All Photos(2)

M50834

Sigma-Aldrich

1-Methylimidazole

greener alternative

ReagentPlus®, 99%

Empirical Formula (Hill Notation):
C4H6N2
CAS Number:
Molecular Weight:
82.10
Beilstein:
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.)

greener alternative category

Aligned

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

signalword

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 4 Oral - Skin Corr. 1B

Storage Class Code

6.1A - Combustible, acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK Germany

WGK 1

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

Certificate of Analysis

Certificate of Origin

Bhaskar Sharma et al.
The journal of physical chemistry. A, 115(10), 1971-1984 (2011-02-22)
Quantum chemical [MP2(FULL)/6-311++G-(d,p)] calculations are done on the binding of hydrated Li(+), Na(+), K(+), Mg(2+), Cu(+), and Zn(2+) metal ions with biologically relevant heteroaromatics such as imidazole and methylimidazole. The computed interaction energies are found to be in good agreement...
Zhan-Yong Wang et al.
The Journal of organic chemistry, 77(15), 6608-6614 (2012-07-19)
A well-defined NHC-Pd(II)-Im complex 1 was found to be an effective catalyst for the Suzuki-Miyaura coupling of aryl sulfonates including tosylates and phenylsulfonates with arylboronic acids, giving the desired coupling products in good to high yields. Acceptable yields can also...
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...
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...
Ganesh N Pandian et al.
Bioorganic & medicinal chemistry, 20(8), 2656-2660 (2012-03-13)
Epigenetic modifications that govern the gene expression are often overlooked with the design of artificial genetic switches. N-Methylpyrrole-N-methylimidazole (PI) hairpin polyamides are programmable small DNA binding molecules that have been studied in the context of gene regulation. Recently, we synthesized...

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