(6-Bromo-1-benzothiophen-2-yl)methanol

Base Information

• Chemical Name: (6-Bromo-1-benzothiophen-2-yl)methanol
• CAS No.: 374933-76-3
• Molecular Formula: C₉H₇BrOS
• Molecular Weight: 243.124
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID80544018
• Wikidata: Q82420991
• Mol file: 374933-76-3.mol

Synonyms:374933-76-3;(6-bromo-1-benzothiophen-2-yl)methanol;(6-bromobenzo[b]thiophen-2-yl)methanol;(6-Bromo-benzo[b]thiophen-2-yl)-methanol;SCHEMBL1530454;DTXSID80544018;YGEBIGMLMWYGHE-UHFFFAOYSA-N;MFCD11841039;AKOS005073606;MC-0783;SB36904;BP-20514;(6-bromo-benzo[b]thiophene-2-yl)-methanol;CS-0313201;E78509;A912892

Chemical Property of (6-Bromo-1-benzothiophen-2-yl)methanol

Chemical Property:

• Melting Point: 107～109℃
• PSA: 48.47000
• LogP: 3.15610
• Storage Temp.: 2-8°C
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 241.94010
• Heavy Atom Count: 12
• Complexity: 165

Purity/Quality:

99%, ^*data from raw suppliers

(6-Bromobenzo[b]thiophen-2-yl)methanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=C1Br)SC(=C2)CO

Technology Process of (6-Bromo-1-benzothiophen-2-yl)methanol

There total 9 articles about (6-Bromo-1-benzothiophen-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: 96.0%

6-Brombenzothiophen-2-carbonsaeure-ethylester (105191-64-8) → 6-Brombenzothiophen-2-methanol (374933-76-3)

Guidance literature:

With lithium borohydride; In tetrahydrofuran; at 60 ℃; for 3h;

Reference yield: 94.0%

6-bromo-benzo[b]thiophene-2-carboxylic acid methyl ester (360576-01-8) → 6-Brombenzothiophen-2-methanol (374933-76-3)

Guidance literature:

With LAB; In tetrahydrofuran; hexane; for 0.0833333h;

DOI:10.1016/j.tetlet.2013.01.033

Reference yield:

4-bromo-2-fluorobenzaldehyde (57848-46-1) → 6-Brombenzothiophen-2-methanol (374933-76-3)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / dimethyl sulfoxide / 2 h / 80 - 90 °C

2: LAB / tetrahydrofuran; hexane / 0.08 h

With triethylamine; In tetrahydrofuran; hexane; dimethyl sulfoxide;

DOI:10.1016/j.tetlet.2013.01.033

upstream raw materials:

6-Brombenzothiophen-2-carbonsaeure-ethylester

2,4-dibromobenzaldehyde

6-bromo-1-benzothiophene-2-carboxylic acid

6-Brombenzothiophen-2-carbonylchlorid

Downstream raw materials:

6-bromo-2-(bromomethyl)benzo[b]thiophene

6-bromo-2-methylbenzo[b]thiophene

N-(4-methoxybenzyl)-N-((6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[b]thiophen-2-yl)methyl)methanesulfonamide

N-((6-(3-tert-butyl-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-2-methoxyphenyl)benzo[b]thiophen-2-yl)methyl)methanesulfonamide

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