(5-Bromo-1-benzofuran-2-yl)methanol

Base Information

• Chemical Name: (5-Bromo-1-benzofuran-2-yl)methanol
• CAS No.: 38220-77-8
• Molecular Formula: C9H7BrO2
• Molecular Weight: 227.057
• Hs Code.: 2932999099
• DSSTox Substance ID: DTXSID30383757
• Wikidata: Q82175550
• ChEMBL ID: CHEMBL3358219
• Mol file: 38220-77-8.mol

Synonyms:(5-bromo-1-benzofuran-2-yl)methanol;38220-77-8;(5-bromobenzofuran-2-yl)methanol;5-Bromo-2-benzofuranmethanol;CHEMBL3358219;(5-Bromo-benzofuran-2-yl)-methanol;MFCD06659073;(5-Bromo-2-benzofuranyl)methanol;SCHEMBL120819;5-bromo-2-benzofuranylmethanol;F2106-0027;DTXSID30383757;JYYWIDBNICYLBN-UHFFFAOYSA-N;BDBM50037877;STK925251;AKOS002289222;AS-6452;(5-bromo-1-benzofuran-2-yl) methanol;5-bromo-2-(hydroxymethyl)-1-benzofuran;CS-0021443;FT-0770065;(5-BROMO-1-benzo[b]furan-2-YL)METHANOL;EN300-77402;D72535;(5-bromo-1-benzofuran-2-yl)methanol, AldrichCPR;J-501541

Chemical Property of (5-Bromo-1-benzofuran-2-yl)methanol

Chemical Property:

• Vapor Pressure: 5.73E-05mmHg at 25°C
• Melting Point: 101 °C
• Refractive Index: 1.663
• Boiling Point: 332.6 °C at 760 mmHg
• Flash Point: 155 °C
• PSA: 33.37000
• Density: 1.665 g/cm³
• LogP: 2.68760
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 225.96294
• Heavy Atom Count: 12
• Complexity: 163

Purity/Quality:

98%min ^*data from raw suppliers

5-Bromo-2-benzofuranmethanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=C1Br)C=C(O2)CO
• Uses: 5-Bromo-2-benzofuranmethanol is used in the rational design of novel CYP2A6 inhibitors for the reduction of cigarette smoking. Reagent for the preparation and biological evaluation of (aminostyryl)benzofurans as inhibitors for Aβ fibril formation.

Technology Process of (5-Bromo-1-benzofuran-2-yl)methanol

There total 7 articles about (5-Bromo-1-benzofuran-2-yl)methanol 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%

5-bromo-benzofuran-2-carboxylic acid ethyl ester (84102-69-2) → 5-bromo-2-(hydroxymethyl)-1-benzofuran (38220-77-8)

Guidance literature:

5-bromo-benzofuran-2-carboxylic acid ethyl ester; With sodium tetrahydroborate; In ethanol; at 0 ℃; for 1h;

With hydrogenchloride; water; pH=2;

Reference yield: 98.0%

5-bromo-1-benzofuran-2-carbaldehyde (23145-16-6) → 5-bromo-2-(hydroxymethyl)-1-benzofuran (38220-77-8)

Guidance literature:

With sodium tetrahydroborate; In ethanol; chloroform;

DOI:10.1007/s11172-007-0053-9

Reference yield: 91.0%

5-bromo-2-benzofurancarboxylic acid methyl ester (26028-36-4) → 5-bromo-2-(hydroxymethyl)-1-benzofuran (38220-77-8)

Guidance literature:

With sodium tetrahydroborate; sodium hydrogencarbonate; calcium iodide; In tetrahydrofuran; 1) 0 to 5 deg C, 1 h; 2) room temp., 2 h;

upstream raw materials:

5-bromo-2-benzofurancarboxylic acid methyl ester

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

5-bromo-1-benzofuran-2-carbaldehyde

5-bromosalicyclaldehyde

Downstream raw materials:

5-bromo-1-benzofuran-2-carbaldehyde

5-bromo-2-(chloromethyl)benzofuran

methyl 4-[2-(hydroxymethyl)-1-benzofuran-5-yl]benzoate

Refernces

• 1、 Sanjeeva,Subba Rao,Kamala Prasad,Venkata Ramana. "Synthesis, characterization and antimicrobial activities of 1-((5-bromobenzofuran-2yl)methyl)-4-substituted phenyl-1H-1,2,3-triazoles". . p. 565 - 569. Retrieved 2021/02/27.
• 2、 -. "2'-carbonyl-3-bromo-spiro[benzofuran-2,4'-oxazolidine] compounds and preparation method thereof". Paragraph 0144; 0146-0148. . Retrieved 2017/08/02.