5-Bromo-2-chloromethylbenzofuran

Base Information

• Chemical Name: 5-Bromo-2-chloromethylbenzofuran
• CAS No.: 38220-78-9
• Molecular Formula: C9H6BrClO
• Molecular Weight: 245.5
• Hs Code.: 2932990090
• European Community (EC) Number: 805-501-5
• DSSTox Substance ID: DTXSID50383759
• Wikidata: Q82175553
• Mol file: 38220-78-9.mol

Synonyms:5-Bromo-2-chloromethylbenzofuran;38220-78-9;5-bromo-2-(chloromethyl)-1-benzofuran;5-bromo-2-(chloromethyl)benzofuran;SCHEMBL119526;DTXSID50383759;IGVKTJSZEQNSNH-UHFFFAOYSA-N;5-bromo-2-chloromethylbenzo[b]furan;MFCD06200895;BS-28026;FT-0724165;J-516903

Chemical Property of 5-Bromo-2-chloromethylbenzofuran

Chemical Property:

• Vapor Pressure: 0.00115mmHg at 25°C
• Melting Point: 62-64 °C
• Refractive Index: 1.635
• Boiling Point: 309.7 °C at 760 mmHg
• Flash Point: 141.1 °C
• Density: 1.634 g/cm³
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 243.92906
• Heavy Atom Count: 12
• Complexity: 165

Purity/Quality:

98%min ^*data from raw suppliers

5-Bromo-2-(chloromethyl)benzo[b]furan ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C

MSDS Files:

Useful:

• Canonical SMILES: C1=CC2=C(C=C1Br)C=C(O2)CCl

Technology Process of 5-Bromo-2-chloromethylbenzofuran

There total 3 articles about 5-Bromo-2-chloromethylbenzofuran 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: 87.0%

5-bromo-2-(hydroxymethyl)-1-benzofuran (38220-77-8) → 5-bromo-2-(chloromethyl)benzofuran (38220-78-9)

Guidance literature:

With thionyl chloride; In toluene; at 0 ℃; Inert atmosphere; Schlenk technique; Reflux;

DOI:10.1021/acs.orglett.6b00559

Reference yield:

5-bromo-benzofuran-2-carboxylic acid ethyl ester (84102-69-2) → 5-bromo-2-(chloromethyl)benzofuran (38220-78-9)

Guidance literature:

Multi-step reaction with 2 steps

1: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere; Schlenk technique

2: thionyl chloride / toluene / 0 °C / Inert atmosphere; Schlenk technique; Reflux

With lithium aluminium tetrahydride; thionyl chloride; In tetrahydrofuran; toluene;

DOI:10.1021/acs.orglett.6b00559

Reference yield:

→ 5-bromo-2-(chloromethyl)benzofuran (38220-78-9)

Guidance literature:

entspr. 2-Hydroxymethyl-verb. 31c, SOCl2;

DOI:10.1002/jlac.19727600105

upstream raw materials:

5-bromo-2-(hydroxymethyl)-1-benzofuran

5-bromo-benzofuran-2-carboxylic acid ethyl ester

Refernces

• 1、 -. "SUBSTITUTED 2-AZA-BICYCLO[2.2.1]HEPTANE-3-CARBOXYLIC ACID (CYANO-METHYL)-AMIDES INHIBITORS OF CATHEPSIN C". Page/Page column 70; 71; 72. . Retrieved 2014/09/29.