Phenol red

Base Information

• Chemical Name: Phenol red
• CAS No.: 143-74-8
• Deprecated CAS: 2877-88-5
• Molecular Formula: C19H14O5S
• Molecular Weight: 354.383
• Hs Code.: 2934.90
• European Community (EC) Number: 205-609-7
• NSC Number: 10459
• UNII: I6G9Y0J1OJ
• DSSTox Substance ID: DTXSID8022408
• Nikkaji Number: J5.823H
• Wikipedia: Phenol_red
• Wikidata: Q418719
• NCI Thesaurus Code: C76641
• RXCUI: 8141
• Metabolomics Workbench ID: 154042
• ChEMBL ID: CHEMBL258921
• Mol file: 143-74-8.mol

Synonyms:Phenol Red;Phenolsulfonphthalein;Sulfonphthal;Sulphental;Sulphonthal

Chemical Property of Phenol red

Chemical Property:

• Appearance/Colour: dark red powder
• Vapor Pressure: 2.84E-13mmHg at 25°C
• Melting Point: 300 °C
• Refractive Index: 1.697
• Boiling Point: 562.8 °C at 760 mmHg
• PKA: 7.9(at 25℃)
• Flash Point: 294.2 °C
• PSA: 92.21000
• Density: 1.477 g/cm³
• LogP: 4.18940
• Storage Temp.: Store at RT.
• Solubility.: 1 M NaOH: soluble1mg/mL
• Water Solubility.: 0.77 g/L
• XLogP3: 3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 354.05619472
• Heavy Atom Count: 25
• Complexity: 545

Purity/Quality:

99%, ^*data from raw suppliers

Phenol Red ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,C
• Hazard Codes: Xi,C
• Statements: 36/37/38-34
• Safety Statements: 37/39-26-45-36/37/39-27

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Dyes -> Indicator Dyes
• Canonical SMILES: C1=CC=C2C(=C1)C(OS2(=O)=O)(C3=CC=C(C=C3)O)C4=CC=C(C=C4)O
• Uses: As indicator in 0.02-0.05% alcohol solution. pH 6.8 yellow, 8.4 red. Phenol red is used as a non absorbed marker in gravimetric method. It is a pH indicator used in cell biology laboratories and in home swimming pool test kits. It is used to check the kidney function based on the excreted phenol red by colorimetric method.

Technology Process of Phenol red

There total 7 articles about Phenol red which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 81.6%

2-sulfobenzoic acid cyclic anhydride (81-08-3) + phenol (108-95-2,27073-41-2) → phenol red (143-74-8)

Guidance literature:

for 0.00416667h; Microwave irradiation;

DOI:10.1135/cccc20021779

Reference yield: 26.0%

saccharin (81-07-2) + phenol (108-95-2,27073-41-2) → phenol red (143-74-8)

Guidance literature:

With sulfuric acid; at 140 ℃; for 3.5h; Neat (no solvent);

DOI:10.1080/00397911.2010.535946

Reference yield:

2-(4-hydroxy-benzoyl)-benzenesulfonic acid (861784-67-0) → phenol red (143-74-8)

Guidance literature:

at 135 ℃;

upstream raw materials:

2-sulfobenzoic acid cyclic anhydride

phenol

2-(4-hydroxy-benzoyl)-benzenesulfonic acid

saccharin

Downstream raw materials:

bromocresol red

bromophenol blue

2-(4,4'-dihydroxy-benzhydryl)-benzenesulfonic acid

4,4'-Dihydroxybenzophenone

Refernces

• 1、 Tillu,Dumbre,Borate,Wakharkar,Choudhary. "Solvent-free one-pot synthesis of sulfonephthaleins from saccharin and phenols". experimental part. p. 1101 - 1107. Retrieved 2012/05/05.
• 2、 -. "Method for preparing high molecular weight meningococcal Group C vaccine". . . Retrieved 2008/06/13.