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Merck
CN

M7267

Methyl Red

pH indicator (pH 4.4 to 6.0)

Synonym(s):

2-(4-Dimethylaminophenylazo)benzoic acid, 4-Dimethylaminoazobenzene-2′-carboxylic acid, Acid Red 2

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About This Item

Linear Formula:
(CH3)2NC6H4N=NC6H4CO2H
CAS Number:
493-52-7
Molecular Weight:
269.30
UNSPSC Code:
12171500
EC Number:
207-776-1
Beilstein/REAXYS Number:
750102
Colour Index Number:
13020
MDL number:
MFCD00002425

Key Documents

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SMILES string

CN(C)c1ccc(cc1)\N=N\c2ccccc2C(O)=O

InChI

1S/C15H15N3O2/c1-18(2)12-9-7-11(8-10-12)16-17-14-6-4-3-5-13(14)15(19)20/h3-10H,1-2H3,(H,19,20)/b17-16+

InChI key

CEQFOVLGLXCDCX-WUKNDPDISA-N

technique(s)

titration: suitable

mp

179-182 °C (lit.)

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General description

Methyl red (MR) is an anionic azo dye, which is extensively used in paper printing and textile dyeing purposes. It is used mainly in MR test for the intrageneric differentiation of Enterobacteriaceae. It is an acid-base indicator, which changes color depending upon the pH of the solution.

Storage Class

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
068K3522
037K3733
123K3733
123H3643
094K3729

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Photocatalytic degradation of Methyl Red dye in aqueous solutions under UV irradiation using Ag+ doped TiO2.
Sahoo C, et al.
Desalination, 181(1-3), 91-100 (2005)
Methods in Microbiology, Volume 19 (1987)
Barron's GED Canada: High School Equivalency Exam (2008)
Danmeng Shuai et al.
Environmental science & technology, 44(5), 1773-1779 (2010-02-11)
Azo dyes are widespread pollutants and potential cocontaminants for nitrate; we evaluated their effect on catalytic reduction of a suite of oxyanions, diatrizoate, and N-nitrosodimethylamine (NDMA). The azo dye methyl orange significantly enhanced (less than or equal to a factor
Taiga Fujii et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 18(35), 10865-10872 (2012-07-26)
Asymmetric dye clusters with a single fluorophore (Cy3) and multiple quenchers (4'-methylthioazobenzene-4-carboxylate, methyl red, and 4'-dimethylamino-2-nitroazobenzene-4-carboxylate) were prepared. The dye and one-to-five quenchers were tethered through D-threoninol to opposite strands of a DNA duplex. NMR analysis revealed that the clusters
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