20197-75-5

Basic information

• Product Name: 2,3-dihydro-1,4-benzodioxine -6-carboxylic acid methyl ester
• Synonyms: 2,3-dihydro-1,4-benzodioxine -6-carboxylic acid methyl ester;Methyl 1,4-Benzodioxan-6-carboxylate;1,4-benzodioxan-6-carboxylate;Methyl 2,3-dihydrobenzo[b][1,4]dioxine-6-carboxylate;1,4-Benzodioxin-6-carboxylic acid, 2,3-dihydro-, Methyl ester;2,3-Dihydro-1,4-benzodioxin-6-carboxylic acid methyl ester;2,3-dihydro-benzo[1,4]dioxine-6-carboxylic acid methyl ester
• CAS NO: 20197-75-5
• Molecular Formula: C₁₀H₁₀O₄
• Molecular Weight: 194.19
• Mol File: 20197-75-5.mol
• Article Data: 32

Chemical Properties

• Boiling Point: 292.5°C at 760 mmHg
• Flash Point: 127.7°C
• Appearance: /
• Density: 1.242g/cm³
• Vapor Pressure: 0.00183mmHg at 25°C
• Refractive Index: 1.537
• Storage Temp.: Inert atmosphere,Room Temperature
• CAS DataBase Reference: 2,3-dihydro-1,4-benzodioxine -6-carboxylic acid methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3-dihydro-1,4-benzodioxine -6-carboxylic acid methyl ester(20197-75-5)
• EPA Substance Registry System: 2,3-dihydro-1,4-benzodioxine -6-carboxylic acid methyl ester(20197-75-5)

Safety Data

• Hazardous Substances Data: 20197-75-5(Hazardous Substances Data)

Usage

General Description

2,3-dihydro-1,4-benzodioxine-6-carboxylic acid methyl ester is a chemical compound with the molecular formula C10H10O4. It is a methyl ester derivative of 2,3-dihydro-1,4-benzodioxine-6-carboxylic acid, which is a structural isomer of salicylic acid. 2,3-dihydro-1,4-benzodioxine -6-carboxylic acid methyl ester is used in the pharmaceutical industry for the synthesis of various drugs and bioactive molecules. It has also been studied for its potential therapeutic properties, including its anti-inflammatory and antioxidant effects. However, further research is needed to fully understand its pharmacological properties and potential applications in medicine.

InChI:InChI=1/C10H10O4/c1-12-10(11)7-2-3-8-9(6-7)14-5-4-13-8/h2-3,6H,4-5H2,1H3

Upstream product

• 2150-43-8 3,4-dihydroxybenzoic acid methyl ester 
• 106-93-4 ethylene dibromide 
• 54110-86-0 2-(2-bromo-4-carboxylic acid methyl ester phenoxy)ethanol 
• 51329-16-9 3,4-dibromobenzoic acid methyl ester 
• 107-21-1 ethylene glycol 
• 325147-52-2 2-(2-bromo-4-carboxylic acid methyl ester phenoxy)-1-tert-butyldimethylsiloxyethane 
• 29415-97-2 methyl 3-bromo-4-hydroxybenzoate 
• 99-76-3 methyl 4-hydroxylbenzoate 
• 4442-54-0 2,3-dihydro-1,4-benzodioxin-6-carboxylic acid 
• 67-56-1 methanol 
• 99-50-3 3,4-Dihydroxybenzoic acid 
• 493-09-4 benzo-1,4-dioxane 
• 124-38-9 carbon dioxide 
• 18107-18-1 diazomethyl-trimethyl-silane 

