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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:
105197
EC Number:
210-484-7
MDL number:
MFCD00005292
UNSPSC Code:
12352005
PubChem Substance ID:
24896975
NACRES:
NA.22

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.

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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Product No.
Description
Pricing

Signal Word

Danger

Hazard Statements

H302,H311,H314,H361d

Hazard Classifications

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

Storage Class Code

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

WGK

WGK 2

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
Fumitoshi Shibahara et al.
The Journal of organic chemistry, 76(8), 2680-2693 (2011-03-17)
Direct triarylation and sequential triarylation reactions of simple azoles catalyzed by [Pd(phen)(2)]PF(6) are described. Simple azoles, such as N-methylimidazole, thiazole, and oxazole, were observed to undergo triaryaltion reactions even at their C4 positions when treated with aryl iodides in the
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