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Cited in 5 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
Methyl Red is an azo dye that indicates the presence of acid in the culture medium, which is formed due to fermentation of sugar by bacteria. This red dye is reduced to orange color in the presence of acid. Methyl Red has been used as a part of IMViC (indole, methyl red, Voges-Proskauer and citrate utilization or catalase production test). IMViC is a biochemical test performed to differentiate among the coliforms, specifically Escherichia coli and Enterobacter aerogene. Methyl red sodium salt is the sodium salt of methyl red synthetic dye, which belongs to the azo group of dyes.
| Pubchem Sid | 504763036 |
|---|---|
| Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/504763036 |
| Canonical Smiles | CN(C)C1=CC=C(C=C1)N=NC2=CC=CC=C2C(=O)[O-].[Na+] |
| IUPAC Name | sodium;2-[[4-(dimethylamino)phenyl]diazenyl]benzoate |
| InChIKey | GNTPCYMJCJNRQB-UHFFFAOYSA-M |
| INCHI | 1S/C15H15N3O2.Na/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);/q;+1/p-1 |
| Isomeric SMILES | CN(C)C1=CC=C(C=C1)N=NC2=CC=CC=C2C(=O)[O-].[Na+] |
| Molecular Weight | 291.28 |
| Beilstein | 16329 |
| Reaxy-Rn | 4065488 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=4065488&ln= |
Comprehensive hazard, handling, storage, and regulatory compliance document.
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View spec sheet →Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Organoheterocyclic compounds |
| Class | Azobenzenes |
| Subclass | Not available |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Azobenzenes |
| Alternative Parents | Benzoic acids Dialkylarylamines Benzoyl derivatives Aniline and substituted anilines Carboxylic acid salts Azo compounds Amino acids Propargyl-type 1,3-dipolar organic compounds Carboxylic acids Organooxygen compounds Organic zwitterions Organic sodium salts Organic oxides Hydrocarbon derivatives |
| Molecular Framework | Aromatic homomonocyclic compounds |
| Substituents | Azobenzene - Benzoic acid or derivatives - Benzoic acid - Benzoyl - Tertiary aliphatic/aromatic amine - Dialkylarylamine - Aniline or substituted anilines - Benzenoid - Monocyclic benzene moiety - Azo compound - Amino acid - Tertiary amine - Amino acid or derivatives - Carboxylic acid salt - Organic alkali metal salt - Organic 1,3-dipolar compound - Propargyl-type 1,3-dipolar organic compound - Carboxylic acid derivative - Carboxylic acid - Hydrocarbon derivative - Organonitrogen compound - Organooxygen compound - Organic oxide - Amine - Organic oxygen compound - Organic nitrogen compound - Organic zwitterion - Organic sodium salt - Organic salt - Aromatic homomonocyclic compound |
| Description | This compound belongs to the class of organic compounds known as azobenzenes. These are organonitrogen aromatic compounds that contain a central azo group, where each nitrogen atom is conjugated to a benzene ring. |
| External Descriptors | Not available |
Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Date | Item |
|---|---|---|---|
| Certificate of Analysis | Jul 25, 2025 | M102297 | |
| Certificate of Analysis | Jul 25, 2025 | M102297 | |
| Certificate of Analysis | Nov 15, 2024 | M102297 | |
| Certificate of Analysis | May 06, 2023 | M102297 | |
| Certificate of Analysis | Jan 28, 2023 | M102297 | |
| Certificate of Analysis | Jan 28, 2023 | M102297 | |
| Certificate of Analysis | Jan 28, 2023 | M102297 | |
| Certificate of Analysis | Jan 28, 2023 | M102297 | |
| Certificate of Analysis | Aug 30, 2022 | M102297 | |
| Certificate of Analysis | Oct 30, 2021 | M102297 | |
| Certificate of Analysis | Oct 30, 2021 | M102297 |
| Solubility | Soluble in water (800 mg/ml at 25°C), and slightly soluble in ethanol at (25°C). |
|---|---|
| Sensitivity | Light sensitive. |
| Molecular Weight | 291.280 g/mol |
| XLogP3 | |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 5 |
| Rotatable Bond Count | 4 |
| Exact Mass | 291.098 Da |
| Monoisotopic Mass | 291.098 Da |
| Topological Polar Surface Area | 68.100 Ų |
| Heavy Atom Count | 21 |
| Formal Charge | 0 |
| Complexity | 355.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 0 |
| Covalently-Bonded Unit Count | 2 |
| 1. Tang Peixin, Si Yang, Song Xiyu, Sun Gang. (2023) Hierarchically porous bacterial cellulose nanofibrous membranes for selective adsorption and real-time colorimetric monitoring of volatile carboxylic acids. CELLULOSE, [PMID:] [10.1007/s10570-023-05632-8] |
| 2. Li-Jun Xu, Xuan-Yu Shi, Meng-Ying Chai, Jian Ji, Zhi-Kang Xu, Ling-Shu Wan. (2020) Surface Metallization of Porous Polymer Materials for Multifunctional Applications. LANGMUIR, [PMID:31983209] [10.1021/acs.langmuir.9b03701] |
| 3. Guo-Jun Wang, Bai-Heng Wu, Zhi-Kang Xu, Ling-Shu Wan. (2019) Janus polymer membranes prepared by single-side polydopamine deposition for dye adsorption and fine bubble aeration. Materials Chemistry Frontiers, 3 (10): (2102-2109). [PMID:] [10.1039/C9QM00253G] |
| 4. Panpan Li, Jianguo Zhang, Yongfa Yu, Wenlin Jia, Shuang Zhao. (2024) A collaborative coagulation strategy for algae-laden and dye-containing water treatment. Journal of Cleaner Production, [PMID:] [10.1016/j.jclepro.2024.141146] |
| 5. Wan-ru Liu, Yang Yang, Yue Xu, Bing Wang, Guang Zhang, Xin-yu Xu, Yuan-yuan Wang, Chun-min Ma, Na Zhang. (2026) Preparation of indicator cards for freshness detection of rice with four different processing degrees during storage based on olfactory visualization technology. FOOD CHEMISTRY, [PMID:41579539] [10.1016/j.foodchem.2026.147967] |
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