Benzofuran

Base Information

• Chemical Name: Benzofuran
• CAS No.: 271-89-6
• Molecular Formula: C8H6O
• Molecular Weight: 118.135
• Hs Code.: 2902.90
• European Community (EC) Number: 205-982-6
• ICSC Number: 0388
• NSC Number: 1255
• UN Number: 1993
• UNII: LK6946W774
• DSSTox Substance ID: DTXSID6020141
• Nikkaji Number: J5.447J
• Wikipedia: Benzofuran
• Wikidata: Q410089
• Metabolomics Workbench ID: 45791
• ChEMBL ID: CHEMBL363614
• Mol file: 271-89-6.mol

Synonyms:2,3-benzofuran;benzo(b)furan;benzofuran;benzofurfuran;coumarone

Chemical Property of Benzofuran

Chemical Property:

• Appearance/Colour: Colorless to light yellow liquid
• Vapor Pressure: 1.65mmHg at 25°C
• Melting Point: <-18 °C
• Refractive Index: n20/D 1.567
• Boiling Point: 174 °C at 760 mmHg
• PKA: 33.2
• Flash Point: 56.1 °C
• PSA: 13.14000
• Density: 1.11 g/cm³
• LogP: 2.43280
• Storage Temp.: 2-8°C
• Water Solubility.: insoluble
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 118.041864811
• Heavy Atom Count: 9
• Complexity: 101
• Transport DOT Label: Flammable Liquid

Purity/Quality:

99% ^*data from raw suppliers

Benzofuran(1mg/mLInDichloromethane) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi, Xn
• Hazard Codes: Xn,Xi
• Statements: 40-52-10
• Safety Statements: 36/37-16

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Benzofuran Derivatives
• Canonical SMILES: C1=CC=C2C(=C1)C=CO2
• Inhalation Risk: No indication can be given about the rate at which a harmful concentration of this substance in the air is reached on evaporation at 20 °C.
• Effects of Long Term Exposure: The substance may have effects on the kidneys and liver. This substance is possibly carcinogenic to humans.
• Uses: manufacture of coumarone-indene resins. As an intermediate in the polymerization of coumarone-indene resins found in various corrosion-resistant coatings such as paints and varnishes; in water-resistant coatings for paper products and fabrics; in adhesives for use in food containers Benzo[b]furan is used in the manufacture of coumarone-indene resin. It has been used to make floor tiles and other products. It is also used as a coating on grapefruit, lemons, lirnes, oranges, tangelos and tangerines and in the production of COITosion-resistant paints and varnishes, in water-resistant coatings on paper products and fabrics and as adhesives in food containers.

Technology Process of Benzofuran

There total 208 articles about Benzofuran 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: 38.0%

2-(β,β-dibromovinyl)phenol (91703-34-3) → 1-benzofurane (271-89-6) + 2-ethynyl-phenol (5101-44-0)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; at -70 ℃; for 2h;

DOI:10.1021/jo00122a046

Reference yield: 30.0%

4-(o-hydroxyphenylmethylidene)-3-methylisoxazol-5(4H)-one (17975-50-7) → 1-benzofurane (271-89-6) + 2-ethynyl-phenol (5101-44-0)

Guidance literature:

at 800 ℃; under 0.000750075 Torr; Temperature;

DOI:10.1071/CH15234

Reference yield: 20.0%

o-Methoxybenzyl chloride (7035-02-1) → styrene (100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6) + 1-benzofurane (271-89-6) + ethylbenzene (100-41-4,27536-89-6) + toluene (108-88-3,15644-74-3,16713-13-6)

Guidance literature:

at 550 ℃; under 0.1 Torr; Further byproducts given; flash vacuum pyrolysis;

DOI:10.1016/S0040-4039(00)81477-X

upstream raw materials:

2.3-dihydrobenzofuran

1-(benzo[b]furan-2-yl)ethanone

Benzofuran-2-carboxylic acid

benzofurane-3-carboxylic acid

Downstream raw materials:

chrysene

1-(benzo[b]furan-2-yl)ethanone

2-formylbenzo[b]furan

1-aminophenanthrene

Refernces

• 1、 Prey,Pieh. "-". . p. 790,797. Retrieved 1949.
• 2、 Dorrestijn, Edwin,Pugin, Raphae?l,Nogales, M. Victoria Ciriano,Mulder, Peter. "Thermal Decomposition of Chroman. Reactivity of o-Quinone Methide". . p. 4804 - 4810. Retrieved 1997.
• 3、 Amantini, David,Fringuelli, Francesco,Piermatti, Oriana,Pizzo, Ferdinando,Vaccaro, Luigi. "3-Nitrocoumarins as Dienophiles in the Diels-Alder Reaction in Water. An Approach to the Synthesis of Nitrotetrahydrobenzo[c]chromenones and Dihydrodibenzo[b,d]furans". . p. 9263 - 9268. Retrieved 2003.
• 4、 Jiang, Jun,Li, Teng,Sun, Guangyu,Wang, Yantao,Xiong, Lu,Yang, Weiran,Yu, Pengxin,Zheng, Boying. "Biomass to drugs: Green production of salicylic acid from 2-furoic acid in two steps". . . Retrieved 2022/03/07.
• 5、 Huang, Lin,Bismuto, Alessandro,Rath, Simon A.,Trapp, Nils,Morandi, Bill. "Ruthenium-Catalyzed Dehydrogenation Through an Intermolecular Hydrogen Atom Transfer Mechanism". supporting information. p. 7290 - 7296. Retrieved 2021/03/01.