Ethyl benzo[d][1,3]dioxole-5-carboxylate

Base Information

• Chemical Name: Ethyl benzo[d][1,3]dioxole-5-carboxylate
• CAS No.: 6951-08-2
• Molecular Formula: C10H10O4
• Molecular Weight: 194.187
• Hs Code.: 2932999099
• European Community (EC) Number: 230-125-8
• NSC Number: 49217
• UNII: 6RW78ZBY4K
• DSSTox Substance ID: DTXSID7052440
• Nikkaji Number: J265.989A
• Wikidata: Q81985094
• Mol file: 6951-08-2.mol

Synonyms:Ethyl benzo[d][1,3]dioxole-5-carboxylate;6951-08-2;ethyl 1,3-benzodioxole-5-carboxylate;Ethyl piperonylate;Piperonylic acid, ethyl ester;Ethyl 3,4-(methylenedioxy)benzoate;1,3-BENZODIOXOLE-5-CARBOXYLIC ACID ETHYL ESTER;1,3-Benzodioxole-5-carboxylic acid, ethyl ester;NSC-49217;AI3-03815;Ethylbenzo[d][1,3]dioxole-5-carboxylate;6RW78ZBY4K;benzo[1,3]dioxole-5-carboxylic acid ethyl ester;SCHEMBL1640023;DTXSID7052440;NSC49217;EINECS 230-125-8;MFCD00798034;NSC 49217;AKOS008947912;AS-83259;ethyl 2H-1,3-benzodioxole-5-carboxylate;CS-0455000;S11649

Chemical Property of Ethyl benzo[d][1,3]dioxole-5-carboxylate

Chemical Property:

• Vapor Pressure: 0.00273mmHg at 25°C
• Melting Point: 18.5°C
• Refractive Index: 1.5430 (estimate)
• Boiling Point: 285.9°Cat760mmHg
• Flash Point: 124.1°C
• PSA: 44.76000
• Density: 1.252g/cm³
• LogP: 1.59200
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 194.05790880
• Heavy Atom Count: 14
• Complexity: 216

Purity/Quality:

99% ^*data from raw suppliers

Ethylbenzo[d][1,3]dioxole-5-carboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CC2=C(C=C1)OCO2

Technology Process of Ethyl benzo[d][1,3]dioxole-5-carboxylate

There total 18 articles about Ethyl benzo[d][1,3]dioxole-5-carboxylate 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%

dicobalt octacarbonyl (15226-74-1,61091-28-9,61117-58-6) + ethanol (64-17-5) + 1,3-dihydroisobenzofuran-5-yl trifluoromethanesulfonate (109586-40-5) → ethyl 1,3-benzodioxole-5-carboxylate (6951-08-2)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; at 20 ℃; for 16h; chemoselective reaction; Schlenk technique; Inert atmosphere;

DOI:10.1002/adsc.201600736

Reference yield: 93.0%

dicobalt octacarbonyl (15226-74-1,61091-28-9,61117-58-6) + ethanol (64-17-5) + benzo[d][1,3]dioxol-5-yl 2,3,4,5,6-pentafluorobenzenesulfonate → ethyl 1,3-benzodioxole-5-carboxylate (6951-08-2)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; at 20 ℃; for 16h; chemoselective reaction; Schlenk technique; Inert atmosphere;

DOI:10.1002/adsc.201600736

Reference yield: 90.0%

Piperonylic acid (94-53-1) + ethanol (64-17-5) → ethyl 1,3-benzodioxole-5-carboxylate (6951-08-2)

Guidance literature:

With sulfuric acid; for 3h; Reflux;

DOI:10.14233/ajchem.2014.16132

upstream raw materials:

Piperonylic acid

ethanol

Methylenedioxybenzene

tetranitromethane

Downstream raw materials:

1-(benzo[d][1,3]dioxol-5-yl)-3-phenylpropane-1,3-dione

3-benzo[1,3]dioxol-5-yl-3-oxo-propionitrile

2-diphenylphosphinoyl-1-(3,4-methylenedioxyphenyl)propan-1-one

1-(benzo[1,3]dioxol-5-yl)-2-(6-methylpyridin-2-yl)ethanone

Refernces

• 1、 -. "A heterocyclic compound and use thereof". Paragraph 0103-0106; 0111-0113. . Retrieved 2018/05/24.
• 2、 Fang, Wan-Yin,Leng, Jing,Qin, Hua-Li. "SO2F2-Mediated One-Pot Synthesis of Aryl Carboxylic Acids and Esters from Phenols through a Pd-Catalyzed Insertion of Carbon Monoxide". . p. 2323 - 2331. Retrieved 2017/09/06.