23405-32-5

Basic information

• Product Name: 5-Carbomethoxyphthalide
• Synonyms: 5-Carbomethoxyphthalide ;Methyl phthalide-5-carboxylate;Methyl 1-oxo-1,3-dihydroisobenzofuran-5-carboxylate
• CAS NO: 23405-32-5
• Molecular Formula: C₁₀H₈O₄
• Molecular Weight: 192.17
• Mol File: 23405-32-5.mol

Chemical Properties

• Melting Point: 151 °C
• Boiling Point: 399.127 °C at 760 mmHg
• Flash Point: 213.877 °C
• Appearance: /
• Density: 1.335 g/cm³
• Vapor Pressure: 1.4E-06mmHg at 25°C
• Refractive Index: 1.571
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 5-Carbomethoxyphthalide(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Carbomethoxyphthalide(23405-32-5)
• EPA Substance Registry System: 5-Carbomethoxyphthalide(23405-32-5)

Safety Data

• Hazardous Substances Data: 23405-32-5(Hazardous Substances Data)

Usage

Uses

Used in the Food Industry:
5-Carbomethoxyphthalide is used as a flavoring ingredient for its ability to enhance the taste and aroma of food products, contributing to a more appealing consumer experience.
Used in the Cosmetic Industry:
In the cosmetic industry, 5-Carbomethoxyphthalide serves as a fragrance, adding pleasant scents to various cosmetic products, thereby increasing their marketability and consumer appeal.
Used in Pharmaceutical Research:
5-Carbomethoxyphthalide is used as a lead compound in drug development for its potential therapeutic effects. It has been studied for properties such as anti-inflammatory and neuroprotective actions, indicating its potential in treating neurodegenerative disorders and inflammatory conditions.
Used in Therapeutic Applications:
5-Carbomethoxyphthalide is utilized for its potential to mitigate inflammation and protect neural tissues, making it a candidate for treatments targeting a range of diseases, from neurodegenerative conditions to various inflammatory ailments.

InChI:InChI=1/C10H8O4/c1-13-9(11)6-2-3-8-7(4-6)5-14-10(8)12/h2-4H,5H2,1H3

Upstream product

• 227954-90-7 (1-oxo-1,3-dihydroisobenzofuran-5-yl)carbonyl chloride 
• 67-56-1 methanol 
• 120-61-6 1,4-benzenedicarboxylic acid dimethyl ester 
• 107-19-7 propargyl alcohol 
• 922-67-8 propynoic acid methyl ester 
• 65399-05-5 5-amino-3H-isobenzofuran-1-one 
• 82104-74-3 1-oxo-1,3-dihydro-isobenzofuran-5-carbonitrile 
• 4792-29-4 5-carboxyphtalide 
• 85118-25-8 1-oxo-1,3-dihydroisobenzofuran-5-carboxamide 
• 1679-64-7 Monomethyl terephthalate 
• 74-95-3 1,1-dibromomethane 
• 74-88-4 methyl iodide 
• 50-00-0 formaldehyd 
• 6724-90-9 4-(4-morpholinylcarbonyl)benzoic acid methyl ester 

Downstream Products

• 1439931-11-9 C₃₅H₃₄N₂O₅ 
• 194785-18-7 6-carboxy-X-rhodamine 
• 25147-76-6 [2,4-bis(hydroxymethyl)-phenyl]methanol 

Relevant articles and documents

One-pot synthesis of benzolactones and lactams via a cobalt-catalyzed regioselective [2 + 2 + 2] cocyclotrimerization of alkynyl alcohols and amines with propiolates

An efficient method for the synthesis of benzolactones and benzolactams via a cobalt-catalyzed [2 + 2 + 2] cocyclotrimerization of alkynyl alcohols and alkynyl amines with propiolates is described. The Royal Society of Chemistry 2005.

Enantioselective synthesis of 3-aryl-phthalides through a nickel-catalyzed stereoconvergent cross-coupling reaction

A nickel-catalyzed asymmetric Suzuki-Miyaura cross-coupling of racemic 3-bromo-phthalides and arylboronic acids was realized for the synthesis of diverse chiral 3-aryl-phthalides in moderate to excellent reaction yields. The reaction proceeded in a stereoconvergent manner and high enantioselectivities were observed for most examined examples. A number of functional groups like aldehyde, ester and bromide were well tolerated. Heteroaromatic boronic acids were also competent coupling partners in this reaction.

Synthesis, Characterization and Biological Activity of Novel 1,3,4-Oxadiazole Derivatives of 1,3-Dihydro-1-oxoisobenzofuran-5-carboxylic Acid

This work relates to the synthesis of novel 1,3,4-oxadiazole derivatives (5a-h) from 1,3-dihydro-1-oxoisobenzofuran-5-carboxylic acid. The structure of the synthesized compounds were confirmed by using IR,1H NMR,13C NMR and mass spec

Synthesis of 3-Unsubstituted Phthalides from Aryl Amides and Paraformaldehyde via Ruthenium(II)-Catalyzed C–H Activation

A straightforward and convenient route has been developed for the synthesis of 3-unsubstituted phthalide derivatives from aryl amides and paraformaldehyde by ruthenium(II)-catalyzed C–H activation. The reaction proceeds through tandem ortho-hydroxymethylation of aryl amide and subsequent intramolecular lactonization.

Scalable Regioselective Synthesis of Rhodamine Dyes

A one-step, operationally simple protocol for the synthesis of isomerically pure rhodamine dyes from phthalaldehydic acids is reported. Using a mixture of 2,2,2-trifluoroethanol and water as reaction media allows for clean and efficient formation of vario

Gallium trihalide catalyzed sequential addition of two different carbon nucleophiles to esters by using silyl cyanide and ketene silyl acetals

A sequential addition of silyl cyanide and ketene silyl acetals to esters was achieved by a gallium trihalide catalyst to produce β-cyano-β- siloxy esters. This is the first example of the sequential addition of two different carbon nucleophiles to esters. The employment of lactones provided α,α-disubstituted cyclic ethers with a cyano group and an ester moiety. A variety of esters and lactones are applicable to this reaction system.

RADIATION-INDUCED REDUCTION OF AROMATIC CARBOXYLIC ESTERS IN ALCOHOLIC SOLUTIONS

Gamma-irradiation of aromatic carboxylic esters in alcoholic solutions brings about the reduction of the ester group to aldehyde, alcohol, α-ketoalcohol, and 1,2-glycol.The reduction is effected by solvated electrons and solvent-derived hydroxyalkyl radicals.