3,3-bis(4-hydroxyphenyl)-3H-2,1$l^{6}-benzoxathiole-1,1-dione

• ChemBase ID: 102684
• Molecular Formular: C19H14O5S
• Molecular Mass: 354.37646
• Monoisotopic Mass: 354.05619455
• SMILES: Oc1ccc(cc1)C1(OS(=O)(=O)c2c1cccc2)c1ccc(O)cc1
• Canonical SMILES: Oc1ccc(cc1)C1(OS(=O)(=O)c2c1cccc2)c1ccc(cc1)O
• InChI: InChI=1S/C19H14O5S/c20-15-9-5-13(6-10-15)19(14-7-11-16(21)12-8-14)17-3-1-2-4-18(17)25(22,23)24-19/h1-12,20-21H
• InChIKey: BELBBZDIHDAJOR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3,3-bis(4-hydroxyphenyl)-3H-2,1$l^{6}-benzoxathiole-1,1-dione; 3,3-bis(4-hydroxyphenyl)-3H-2,1λ^6-benzoxathiole-1,1-dione
• IUPAC Traditional name: phenol red
• Synonyms: Phenolsulfonphthalein; Phenylsulfonephthalein; Phenol Red, ACS; Phenolsulfonephthalein; Phenol Red; Phenol red solution; Phenol Red Solution 0.5%; PHENOL RED, ACS; PHENOL RED FREE ACID; Phenol red; Phenol red solution; 酚红, ACS; 苯酚红; 酚磺酞; 酚红; 酚红 溶液

Database IDs

• CAS Number: 143-74-8
• EC Number: 205-609-7
• MDL Number: MFCD00003552
• Beilstein Number: 326470
• Merck Index: 147247
• PubChem SID: 24847179; 24898090; 162089968; 24859602; 24898424
• PubChem CID: 4766
• CHEBI ID: 31991
• ATC CODE: V04CH03
• CHEMBL: 221319
• Chemspider ID: 4602
• Wikipedia Title: Phenol_red

CALCULATED PROPERTIES

• Acid pKa: 9.156379
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 4.108597
• LogD (pH = 7.4): 4.101159
• Log P: 4.108692
• Molar Refractivity: 94.1168 cm^3
• Polarizability: 36.64682 Å^3
• Polar Surface Area: 83.83 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: 1 M NaOH: soluble1 mg/mL; Practically insoluble in chloroform, ether. Soluble in aqueous alkali hydroxides or carbonates with red color (removed by boiling with zinc dust). Solubility in water: approximately 1g/1300ml. Solubility in alcohol: approximately 1g/350ml
• Apperance: Crystalline; liquid; powder
• Melting Point: >300°C
• Boiling Point: >300°C
• Vapor Pressure: Zero
• Absorption Wavelength: λmax 360 nm; λmax 557 nm (2nd)
• pH: 6.8-8.4

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• RTECS: SJ7490000
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 2; 3
• Risk Statements: 36/37/38
• Safety Statements: 26; 26-37
• TSCA Listed: 是
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Concentration: 0.5%; 2,000 ×
• Grade: ACS; ACS reagent; for electrophoresis; indicator; JIS special grade; REAGENT
• Suitability: cell culture tested; suitable for cell culture
• Description: 5.0 g/L phenol red; for research or for further manufacturing use
• Impurities: endotoxin, tested
• Sterility: sterile-filtered
• Visual Transition Interval: 6.8 - 8.2, yellow to red
• Clarity of solution: passes test
• Product Line: BioReagent
• Empirical Formula (Hill Notation): C19H14O5S

DETAILS

MP Biomedicals - 02152554

Free Acid
ACS Reagent Grade

MP Biomedicals - 02102609

Free Acid
pH indicator: 6.8 (yellow)-8.2 (red)

Sigma Aldrich - 59415C

Preparation Note
Prepared in Dulbecco′s Phosphate Buffered Saline.

Sigma Aldrich - 32661

Application
Suitable for use as a pH indicator.
General description
Visit our Titration Center to learn more.

Sigma Aldrich - P3532

Application
Suitable for use as a pH indicator.

Sigma Aldrich - P8421

Application
Aids in the visualization of PAGE stacking gel sample wells for trouble-free sample loading. When added to the stacking solution (at 10 μl per 20 ml stacking solution), product is incorporated into the stacking gel and does not affect protein migration. Ideal for use with mini-slab systems.

Sigma Aldrich - P0290

Application
For use as a pH indicator in cell culture applications.
Preparation Note
Prepared in Dulbecco′s Phosphate Buffered Saline.

Sigma Aldrich - P4633

Application
Suitable for use as a pH indicator.

Sigma Aldrich - 114529

Application
Suitable for use as a pH indicator.
Packaging
5, 25 g in glass bottle

Sigma Aldrich - 24-1510

Application
Suitable for use as a pH indicator.

Sigma Aldrich - 40-2026

Suitability
pH indicator

REFERENCES

• Acid-base indicator: approx pH 6.8 - 8.2.