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2,3-Dihydrobenzofuran

Base Information
  • Chemical Name:2,3-Dihydrobenzofuran
  • CAS No.:496-16-2
  • Molecular Formula:C8H8O
  • Molecular Weight:120.151
  • Hs Code.:29329995
  • European Community (EC) Number:207-817-3
  • UNII:99E861415L
  • DSSTox Substance ID:DTXSID2022040
  • Nikkaji Number:J6.091G
  • Wikidata:Q27159770
  • Metabolomics Workbench ID:133034
  • ChEMBL ID:CHEMBL370688
  • Mol file:496-16-2.mol
2,3-Dihydrobenzofuran

Synonyms:2,3-dihydrobenzofuran;coumaran

Suppliers and Price of 2,3-Dihydrobenzofuran
Supply Marketing:
Business phase:
The product has achieved commercial mass production*data from LookChem market partment
Manufacturers and distributors:
  • Manufacture/Brand
  • Chemicals and raw materials
  • Packaging
  • price
  • TRC
  • 2,3-Dihydrobenzofuran
  • 5g
  • $ 60.00
  • TCI Chemical
  • 2,3-Dihydrobenzofuran >98.0%(GC)
  • 25g
  • $ 150.00
  • TCI Chemical
  • 2,3-Dihydrobenzofuran >98.0%(GC)
  • 5g
  • $ 48.00
  • SynQuest Laboratories
  • 2,3-Dihydrobenzo[b]furan
  • 5 g
  • $ 16.00
  • SynQuest Laboratories
  • 2,3-Dihydrobenzo[b]furan
  • 25 g
  • $ 28.00
  • SynQuest Laboratories
  • 2,3-Dihydrobenzo[b]furan
  • 100 g
  • $ 71.00
  • Sigma-Aldrich
  • 2,3-Dihydrobenzofuran 99%
  • 25g
  • $ 99.70
  • Sigma-Aldrich
  • 2,3-Dihydrobenzofuran 99%
  • 5g
  • $ 54.50
  • Matrix Scientific
  • 2,3-Dihydrobenzo[b]furan 95+%
  • 25g
  • $ 51.00
  • Matrix Scientific
  • 2,3-Dihydrobenzo[b]furan 95+%
  • 100g
  • $ 130.00
Total 164 raw suppliers
Chemical Property of 2,3-Dihydrobenzofuran
Chemical Property:
  • Appearance/Colour:colorless to light yellow liquid 
  • Vapor Pressure:0.836mmHg at 25°C 
  • Melting Point:-21 °C 
  • Refractive Index:n20/D 1.549(lit.)  
  • Boiling Point:188.2 °C at 760 mmHg 
  • Flash Point:66.7 °C 
  • PSA:9.23000 
  • Density:1.096 g/cm3 
  • LogP:1.62150 
  • Storage Temp.:Store below +30°C. 
  • Solubility.:alcohol: soluble 
  • XLogP3:2.1
  • Hydrogen Bond Donor Count:0
  • Hydrogen Bond Acceptor Count:1
  • Rotatable Bond Count:0
  • Exact Mass:120.057514874
  • Heavy Atom Count:9
  • Complexity:101
Purity/Quality:

99% *data from raw suppliers

2,3-Dihydrobenzofuran *data from reagent suppliers

Safty Information:
  • Pictogram(s): IrritantXi 
  • Hazard Codes:Xi 
  • Statements: 36/37/38 
  • Safety Statements: 23-24/25-26 
MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:
  • Canonical SMILES:C1COC2=CC=CC=C21
  • General Description 2,3-Dihydrobenzofuran is a heterocyclic compound that can be efficiently synthesized via gold-catalyzed reactions, demonstrating high selectivity and good yields. The gold-catalyzed transformation of furans with ynamide or alkynyl ether side chains at room temperature enables the formation of this structure, stabilized by heteroatom-attached intermediates. This method highlights the versatility of gold catalysis in constructing dihydrobenzofuran derivatives under mild conditions.
Technology Process of 2,3-Dihydrobenzofuran

There total 76 articles about 2,3-Dihydrobenzofuran 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:
Guidance literature:
With methanol; palladium diacetate; 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane; In dichloromethane; at 25 ℃; for 12h; chemoselective reaction; Sealed tube; Inert atmosphere;
DOI:10.1002/adsc.202000759
Guidance literature:
With Ru/Al2O3; potassium carbonate; In N,N-dimethyl-formamide; at 60 ℃; for 1.5h; Temperature; Microwave irradiation;
Guidance literature:
With copper(l) iodide; lithium tert-butoxide; In 1,4-dioxane; at 100 ℃;
DOI:10.1055/s-0030-1260761
Refernces

Dihydrobenzofuran production from catalytic tandem Claisen rearrangement-intramolecular hydroaryloxylation of allyl phenyl ethers in subcritical water

10.1039/c4ra04689g

The research explores a novel method for synthesizing dihydrobenzofurans, which are key structural components in many biologically active compounds. The study investigates the tandem Claisen rearrangement and intramolecular hydroaryloxylation of allyl phenyl ethers in subcritical water (SBW) using various zeolite catalysts (SBA-15, TS-1, and HZSM-5). The experiments were conducted at temperatures ranging from 200 to 320 °C, with HZSM-5 demonstrating the highest catalytic activity. The study found that temperature and catalyst type significantly influenced product yields, with 2-methyl-2,3-dihydrobenzofuran being the primary product. The optimal reaction conditions were identified as 260 °C with an APE–water molar ratio of 1:40, yielding 65% of the desired product. The HZSM-5 catalyst showed high selectivity and recyclability, maintaining its activity over multiple uses. The study also tested various allyl phenyl ether derivatives, achieving high yields (83–95%) of corresponding dihydrobenzofurans.

Gold-catalyzed synthesis of chroman, dihydrobenzofuran, dihydroindole, and tetrahydroquinoline derivatives

10.1002/chem.200800210

The study explores the use of gold catalysis to synthesize various heterocycles, including chromans, dihydrobenzofurans, dihydroindoles, and tetrahydroquinolines. The researchers prepared furans containing ynamide or alkynyl ether moieties in the side chain and used gold-catalyzed transformations to achieve these syntheses at room temperature through fast reactions. The heteroatom directly attached to the intermediate arene oxides stabilized the intermediates, leading to highly selective reactions, even with mono-substituted furans. The study involved various chemicals, including lithiated furans for the introduction of side chains, oxiranes and enones for synthesis of alcohols, and dichlorovinyl ethers and toluenesulfonamides as starting points for ynamide syntheses. The gold-catalyzed reactions resulted in the formation of the desired heterocycles with good yields and selectivity, highlighting the efficiency and versatility of gold catalysis in organic synthesis.

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