Downstream Products

• 98953-13-0 2,3-dihydrobenzo[b][1,4]dioxine-6-carboxylic acid hydrazide 
• 52791-03-4 7-nitro-2,3-dihydro-benzo[1,4]dioxine-6-carboxylic acid methyl ester 
• 20197-76-6 7-amino-2,3-dihydro-benzo[1,4]dioxine-6-carboxylic acid methyl ester 
• 1338597-16-2 3-(benzylthio)-5-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-4-phenyl-4H-1,2,4-triazole 
• 1338597-17-3 3-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-5-(2-nitrobenzylthio)-4-phenyl-4H-1,2,4-trazole 
• 1338597-18-4 3-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-5-(3-nitrobenzylthio)-4-phenyl-4H-1,2,4-trazole 
• 1338597-19-5 3-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-5-(4-nitrobenzylthio)-4-phenyl-4H-1,2,4-trazole 
• 1338597-20-8 3-(2-chlorobenzylthio)-5-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-4-phenyl-4H-1,2,4-triazole 
• 1338597-21-9 3-(3-chlorobenzylthio)-5-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-4-phenyl-4H-1,2,4-triazole 
• 1338597-22-0 3-(4-chlorobenzylthio)-5-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-4-phenyl-4H-1,2,4-triazole 
• 1338597-23-1 3-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-5-(3-methoxybenzylthio)-4-phenyl-4H-1,2,4-triazole 
• 1338597-24-2 3-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-5-(2-methylbenzylthio)-4-phenyl-4H-1,2,4-triazole 
• 1338597-25-3 3-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-5-(4-methylbenzylthio)-4-phenyl-4H-1,2,4-triazole 
• 1338597-26-4 3-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-5-(2-fluorobenzylthio)-4-phenyl-4H-1,2,4-triazole 

Relevant articles and documents

Discovery of a series of 1,3,4-oxadiazole-2(3H)-thione derivatives containing piperazine skeleton as potential FAK inhibitors

Focal adhesion kinase (FAK) is an important drug target that plays a fundamental role in mediating signal transduction system. We report herein the discovery of a novel class of 1,3,4-oxadiazole-2(3H)-thione derivatives containing piperazine skeleton with

Synthesis, structure, and urease inhibitory activities of Co(III), Mn(II) and Zn(II) complexes with hydrazone derived from protocatechuic acid

[CoIII(L1)2·H2O]NO3 (1), [MnII(L1)2·H2O] (2), and [ZnII(L1)2·H2O] (3) with a hydrazone derived from protocatechu

Synthesis and antioxidant activity of novel Mannich base of 1,3,4-oxadiazole derivatives possessing 1,4-benzodioxan

A new series of Mannich base of 1,3,4-oxadiazole derivatives possessing 1,4-benzodioxan (6a-6ae) were synthesized and characterized by 1H NMR, ESI-MS and elemental analysis. The structure of 6b was further confirmed by single crystal X-ray diffraction. All these novel compounds were screened for their in vitro antioxidant activity employing 2,2′-diphenyl-1- picrylhydrazyl radical (DPPH), 2,2′-azinobis (3-ethylbenzothiazoline-6- sulfonate) cationic radical (ABTS+) and ferric reducing antioxidant power (FRAP) scavenging assays. Due to the combination of 1,4-benzodioxan, 1,3,4-oxadiazoles and substituted phenyl ring, most of them exhibited nice antioxidant activities. In all of these three assays mentioned above, compounds 6f and 6e showed significant radical scavenging ability comparable to the commonly used antioxidants, BHT and Trolox. Seven compounds with representative substituents or activities were selected for further assays in chemical simulation biological systems - inhibition of microsomal lipid peroxidation (LPO) and protection against 2,2′-azobis (2-amidinopropane hydrochloride) (AAPH) induced DNA strand breakage, in which, 6f and 6e were demonstrated to be of the most potent antioxidant activities.

Electro-Oxidative Selective Esterification of Methylarenes and Benzaldehydes

A mild and green electro-oxidative protocol to construct aromatic esters from methylarenes and alcohols is herein reported. Importantly, the reaction is free of metals, chemical oxidants, bases, acids, and operates at room temperature. Moreover, the design of the electrolyte was found critical for the oxidation state and structure of the coupling products, a rarely documented effect. This electro-oxidative coupling process also displays exceptional tolerance of many fragile easily oxidized functional groups such as hydroxy, aldehyde, olefin, alkyne, as well as neighboring benzylic positions. The enantiomeric enrichment of some chiral alcohols is moreover preserved during this electro-oxidative coupling reaction, making it overall a promising synthetic tool.

Methoxylation of Acyl Fluorides with Tris(2,4,6-trimethoxyphenyl)phosphine via C-OMe Bond Cleavage under Metal-Free Conditions

Acyl fluorides are subjected to methoxylation with tris(2,4,6-trimethoxyphenyl)phosphine (TMPP) to afford the corresponding methyl esters in good to excellent yields. This transformation is featured by C(sp2)-OMe bond cleavage under metal-free conditions. Unprecedented utilization of TMPP as a methoxylating agent realized the installation of an OMe group into the desired products.