2-Methyl-5-phenylthiophene

Base Information

• Chemical Name: 2-Methyl-5-phenylthiophene
• CAS No.: 5069-26-1
• Molecular Formula: C11H10S
• Molecular Weight: 174.266
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID30428839
• Nikkaji Number: J463.137D
• Wikidata: Q82241671
• Mol file: 5069-26-1.mol

Synonyms:2-methyl-5-phenylthiophene;5069-26-1;2-Phenyl-5-methylthiophene;SCHEMBL147151;NEKXRPVOSZHILM-UHFFFAOYSA-;DTXSID30428839;NEKXRPVOSZHILM-UHFFFAOYSA-N;AKOS024318953;AS-58926;InChI=1/C11H10S/c1-9-7-8-11(12-9)10-5-3-2-4-6-10/h2-8H,1H3

Chemical Property of 2-Methyl-5-phenylthiophene

Chemical Property:

• Vapor Pressure: 0.011mmHg at 25°C
• Melting Point: 46-47°C
• Refractive Index: 1.588
• Boiling Point: 271°Cat760mmHg
• Flash Point: 80.7°C
• PSA: 28.24000
• Density: 1.085g/cm³
• LogP: 3.72350
• Water Solubility.: Insoluble in water.
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 174.05032149
• Heavy Atom Count: 12
• Complexity: 138

Purity/Quality:

99% ^*data from raw suppliers

2-Methyl-5-phenylthiophene, 96% ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(S1)C2=CC=CC=C2
• Uses: 2-Methyl-5-phenylthiophen is employed as intermediate for pharmaceuticals.

Technology Process of 2-Methyl-5-phenylthiophene

There total 44 articles about 2-Methyl-5-phenylthiophene 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: 97.0%

2-Methylthiophene (554-14-3) + bromobenzene (108-86-1,52753-63-6) → 2-methyl-5-phenylthiophene (5069-26-1)

Guidance literature:

2-Methylthiophene; With ethylmagnesium chloride; N-cyclohexyl-cyclohexanamine; In tetrahydrofuran; at 60 ℃; for 24h;

bromobenzene; With 1,2-bis(diphenylphosphino)ethane nickel(II) chloride; In tetrahydrofuran; at 20 ℃; for 24h;

DOI:10.1016/j.tetlet.2011.12.108

Reference yield: 97.0%

2-phenylthiophene (825-55-8) + methyl iodide (74-88-4) → 2-methyl-5-phenylthiophene (5069-26-1)

Guidance literature:

2-phenylthiophene; With n-butyllithium; In tetrahydrofuran; hexane; at 0 ℃; for 3h;

methyl iodide; In tetrahydrofuran; hexane; at 0 - 20 ℃; Further stages.;

DOI:10.1021/jo011122s

Reference yield: 96.0%

1-phenylpentane-1,4-dione (583-05-1) → 2-methyl-5-phenylthiophene (5069-26-1)

Guidance literature:

With bis(triphenyltin) sulfide; boron trichloride; In toluene; for 2h; Heating;

DOI:10.1021/jo00032a024

upstream raw materials:

5-phenylthiophene-2-carboxaldehyde

1-pentenylbenzene

1-phenylpentane-1,4-dione

2-methyl-5-phenyl-furan

Downstream raw materials:

(2-methyl-5-phenylthiophen-3-yl)(phenyl)methanone

2-Methyl-5-phenyl-thiophene-3-carbothioic acid phenylamide

5-Methyl-2-phenyl-thiophene-3-carbothioic acid phenylamide

2-Methyl-5-phenyl-thiophene-3-carbothioic acid methylamide

Refernces

• 1、 Nie, Hui,Schauser, Nicole S.,Self, Jeffrey L.,Tabassum, Tarnuma,Oh, Saejin,Geng, Zhishuai,Jones, Seamus D.,Zayas, Manuel S.,Reynolds, Veronica G.,Chabinyc, Michael L.,Hawker, Craig J.,Han, Songi,Bates, Christopher M.,Segalman, Rachel A.,Read De Alaniz, Javier. "Light-Switchable and Self-Healable Polymer Electrolytes Based on Dynamic Diarylethene and Metal-Ion Coordination". supporting information. p. 1562 - 1569. Retrieved 2021/02/01.
• 2、 Canivet, Jér?me,Grousset, Léonie,Hisler, Ga?lle,Mohr, Yorck,Quadrelli, Elsje Alessandra,Roux, Yoann,Wisser, Florian M.. "Nickel-catalyzed and Li-mediated regiospecific C-H arylation of benzothiophenes". . p. 3155 - 3161. Retrieved 2020/06/19.