M50834

Sigma-Aldrich

1-Methylimidazole

greener alternative

ReagentPlus®, 99%

Empirical Formula (Hill Notation):
C4H6N2
CAS Number:
Molecular Weight:
82.10
Beilstein/REAXYS Number:
105197
EC Number:
MDL number:
PubChem Substance ID:

Quality Level

biological source

synthetic

vapor pressure

0.4 mmHg ( 20 °C)

product line

ReagentPlus®

assay

99%

form

liquid

autoignition temp.

977 °F

expl. lim.

15.7 %

greener alternative product characteristics

Catalysis
Learn more about the Principles of Green Chemistry.

refractive index

n20/D 1.495 (lit.)

bp

198 °C (lit.)

mp

−6 °C (lit.)

solubility

water: soluble

density

1.03 g/mL at 25 °C (lit.)

SMILES string

Cn1ccnc1

InChI

1S/C4H6N2/c1-6-3-2-5-4-6/h2-4H,1H3

InChI key

MCTWTZJPVLRJOU-UHFFFAOYSA-N

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General description

We are committed to bringing you Greener Alternative Products, which adhere to one or more of The 12 Principles of Greener Chemistry. This product has been enhanced for catalysis. Find details here.

Application

Co-catalyst for copper-catalyzed, greener oxidation of alcohols under aerobic conditions.

Copper(I)/ABNO-Catalyzed Aerobic Alcohol Oxidation: Alleviating Steric and Electronic Constraints of Cu/TEMPO Catalyst Systems

Packaging

3 kg in glass bottle
100, 500 g in glass bottle

Legal Information

ReagentPlus is a registered trademark of Sigma-Aldrich Co. LLC

Pictograms

CorrosionSkull and crossbones

Signal Word

Danger

Hazard Statements

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

UN 3267 8 / PGII

WGK Germany

WGK 1

Flash Point(F)

197.6 °F - closed cup

Flash Point(C)

92 °C - closed cup

Yan Liu et al.
Plants (Basel, Switzerland), 9(3) (2020-03-19)
Small RNA (sRNA) turnover is a key but poorly understood mechanism that determines the homeostasis of sRNAs. Animal XRN genes contribute the degradation of sRNAs, AtXRN2 and AtXRN3 also contribute the pri-miRNA processing and miRNA loop degradation in plants. However...
Daniele Hasler et al.
Molecular cell, 77(5), 1014-1031 (2020-02-06)
The La-related protein 7 (LARP7) forms a complex with the nuclear 7SK RNA to regulate RNA polymerase II transcription. It has been implicated in cancer and the Alazami syndrome, a severe developmental disorder. Here, we report a so far unknown...
Pengfei Zhang et al.
Journal of chromatography. A, 1218(22), 3459-3465 (2011-04-19)
The development of mixed-mode stationary phase to achieve multiple separation capabilities in one column is very important for high performance liquid chromatography. In this paper, a new specific stationary phase based on grafting N-methylimidazolium to a monolithic silica column was...
Fumitoshi Shibahara et al.
The Journal of organic chemistry, 77(19), 8815-8820 (2012-09-15)
Synthetic methods for triarylated azoles containing three different aryl groups via one-pot sequential multiple C-H bond arylations are described. The one-pot sequential diarylation of C5-monoarylated azoles was achieved by the simple sequential addition of two different aryl iodides with a...
Chih-Chin Tsou et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 17(47), 13358-13366 (2011-10-19)
S-nitrosation of the coordinated thiolate of dinitrosyl iron complexes (DNICs) to generate S-nitrosothiols (RSNOs) was demonstrated. Transformation of [{(NO)(2)Fe(μ-StBu)}(2)] (1-tBuS) into the {Fe(NO)(2)}(9) DNIC [(NO)(2)Fe(StBu)(MeIm)] (2-MeIm) occurs under addition of 20 equiv of 1-methylimidazole (MeIm) into a solution of 1-tBuS in...

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