5-Chlorobenzofuran-3-one

Base Information

• Chemical Name: 5-Chlorobenzofuran-3-one
• CAS No.: 3261-05-0
• Molecular Formula: C8H5ClO2
• Molecular Weight: 168.579
• Hs Code.: 2932999099
• DSSTox Substance ID: DTXSID30395370
• Nikkaji Number: J452.187K
• Wikidata: Q72517224
• Mol file: 3261-05-0.mol

Synonyms:5-chlorobenzofuran-3-one;3261-05-0;5-Chloro-benzofuran-3-one;5-chloro-1-benzofuran-3-one;5-CHLOROBENZOFURAN-3(2H)-ONE;5-Chloro-3-Benzofuranone;3(2H)-BENZOFURANONE, 5-CHLORO-;5-chloro-2,3-dihydro-1-benzofuran-3-one;5-chloro-1-benzofuran-3(2H)-one;MFCD00091066;5-Chlorobenzo[b]furan-3(2H)-one;SCHEMBL69423;5-chloro-benzofuran-3(2h)-one;DTXSID30395370;QQCUCXUMVSGDJH-UHFFFAOYSA-N;5-chloro-benzofuran-3 (2h)-one;AM9286;STL253543;AKOS000223981;AB03274;SB36602;AC-31637;AS-36110;SY011536;A5835;CS-0199918;FT-0649261;EN300-69042;J-517390;Z334863058

Chemical Property of 5-Chlorobenzofuran-3-one

Chemical Property:

• Vapor Pressure: 0.00088mmHg at 25°C
• Melting Point: 117 °C
• Refractive Index: 1.601
• Boiling Point: 304.3 °C at 760 mmHg
• Flash Point: 145.6 °C
• PSA: 26.30000
• Density: 1.428 g/cm³
• LogP: 1.91510
• Storage Temp.: 2-8°C
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 167.9978071
• Heavy Atom Count: 11
• Complexity: 181

Purity/Quality:

98% ^*data from raw suppliers

5-Chloro-benzofuran-3-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(=O)C2=C(O1)C=CC(=C2)Cl
• Uses: 5-Chloro-benzofuran-3-one is a useful reactant for the synthesis of 2-?(2-?hydroxypropan-?2-?yl)?benzofuran-?3(2H)?-?ones in a more environment-?friendly process.

Technology Process of 5-Chlorobenzofuran-3-one

There total 19 articles about 5-Chlorobenzofuran-3-one 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: 96.0%

4-chloro-2-ethynylphenol → 5-chlorobenzofuran-3(2H)-one (3261-05-0)

Guidance literature:

With 2-chloropyridine-N-oxide; mercuric triflate; In dichloromethane; at 23 ℃; for 1h;

DOI:10.1021/acs.orglett.0c01096

Reference yield: 79.0%

4-chloro-2-ethynyl-1-methoxybenzene (95186-47-3) → 5-chlorobenzofuran-3(2H)-one (3261-05-0)

Guidance literature:

With methanesulfonic acid; 8-isopropyl-quinoline-N-oxide; (2-(dicyclohexylphosphino)-3,6-dimethoxy-2',4',6'-triisopropyl-1,1'-biphenyl)Au(1H-benzotriazole)NTf₂; In 1,2-dichloro-ethane; at 20 ℃; for 5h;

DOI:10.1002/asia.201403032

Reference yield: 75.0%

2-chloro-1-(5-chloro-2-hydroxy-phenyl)-ethanone (24483-75-8) → 5-chlorobenzofuran-3(2H)-one (3261-05-0)

Guidance literature:

With sodium acetate; In ethanol; for 0.166667h; Heating / reflux;

upstream raw materials:

2-carboxymethoxy-5-chloro-benzoic acid

2-chloro-1-(5-chloro-2-hydroxy-phenyl)-ethanone

diazomethane

N-methyl-N-nitrosotoluene-p-sulfonamide

Downstream raw materials:

2-(2-cyano-2-ethoxycarbonylvinyl)-3-hydroxy-5-chlorobenzofuran

(5-Chloro-benzofuran-3-yl)-acetonitrile

5-chloro-benzofuran-3-one oxime

5-chloro-2,3-dihydro-benzofuran-3-ylamine

Refernces

• 1、 Dai, Ning,Hu, Weican,Qian, Guoying,Rong, Zhouting. "A Hg(OTf)2-Catalyzed Enolate Umpolung Reaction Enables the Synthesis of Coumaran-3-ones and Indolin-3-ones". supporting information. p. 3286 - 3290. Retrieved 2020/04/21.
• 2、 Shu, Chao,Liu, Rongfu,Liu, Shuang,Li, Jian-Qiao,Yu, Yong-Fei,He, Qiao,Lu, Xin,Ye, Long-Wu. "Practical, modular, and general synthesis of 3-coumaranones through gold-catalyzed intermolecular alkyne oxidation strategy". supporting information. p. 91 - 95. Retrieved 2015/02/19.