5020-21-3

Basic information

• Product Name: 1H-INDENE-3-CARBOXYLIC ACID
• Synonyms: 1H-INDENE-3-CARBOXYLIC ACID;1H-Indene-3-carboxylic acid ,97%;3-Carboxy-1H-indene
• CAS NO: 5020-21-3
• Molecular Formula: C₁₀H₈O₂
• Molecular Weight: 160.17
• Mol File: 5020-21-3.mol
• Article Data: 1

Chemical Properties

• Melting Point: 145-148°C
• Boiling Point: 226.06°C (rough estimate)
• Flash Point: 135.9°C
• Appearance: /
• Density: 1.0538 (rough estimate)
• Vapor Pressure: 1.21E-05mmHg at 25°C
• Refractive Index: 1.4108 (estimate)
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 3.93±0.20(Predicted)
• CAS DataBase Reference: 1H-INDENE-3-CARBOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-INDENE-3-CARBOXYLIC ACID(5020-21-3)
• EPA Substance Registry System: 1H-INDENE-3-CARBOXYLIC ACID(5020-21-3)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 22
• WGK Germany: 3
• Hazardous Substances Data: 5020-21-3(Hazardous Substances Data)

Usage

Uses

1H-Indene-3-carboxylic Acid is used for preparing esters of 1-Fluorindan-1-carboxylic Acid (FICA) as a chiral derivatizing agent.

InChI:InChI=1/C10H8O2/c11-10(12)9-6-5-7-3-1-2-4-8(7)9/h1-6,9H,(H,11,12)

Upstream product

• 153470-53-2 Hydroxy-inden-1-ylidene-methanol anion 
• 124-38-9 carbon dioxide 
• 20669-47-0 3-1H-indenyllithium 

Downstream Products

• 14209-41-7 3H-indene-1-carboxylic acid 
• 81637-69-6 (-)-(R)-1-indanyl(<1,1-2H2>methyl)bromide 
• 14381-42-1 Indan-1-carboxylic acid 
• 153470-52-1 benzofulvene-8,8-diol 

Relevant articles and documents

Kinetics and mechanism of the isomerization of 1H-indene-1-carboxylic acid to 1H-indene-3-carboxylic acid in aqueous solution and determination of their keto-enol equilibrium constants and acid dissociation constants of the keto and enol forms. Implication on the photolysis of diazonaphthoquinones

Rates of isomerization of 1H-indene-1-carboxylic acid to 1H-indene-3-carboxylic acid were measured in dilute aqueous solutions of HClO4, NaOH, and CH3CO2H and H2PO4-, (CH3)3CPO3H-, and HCO3- buffers. This gave a rate profile which, together with the occurrence of general base catalysis and sizable primary kinetic isotope effects, indicates that the isomerization takes place through an enolization-reketonization reaction sequence. The equilibrium constant of the isomerization reaction is K = [indene-3-carboxylic acid]/[indene-1-carboxylic acid] = 200 in aqueous acid solution and K = 100 in base. The ratio of products formed by ketonization of the indenecarboxylic acid enol intermediate generated in the photolysis of 2-diazo-1 (2H)-naphthalenone is R = [indene-3-carboxylic acid]/[indene-1-carboxylic acid] = 0.47 in aqueous acid solution and R = 20 in base. The failure of previous investigations of the photolysis reaction to detect any indene-1-carboxylic acid as the product is attributed to the facile isomerization of this substance to indene-3-carboxylic acid and the preponderance of the latter at equilibrium. The enol intermediate of this isomerization reaction was also generated by flash photolysis of 2-diazo-1 (2H)-naphthalene and rates of its ketonization were measured in dilute aqueous HClO4 solutions. Analysis of the data gave the enol acidity constant pKaE = 2.09. The results, in combination with those for the isomerization reaction, also provided carbon acid acidity constants (KaK) and keto-enol equilibrium constants (KE) for the two acids: pKaK = 9.35 and pKE = 7.26 for indene-1-carboxylic acid and pKaK = 11.69 and pKE = 9.60 for indene-3-carboxylic acid.