2,3-Dihydro-1-benzofuran-2-carboxylic acid

Base Information

• Chemical Name: 2,3-Dihydro-1-benzofuran-2-carboxylic acid
• CAS No.: 1914-60-9
• Molecular Formula: C9H8O3
• Molecular Weight: 164.161
• Hs Code.: 29321900
• European Community (EC) Number: 691-611-7
• DSSTox Substance ID: DTXSID90380181,DTXSID20901146
• Nikkaji Number: J1.944.247K
• Mol file: 1914-60-9.mol

Synonyms:1914-60-9;2,3-dihydrobenzofuran-2-carboxylic acid;2,3-dihydro-1-benzofuran-2-carboxylic acid;2-BENZOFURANCARBOXYLIC ACID, 2,3-DIHYDRO-;MFCD03086168;2,3-dihydro-benzofuran-2-carboxylic acid;SDCCGMLS-0066046.P001;NoName_219;SCHEMBL1519327;DTXSID20901146;DTXSID90380181;WEVFUSSJCGAVOH-UHFFFAOYSA-N;HMS1737C20;2,3-dihydrobenzofuran-2-carboxylic;2,3-Dihydrobenzofuran carboxylic acid;AKOS000268833;AKOS016040159;AKOS025391790;2,3-dihydrobenzofuran-2-carboxylicacid;AB13115;CS-W001099;FS-2671;AM803437;SY064576;FT-0633908;EN300-14618;2,3-DIHYDRO-2-BENZOFURANCARBOXYLIC ACID;A813491;W-206410;2,3-dihydro-1-benzofuran-2-carboxylic acid, AldrichCPR;F2173-1242;Z104377952

Chemical Property of 2,3-Dihydro-1-benzofuran-2-carboxylic acid

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 116-118 °C
• Refractive Index: 1.597
• Boiling Point: 340.539 °C at 760 mmHg
• PKA: 3.17±0.20(Predicted)
• Flash Point: 144.317 °C
• PSA: 46.53000
• Density: 1.347 g/cm³
• LogP: 1.07470
• Storage Temp.: 2-8°C
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 164.047344113
• Heavy Atom Count: 12
• Complexity: 190

Purity/Quality:

98%,99%, ^*data from raw suppliers

2,3-Dihydro-2-benzofurancarboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-51-22
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(OC2=CC=CC=C21)C(=O)O
• Uses: This compound is the starting material in the synthesis of (dihydro)benzofuran-2-carboxylic acid N-(substituted)phenylamide derivatives as anticancer agents.

Technology Process of 2,3-Dihydro-1-benzofuran-2-carboxylic acid

There total 11 articles about 2,3-Dihydro-1-benzofuran-2-carboxylic acid 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: 77.0%

2-hydroxymethyl-1H-2,3-dihydrobenzofuran (66158-96-1) → 2,3-dihydro-1-benzofuran-2-carboxylic acid (1914-60-9)

Guidance literature:

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; sodium hydrogencarbonate; potassium bromide; In tetrahydrofuran; water; for 3h;

DOI:10.1016/j.bmcl.2015.04.050

Reference yield: 74.0%

Benzofuran-2-carboxylic acid (496-41-3) → 2,3-dihydro-1-benzofuran-2-carboxylic acid (1914-60-9)

Guidance literature:

With hydrogen; palladium 10% on activated carbon; In ethyl acetate; for 48h; under 3361.55 - 3620.13 Torr;

Reference yield:

o-Allylphenol (1745-81-9) → 2,3-dihydro-1-benzofuran-2-carboxylic acid (1914-60-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 6 h / Inert atmosphere

1.2: 14 h / 20 °C / Inert atmosphere

2.1: 2,2,6,6-tetramethyl-piperidine-N-oxyl; potassium bromide; sodium hypochlorite; sodium hydrogencarbonate / tetrahydrofuran; water / 3 h

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; potassium bromide; In tetrahydrofuran; dichloromethane; water;

DOI:10.1016/j.bmcl.2015.04.050

upstream raw materials:

Benzofuran-2-carboxylic acid

ethyl 2,3-dihydro-1-benzofuran-2-carboxylate

ethyl (2-formylphenoxy)acetate

salicylaldehyde

Downstream raw materials:

5-bromo-2,3-dihydro-1-benzofuran-2-carboxylic acid

2-methyl-2,3-dihydrobenzofuran-2-carboxylic acid

Refernces

• 1、 Triandafillidi, Ierasia,Sideri, Ioanna K.,Tzaras, Dimitrios Ioannis,Spiliopoulou, Nikoleta,Kokotos, Christoforos G.. "Green Organocatalytic Synthesis of Dihydrobenzofurans by Oxidation-Cyclization of Allylphenols". . p. 4254 - 4260. Retrieved 2017/09/12.
• 2、 -. "ANTIPARASITIC AGENTS". Page/Page column 18. . Retrieved 2008/12/08.