Phenolphthalein

Base Information

• Chemical Name: Phenolphthalein
• CAS No.: 77-09-8
• Deprecated CAS: 467-29-8,57214-20-7,390417-24-0,546094-13-7,1541170-18-6,390417-24-0,546094-13-7
• Molecular Formula: C20H14O4
• Molecular Weight: 318.329
• Hs Code.: 29322910
• European Community (EC) Number: 201-004-7
• NSC Number: 757271,215214,10464
• UN Number: 1993
• UNII: 6QK969R2IF
• DSSTox Substance ID: DTXSID0021125
• Nikkaji Number: J4.502K
• Wikipedia: Phenolphthalein
• Wikidata: Q187921
• NCI Thesaurus Code: C29359
• Metabolomics Workbench ID: 149255
• ChEMBL ID: CHEMBL63857
• Mol file: 77-09-8.mol

Synonyms:Ap-La-Day;Ex-Lax;Feen-A-Mint;Laxatone;Laxettes;Modane;Phenolphthalein;Thalinol

Chemical Property of Phenolphthalein

Chemical Property:

• Appearance/Colour: White to light yellow crystal powder
• Vapor Pressure: 7.12E-13mmHg at 25°C
• Melting Point: 258-263 °C
• Refractive Index: 1.672
• Boiling Point: 557.8 °C at 760 mmHg
• PKA: 9.4(at 25℃)
• Flash Point: 206.5 °C
• PSA: 66.76000
• Density: 1.385 g/cm³
• LogP: 3.56010
• Storage Temp.: no restrictions.
• Solubility.: Soluble in alcohol. Slightly soluble in ether. Slightly soluble
• Water Solubility.: <0.1 g/100 mL
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 318.08920892
• Heavy Atom Count: 24
• Complexity: 438
• Transport DOT Label: Combustible Liquid

Purity/Quality:

99%min ^*data from raw suppliers

Phenolphthalein ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,T,F,Xi
• Hazard Codes: Xn,T,F,Xi
• Statements: 40-22-10-36/38-23/25-11-36/37/38-68-62-45-39/23/24/25-23/24/25
• Safety Statements: 45-36/37-33-24-16-7-36-26-53

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(=O)OC2(C3=CC=C(C=C3)O)C4=CC=C(C=C4)O
• Production method: It is derived from the condensation of phthalic anhydride and phenol.
• Uses: Phenolphthalein is one of those chemicals that is commonly used in the chemistry laboratory to tell if a solution is acidic or alkaline . These chemicals are called acid - base indicators and used as indicator for acidimetric titrations. Phenolphthalein exerts laxative effects by stimulating the intestinal mucosa and constricting smooth muscles. However, phenolphthalein is no longer used as a laxative due to the suspected carcinogenicity of this compound. Phenolphthalein can be used as an inhibitor and pH indicator. It also induces centrosome amplification and tubulin depolymerization in vitro.

Technology Process of Phenolphthalein

There total 12 articles about Phenolphthalein 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: 94.0%

phthalic anhydride (85-44-9) + phenol (108-95-2,27073-41-2) → phenolphthalein (77-09-8)

Guidance literature:

With methanesulfonic acid; at 90 ℃; for 5h;

DOI:10.1016/j.tetlet.2009.09.007

Reference yield: 86.2%

→ phenolphthalein (77-09-8)

Guidance literature:

Reference yield:

phthalic anhydride (85-44-9) + phenol (108-95-2,27073-41-2) → phenolphthalein (77-09-8) + spiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one (596-24-7)

Guidance literature:

With sulfuric acid; at 115 - 120 ℃;

upstream raw materials:

phthalic anhydride

phenol

3,3-bis(4-aminophenyl)isobenzofuran-1-(3H)-one

benzene-1,2-dicarboxylic acid

Downstream raw materials:

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

benzene-1,2-dicarboxylic acid

fluorescein

phenol

Refernces

Visual enantiomeric recognition of amino acid derivatives in protic solvents

10.1021/jo050387u

The study focuses on the development and testing of chiral host molecules based on a phenolphthalein skeleton and two crown ethers for visual enantiomeric recognition of amino acid derivatives in protic solvents, specifically methanol. The researchers synthesized various chiral host molecules (2-7) with different substituents, such as methyl and phenyl groups, to examine their enantioselective coloration when complexed with chiral amino acid derivatives (9-22). The purpose of these chemicals was to serve as potential rapid sensors for determining the absolute configurations of asymmetric guest compounds, with the ability to discriminate between enantiomers based on color changes. The study aimed to explore the effects of the host's structure on the enantiomeric recognition and color development, as well as the temperature dependence of these interactions.