5-Bromo-2,3-dihydrobenzofuran

Base Information

• Chemical Name: 5-Bromo-2,3-dihydrobenzofuran
• CAS No.: 66826-78-6
• Molecular Formula: C8H7BrO
• Molecular Weight: 199.047
• Hs Code.: 2932990090
• European Community (EC) Number: 672-987-1
• DSSTox Substance ID: DTXSID50379854
• Wikidata: Q72454540
• Mol file: 66826-78-6.mol

Synonyms:5-Bromo-2,3-dihydrobenzofuran;66826-78-6;5-bromo-2,3-dihydro-1-benzofuran;5-Bromo-2,3-dihydrobenzo[b]furan;2,3-Dihydro-5-bromobenzofuran;Benzofuran, 5-bromo-2,3-dihydro-;MFCD02677716;5-Bromocoumaran;SCHEMBL155111;5-bromo-2,3 dihydrobenzofuran;5-bromo-2,3-dihydro-benzofuran;DTXSID50379854;UDWFSJAYXTXMLM-UHFFFAOYSA-N;BCP08601;AKOS000181575;AC-6669;FS-1499;AM808065;SY014915;A8987;B4318;FT-0602079;5-bromo-2,3-dihydrobenzo[b]furan, AldrichCPR;EN300-125642;J-516867;Z299596228

Chemical Property of 5-Bromo-2,3-dihydrobenzofuran

Chemical Property:

• Vapor Pressure: 0.032mmHg at 25°C
• Melting Point: 49 °C
• Refractive Index: 1.602
• Boiling Point: 251.658 °C at 760 mmHg
• Flash Point: 99.671 °C
• PSA: 9.23000
• Density: 1.583g/cm³
• LogP: 2.38400
• Storage Temp.: Keep Cold
• Solubility.: soluble in Methanol
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 197.96803
• Heavy Atom Count: 10
• Complexity: 126

Purity/Quality:

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

5-Bromo-2,3-dihydrobenzofuran ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-52-22
• Safety Statements: 26-36/37/39-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1COC2=C1C=C(C=C2)Br
• Uses: 5-Bromo-2,3-dihydrobenzofuran, is an organic building block that can be used in the synthesis of Darifenacin (D193400), a drug used to treat urinary incontinence.

Technology Process of 5-Bromo-2,3-dihydrobenzofuran

There total 12 articles about 5-Bromo-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:

Reference yield: 100.0%

2.3-dihydrobenzofuran (496-16-2) → 5-bromo-2,3-dihydrobenzo[b]furan (66826-78-6)

Guidance literature:

With bromine;

DOI:10.1016/j.bmc.2004.06.016

Reference yield: 85.5%

1,4-dibromo-2-(2-bromoethoxy)benzene (377091-18-4) → 5-bromo-2,3-dihydrobenzo[b]furan (66826-78-6)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; hexane; toluene; at -73 ℃;

DOI:10.1021/ol016601s

Reference yield:

β-(2,4-Dibromophenoxy)ethyl Bromide (76429-66-8) → 5-bromo-2,3-dihydrobenzo[b]furan (66826-78-6)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; hexane; at -100 - -95 ℃; for 0.5h;

DOI:10.1021/jo00320a032

upstream raw materials:

2-(4-bromophenoxy)ethanol

1-bromo-4-(2-bromoethoxy)benzene

2.3-dihydrobenzofuran

β-(2,4-Dibromophenoxy)ethyl Bromide

Downstream raw materials:

5-bromobenzofuran

2,3-dihydrobenzofuran-5-boronic acid

(2,3-dihydro-benzofuran-5-yl)-[2-(4-fluoro-phenyl)-ethyl]-amine

(S)-5-((4-(prop-1-en-2-yl)cyclohex-1-en-1-yl)methyl)-2,3-dihydrobenzofuran

Refernces

• 1、 -. "Fused tetracyclic compound and application thereof in medicines". Paragraph 0199-0204. . Retrieved 2021/07/21.
• 2、 -. "Green bromination method". Paragraph 0047-0049. . Retrieved 2021/06/13.