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M50834

Sigma-Aldrich

1-Methylimidazole

greener alternative

ReagentPlus®, 99%

Synonym(s):

N-Methylimidazole

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About This Item

Empirical Formula (Hill Notation):
C4H6N2
CAS Number:
616-47-7
Molecular Weight:
82.10
Beilstein/REAXYS Number:
105197
EC Number:
210-484-7
MDL number:
MFCD00005292
UNSPSC Code:
12352005
PubChem Substance ID:
24896975
NACRES:
NA.22

biological source

synthetic

Quality Level

200

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.

sustainability

Greener Alternative Product

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

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

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Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 4 Oral - Eye Dam. 1 - Repr. 2 - Skin Corr. 1B

Storage Class

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

wgk_germany

WGK 2

flash_point_f

197.6 °F - closed cup

flash_point_c

92 °C - closed cup

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
0000356488
0000355261
0000356488
0000355261
0000345187

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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
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
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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