2-(3-Methylphenyl)thiophene

Base Information

• Chemical Name: 2-(3-Methylphenyl)thiophene
• CAS No.: 85553-43-1
• Molecular Formula: C11H10S
• Molecular Weight: 174.266
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID90393690
• Nikkaji Number: J546.195B
• Wikidata: Q72495425
• Mol file: 85553-43-1.mol

Synonyms:2-(3-methylphenyl)thiophene;85553-43-1;2-(m-tolyl)thiophene;Thiophene,2-(3-methylphenyl)-;2-(3-tolyl)thiophene;SCHEMBL153096;DTXSID90393690;SMKMXVCNNASZEB-UHFFFAOYSA-N;AKOS004114001;BB 0222678

Chemical Property of 2-(3-Methylphenyl)thiophene

Chemical Property:

• Vapor Pressure: 0.0163mmHg at 25°C
• Refractive Index: 1.588
• Boiling Point: 264 °C at 760 mmHg
• Flash Point: 82.3 °C
• PSA: 28.24000
• Density: 1.085 g/cm³
• LogP: 3.72350
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 174.05032149
• Heavy Atom Count: 12
• Complexity: 144

Purity/Quality:

98% or more ^*data from raw suppliers

5-(3-METHYL PHENYL)THIOPHENE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=CC=C1)C2=CC=CS2

Technology Process of 2-(3-Methylphenyl)thiophene

There total 14 articles about 2-(3-Methylphenyl)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: 99.0%

2-Iodothiophene (3437-95-4,149762-92-5) + m-tolylboronic acid (17933-03-8) → 2-(3-methylphenyl)thiophene (85553-43-1)

Guidance literature:

With potassium carbonate; [PS-PEG-adppp-Pd(η³-C3H5)]Cl; In water; at 50 ℃; for 12h;

DOI:10.1021/ol0264298

Reference yield: 98.0%

thiophene boronic acid (6165-68-0) + 3-Iodotoluene (625-95-6) → 2-(3-methylphenyl)thiophene (85553-43-1)

Guidance literature:

With potassium carbonate; [PS-PEG-adppp-Pd(η³-C3H5)]Cl; In water; at 50 ℃; for 12h;

DOI:10.1021/ol0264298

Reference yield: 98.0%

2-bromothiophene (1003-09-4) + m-tolylboronic acid (17933-03-8) → 2-(3-methylphenyl)thiophene (85553-43-1)

Guidance literature:

2-bromothiophene; m-tolylboronic acid; With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; tri-t-butylphosphonium tetraphenylborate complex; In tetrahydrofuran; for 0.0833333h; Inert atmosphere;

With sodium hydroxide; In tetrahydrofuran; water; at 65 ℃; for 24h; Inert atmosphere;

DOI:10.1039/c8ob00993g

upstream raw materials:

2-thienyl lithium

2-methylphenyl methanesulfonate

2-bromothiophene

m-tolylboronic acid

Refernces

• 1、 Xia, Anjie,Qi, Xueyu,Mao, Xin,Wu, Xiaoai,Yang, Xin,Zhang, Rong,Xiang, Zhiyu,Lian, Zhong,Chen, Yingchun,Yang, Shengyong. "Metal-Free Aerobic Oxidative Selective C-C Bond Cleavage in Heteroaryl-Containing Primary and Secondary Alcohols". supporting information. . Retrieved 2019/05/07.
• 2、 Suzuki, Shin,Asako, Takashi,Itami, Kenichiro,Yamaguchi, Junichiro. "Modular synthesis of heptaarylindole". supporting information. p. 3771 - 3776. Retrieved 2018/05/30.