polymers, 11(2) (2019-04-10)
A bio-derived dihydroxylimine hardener, Van2HMDA, for the curing of epoxy resin was prepared from vanillin (Van) and hexamethylene-1,6-diamine (HMDA) by Schiff base formation. The epoxy resin of diglycidyl ether of bisphenol A was cured with Van2HMDA in the presence of
Rachel E Young et al.
PloS one, 14(7), e0219254-e0219254 (2019-07-06)
Thermoresponsive polymers, such as poly(N-isopropyl acrylamide) (PNIPAM), have been identified and used as cell culture substrates, taking advantage of the polymer's lower critical solution temperature (LCST) to mechanically harvest cells. This technology bypasses the use of biochemical enzymes that cleave
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