2-Bromobenzofuran

Base Information

• Chemical Name: 2-Bromobenzofuran
• CAS No.: 54008-77-4
• Molecular Formula: C8H5BrO
• Molecular Weight: 197.031
• Hs Code.: 2932999099
• European Community (EC) Number: 830-348-6
• DSSTox Substance ID: DTXSID50379935
• Nikkaji Number: J2.767.925K
• Wikidata: Q72451618
• ChEMBL ID: CHEMBL3358222
• Mol file: 54008-77-4.mol

Synonyms:2-bromobenzofuran;2-bromo-1-benzofuran;54008-77-4;MFCD02681987;CHEMBL3358222;2-BROMO-1-BENZOFURANE;Benzofuran,2-bromo-;SCHEMBL594981;DTXSID50379935;RNEOFIVNTNLSEH-UHFFFAOYSA-N;BCP22901;BDBM50037845;AKOS006230692;CS-W006236;MB02457;AC-26523;AS-18404;SY101367;FT-0611377;EN300-260069;A829904;J-508173

Chemical Property of 2-Bromobenzofuran

Chemical Property:

• Vapor Pressure: 0.084mmHg at 25°C
• Melting Point: 247-247.5 °C
• Refractive Index: 1.639
• Boiling Point: 233.8 °C at 760 mmHg
• Flash Point: 95.2 °C
• PSA: 13.14000
• Density: 1.608 g/cm³
• LogP: 3.19530
• Storage Temp.: Sealed in dry,Store in freezer, under -20°C
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 195.95238
• Heavy Atom Count: 10
• Complexity: 126

Purity/Quality:

98% ^*data from raw suppliers

2-Bromo-1-benzofuran ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/37/38:Irritating to eyes, respiratory system and skin.
• Hazard Codes: Xi:Irritant
• Statements: R36/37/38:Irritating to eyes, respiratory system and skin.
• Safety Statements: S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.; S37/39:Wear suitable g

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=C(O2)Br

Technology Process of 2-Bromobenzofuran

There total 16 articles about 2-Bromobenzofuran 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: 100.0%

2-(β,β-dibromovinyl)phenol (91703-34-3) → 2-bromo-1-benzofuran (54008-77-4)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(I) bromide; sodium t-butanolate; In toluene; at 100 ℃; for 5h; Inert atmosphere;

DOI:10.1016/j.tet.2011.06.044

Reference yield: 93.0%

2-(gem-dibromovinyl)phenol-d (1378942-55-2) → 2-bromo-1-benzofuran (54008-77-4)

Guidance literature:

With copper(l) iodide; sodium carbonate; In N,N-dimethyl-formamide; at 80 ℃; for 6h; Inert atmosphere;

DOI:10.1039/c2ob25356a

Reference yield: 88.0%

potassium benzo[d][1,3]dioxol-5-yltrifluoroborate → 2-bromo-1-benzofuran (54008-77-4)

Guidance literature:

With tetra-N-butylammonium tribromide; In tetrahydrofuran; water; at 20 ℃; for 0.333333h; chemoselective reaction;

DOI:10.1021/ol9027144

upstream raw materials:

2-(β,β-dibromovinyl)phenol

2-(gem-dibromovinyl)phenol-d

triphenylbismuthane

salicylaldehyde

Downstream raw materials:

Benzofuran-2-carboxylic acid

2-(methylsulfanyl)benzofuran

2-Hydroxyphenylacetic acid

2-benzyldihydrobenzofuran

Refernces

• 1、 Chen, Chen,Ding, Jie,Liu, Liying,Huang, Yujie,Zhu, Bolin. "Palladium-Catalyzed Domino Cyclization/Phosphorylation of gem-Dibromoolefins with P(O)H Compounds: Synthesis of Phosphorylated Heteroaromatics". supporting information. p. 200 - 205. Retrieved 2021/10/29.
• 2、 Tang, Yan-Ling,Xia, Xian-Song,Gao, Jin-Chun,Li, Min-Xin,Mao, Ze-Wei. "Direct bromodeboronation of arylboronic acids with CuBr2 in water". supporting information. . Retrieved 2021/01/05.