2-[(E)-2-[4-(dimethylamino)phenyl]diazen-1-yl]benzoic acid

• ChemBase ID: 5835
• Molecular Formular: C15H15N3O2
• Molecular Mass: 269.2985
• Monoisotopic Mass: 269.11642674
• SMILES: c1(c(cccc1)C(=O)O)/N=N/c1ccc(cc1)N(C)C
• Canonical SMILES: CN(c1ccc(cc1)/N=N/c1ccccc1C(=O)O)C
• InChI: 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+
• InChIKey: CEQFOVLGLXCDCX-WUKNDPDISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(E)-2-[4-(dimethylamino)phenyl]diazen-1-yl]benzoic acid; 2-{2-[4-(dimethylamino)phenyl]diazen-1-yl}benzoic acid
• IUPAC Traditional name: methyl red; 2-{2-[4-(dimethylamino)phenyl]diazen-1-yl}benzoic acid
• Synonyms: C.I. 13020; Methyl Red, ACS; 2-(4-DIMETHYLAMINOPHENYL)DIAZENYLBENZOIC ACID; Methyl Red solution; 4-Dimethylaminoazobenzene-2′-carboxylic acid; METHYL RED, ACS; 4-Dimethylaminoazobenzene-2'-carboxylic acid; 2-(4-Dimethylaminophenylazo)benzoic acid; Acid Red 2; METHYL RED; Methyl Red; (E)-2-((4-(dimethylamino)phenyl)diazenyl)benzoic acid; 甲基红, ACS; 甲基红 溶液; 2-[[4-(二甲基氨基)苯基]偶氮基]苯甲酸; 4-二甲氨基偶氮苯-2′-羧酸; 酸性红 2; 甲基红

Database IDs

• CAS Number: 493-52-7
• EC Number: 207-776-1
• MDL Number: MFCD00002425
• Beilstein Number: 750102; 1843037
• Merck Index: 146119
• PubChem SID: 24859596; 160969262; 24855040; 99444680; 24859787
• PubChem CID: 10303
• KEGG ID: C19459
• Wikipedia Title: Methyl_red
• Color Index Number: 13020

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.1543539
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 2.0194206
• LogD (pH = 7.4): 0.73341477
• Log P: 3.31109
• Molar Refractivity: 82.0618 cm^3
• Polarizability: 28.711033 Å^3
• Polar Surface Area: 65.26 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.74
• LOG S: -3.49
• Solubility (Water): 8.69e-02 g/l

PROPERTIES

Physical Property

• Solubility: alcohol: passes test; Practically insoluble in water. Soluble in alcohol, acetic acid
• Apperance: crystalline; Crystalline; Liquid
• Melting Point: 179 - 182°C; 179-182 °C(lit.); 179-182°C
• Flash Point: 21 °C; 69.8 °F
• Density: 0.791 g/cm^3
• Absorption Wavelength: λmax 410 nm
• pH: 4.2-6.2

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• RTECS: DG8960000
• European Hazard Symbols: Flammable (F); Harmful (Xn)
• UN Number: 1170; UN1170
• German water hazard class: 1; 3
• Hazard Class: 3
• Packing Group: 2; II
• Risk Statements: 10-20/21/22-68/20/21/22; 11; R:22; R20 R21 R22 R36 R37 R38 R40
• Safety Statements: 36/37; 7-16; S:36/37/39
• TSCA Listed: 是
• GHS Pictograms: GHS02; GHS08
• GHS Signal Word: Danger
• GHS Hazard statements: H224; H225-H371
• GHS Precautionary statements: P210-P241-P280-P303+P361+P353-P403+P235-P501A; P210-P260
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter; Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter; Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• RID/ADR: UN 1170 3/PG 2

Product Information

• Purity: 0.1% w/v solution in ethanol
• Concentration: 0.1% w/v solution in ethanol
• Grade: acid-base indicator; ACS; ACS reagent; for microbiology; JIS special grade; Reag. Ph. Eur.; REAGENT
• Compostion: dist. water, 200 mL; ethanol 95%, 300 mL; methyl red, 0.1 g
• Suitability: complies for sensitivity
• Shelf Life: (limited shelf life, expiry date on the label)
• Visual Transition Interval: 4.2 - 6.2, pink to yellow; 4.4 - 6.0 (corresponds)
• Linear Formula: (CH3)2NC6H4N=NC6H4CO2H
• Empirical Formula (Hill Notation): C15H15N3O2

DETAILS

MP Biomedicals - 02152545

ACS Reagent Grade
Free Acid

MP Biomedicals - 02151676

C.I. 13020
Free Acid
Crystalline
pH indicator: pH 4.2 (red) to pH 6.2 (yellow).

DrugBank - DB08209

Drug information: experimental

Sigma Aldrich - 32654

General description
Visit our Titration Center to learn more.

Sigma Aldrich - 250198

Packaging
25, 100 g in poly bottle

Sigma Aldrich - 40-1012

Suitability
for titration

Sigma Aldrich - 08714

Application
Some bacteria utilize glucose to form large amounts of acid with the result that the pH value of the medium falls distinct. Other species produce no or less free acid. This difference can be visualized by using methyl red.

Sigma Aldrich - 32941

General description
Visit our Titration Center to learn more.

REFERENCES

• Acid-base indicator: pH 4.2 - 6.2.