2-(2-Methylphenyl)thiophene

Base Information

• Chemical Name: 2-(2-Methylphenyl)thiophene
• CAS No.: 99846-56-7
• Molecular Formula: C11H10S
• Molecular Weight: 174.266
• DSSTox Substance ID: DTXSID50393691
• Nikkaji Number: J546.194D
• Wikidata: Q82192561
• Mol file: 99846-56-7.mol

Synonyms:2-(2-methylphenyl)thiophene;99846-56-7;2-(o-Tolyl)thiophene;2-thienyl toluene;2-(2-tolyl)thiophene;SCHEMBL3626478;DTXSID50393691;MXPZKSOVGFZLSQ-UHFFFAOYSA-N;MFCD06801786;AKOS004114002;BB 0222679;E90036

Chemical Property of 2-(2-Methylphenyl)thiophene

Chemical Property:

• PSA: 28.24000
• 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:

99% ^*data from raw suppliers

5-(2-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=C1C2=CC=CS2

Technology Process of 2-(2-Methylphenyl)thiophene

There total 25 articles about 2-(2-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) + 2-Methylphenylboronic acid (16419-60-6) → 2-(2-methylphenyl)thiophene (99846-56-7)

Guidance literature:

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

DOI:10.1021/ol0264298

Reference yield: 96.0%

2-methylphenyl bromide (95-46-5) + tributyl(thien-2-yl)stannane (54663-78-4) → 2-(2-methylphenyl)thiophene (99846-56-7)

Guidance literature:

With tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; tri-tert-butyl phosphine; cesium fluoride; In 1-methyl-pyrrolidin-2-one; hexane; at 20 ℃; for 6h;

DOI:10.1021/ja020012f

Reference yield: 95.0%

2-thienyl chloride (96-43-5) + 2-Methylphenylboronic acid (16419-60-6) → 2-(2-methylphenyl)thiophene (99846-56-7)

Guidance literature:

With {1,3-bis[2,6-di(propan-2-yl)phenyl]-1,3-dihydro-2H-imidazol-2-ylidene}(dichloro)(N,N-diethylethanamine)palladium; sodium hydroxide; In ethanol; at 25 ℃; for 0.75h; Inert atmosphere;

DOI:10.1021/om200699p

upstream raw materials:

2-thienyl lithium

2-methylphenyl methanesulfonate

2-bromothiophene

2-Methylphenylboronic acid

Downstream raw materials:

5-(2-tolyl)-2-thiophenesulfonyl chloride

2-butyl-5-(o-tolyl)thiophene

2-methyl-5-(o-methylphenyl)thiophene

2-methoxy-N-phenyl-5-[5-(o-tolyl)thiophen-2-yl]isonicotinamide

Refernces

• 1、 Chen, Ming-Tsz,Lin, Yu-Hsuan,Jian, Kun-Han. "(N-Heterocyclic carbene) ion-pair palladium complexes: Suzuki–Miyaura cross-coupling studies in neat water under mild conditions". . . Retrieved 2020/08/05.
• 2、 Zhang, Shiwei,Tang, Zhaocheng,Bao, Wenhao,Li, Jia,Guo, Baodang,Huang, Shuping,Zhang, Yan,Rao, Yijian. "Perylenequinonoid-catalyzed photoredox activation for the direct arylation of (het)arenes with sunlight". supporting information. p. 4364 - 4369. Retrieved 2019/05/10.