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250198

Sigma-Aldrich

Methyl Red

ACS reagent, crystalline

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Synonym(s):
2-(4-Dimethylaminophenylazo)benzoic acid, 4-Dimethylaminoazobenzene-2′-carboxylic acid, Acid Red 2
Linear Formula:
(CH3)2NC6H4N=NC6H4CO2H
CAS Number:
493-52-7
Molecular Weight:
269.30
Colour Index Number:
13020
Beilstein:
750102
EC Number:
207-776-1
MDL number:
MFCD00002425
UNSPSC Code:
12171500
PubChem Substance ID:
24855040
NACRES:
NA.47

grade

ACS reagent

Quality Level

200

form

crystalline

technique(s)

titration: suitable

visual transition interval

4.2-6.2, pink to yellow

mp

179-182 °C (lit.)

solubility

ethanol: 1 mg/mL

λmax

410 nm

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

room temp

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

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Application

Methyl Red has been used as pH indicator in a glucose biosensor, which is used for salivary analysis.

Biochem/physiol Actions

Methyl Red is a maroon red crystal azo dye. Methyl Red is a pH indicator and changes color at a pH of 5.5. Methyl Red is widely used in saliva sampling method. In addition, it is also employed in carbohydrate and lactic acid detection. Methyl Red has been effectively used for intrageneric differentiation of Enterobacteriaceae.

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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R R colwell and R grigorova
Methods in Microbiology, 19 (1987)
A paper strip based non-invasive glucose biosensor for salivary analysis.
Soni A
Biosensors And Bioelectronics, 67, 763-768 (2015)
R. W. Sabnis
Handbook of Acid-Base Indicators (2007)
An improved dithizone method for the determination of small quantities of zinc in blood and tissue samples.
Vallee BL and Gibson JG 2nd
The Journal of Biological Chemistry, 176, 435-443 (1948)
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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