3-Iodobenzo[b]thiophene

Base Information

• Chemical Name: 3-Iodobenzo[b]thiophene
• CAS No.: 36748-88-6
• Molecular Formula: C8H5 I S
• Molecular Weight: 260.098
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID10455143
• Nikkaji Number: J944.145J
• Mol file: 36748-88-6.mol

Synonyms:3-Iodobenzo[b]thiophene;36748-88-6;3-Iodo-benzo[b]thiohene;3-iodo-1-benzothiophene;3-iodo-benzo[b]thiophene;SCHEMBL4807204;DTXSID10455143;XTYKQNXIPVCRJE-UHFFFAOYSA-N;MFCD00176396;AS-50132;CS-0186834;FT-0639334;O11022;EN300-3273327;A918588

Chemical Property of 3-Iodobenzo[b]thiophene

Chemical Property:

• Boiling Point: 137-138 °C(Press: 5 Torr)
• PSA: 28.24000
• Density: 1.898 g/cm3
• LogP: 3.50590
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 259.91567
• Heavy Atom Count: 10
• Complexity: 126

Purity/Quality:

99%min ^*data from raw suppliers

3-Iodobenzo[b]thiophene 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=CS2)I

Technology Process of 3-Iodobenzo[b]thiophene

There total 13 articles about 3-Iodobenzo[b]thiophene 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: 95.0%

(3-iodobenzo[b]thiophen-2-yl)trimethylsilane → 3-iodobenzo[b]thiophene (36748-88-6)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 25 ℃; for 3h;

DOI:10.1021/jo902639f

Reference yield: 93.0%

3-Bromothianaphthene (7342-82-7) → 3-iodobenzo[b]thiophene (36748-88-6)

Guidance literature:

With trans-N,N'-dimethyl-1,2-cyclohexyldiamine; copper(l) iodide; sodium iodide; In diethylene glycol dimethyl ether; m-xylene; at 130 ℃; for 22h;

DOI:10.1021/ja028865v

Reference yield: 92.0%

(ethynyl)(sulfanyl)benzene → 3-iodobenzo[b]thiophene (36748-88-6)

Guidance literature:

With potassium peroxymonosulfate sulfate; sodium iodide; In tetrahydrofuran; at 20 ℃; for 24h; Schlenk technique;

DOI:10.1016/j.tetlet.2021.153614

upstream raw materials:

Benzo[b]thiophene

3-Bromothianaphthene

2-(methylthio)iodobenzene

trimethyl{[2-(methylsulfanyl)phenyl]ethynyl}silane

Downstream raw materials:

2-(3-benzothienyl)-1-phenylethanone

Benzo[b]thiophene

1-(3-iodo-2-benzothienyl)cyclohexanol

2-(3-benzothienyl)cyclohexanone

Refernces

• 1、 Chen, Xinyu,Zhang, Zhebing,Sun, Tao,Cai, Haokun,Gao, Yuzhen,Cai, Tao,Shang, Tianbo,Luo, Yanjuan,Yu, Guoqi,Shen, Hualiang,Wu, Guofeng,Hei, Yanlin,Li, Enmin,Fan, Gang. "Oxone-mediated halocyclization/demethylation of 2-alkynylthioanisoles with sodium halides towards 3-halobenzo[b]thiophenes". supporting information. . Retrieved 2022/01/14.
• 2、 Deckers, Kristina,Fricke, Christoph,Schoenebeck, Franziska. "Orthogonal Stability and Reactivity of Aryl Germanes Enables Rapid and Selective (Multi)Halogenations". supporting information. p. 18717 - 18722. Retrieved 2020/08/25.