2-(4-Methylphenyl)thiophene

Base Information

• Chemical Name: 2-(4-Methylphenyl)thiophene
• CAS No.: 16939-04-1
• Molecular Formula: C11H10OS
• Molecular Weight: 174.266
• Hs Code.: 2934999090
• European Community (EC) Number: 800-089-3
• Nikkaji Number: J969.815I
• Mol file: 16939-04-1.mol

Synonyms:2-p-Tolylthiophene;2-(4-methylphenyl)thiophene;2-p-tolyl-thiophene;SCHEMBL152530;Thiophene, 2-(4-methylphenyl)-;MFCD06801784;AKOS004113976;AS-48020;BB 0222677;CS-0208573;F17552

Chemical Property of 2-(4-Methylphenyl)thiophene

Chemical Property:

• Vapor Pressure: 3.8E-05mmHg at 25°C
• Refractive Index: 1.622
• Boiling Point: 338.5 °C at 760 mmHg
• Flash Point: 158.5 °C
• PSA: 48.47000
• Density: 1.204 g/cm³
• LogP: 2.90740
• Storage Temp.: Room temperature.
• 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: 136

Purity/Quality:

98% ^*data from raw suppliers

2-(4-Methylphenyl)thiophene ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Harmful:

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-(4-Methylphenyl)thiophene

There total 77 articles about 2-(4-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) + 4-methylphenylboronic acid (5720-05-8) → 2-p-tolylthiophene (16939-04-1)

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-thienyl chloride (96-43-5) + 4-methylphenylboronic acid (5720-05-8) → 2-p-tolylthiophene (16939-04-1)

Guidance literature:

With [{Pd(μ-OH)Cl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)}₂]; oxygen; potassium hydroxide; In ethanol; at 22 ℃; for 24h;

DOI:10.1002/cctc.201600998

Reference yield: 98.0%

2-thienyl chloride (96-43-5) + para-methylphenylmagnesium bromide (4294-57-9) → 2-p-tolylthiophene (16939-04-1)

Guidance literature:

With (IPr)Ni(π-allyl)Cl; In tetrahydrofuran; at 20 ℃; for 12h; Inert atmosphere;

DOI:10.1021/ol302112q

upstream raw materials:

thiophene

1-(4-Methylphenyl)-3,3-(1,5-pentanediyl)triazene

2-thienyl chloride

toluene

Downstream raw materials:

4-oxo-4-[5-(p-tolyl)-2-thienyl]butanoic acid

5,5'-Di-p-tolyl-[2,3']bithiophenyl

2-(4-methoxyphenyl)-5-(4-methylphenyl)thiophene

Refernces

• 1、 Ostrowska, Sylwia,Lorkowski, Jan,Kubicki, Maciej,Pietraszuk, Cezary. "[{Pd(μ-OH)Cl(IPr)}2]—A Highly Efficient Precatalyst for Suzuki–Miyaura Coupling also Able To Act under Base-Free Conditions". . p. 3580 - 3583. Retrieved 2016.
• 2、 Xia, Min,Chen, Zhen-Chu. "Hypervalent iodine in synthesis XXXIII: Palladium-catalyzed cross- coupling reaction of potassium aryltrifluoroborates with diaryliodonium salts and hydroxy(tosyloxy)iodobenzene". . p. 2457 - 2465. Retrieved 1999.
• 3、 Mirza-Aghayan, Maryam,Mohammadi, Marzieh,Boukherroub, Rabah. "Synthesis and characterization of palladium nanoparticles immobilized on graphene oxide functionalized with triethylenetetramine or 2,6-diaminopyridine and application for the Suzuki cross-coupling reaction". . . Retrieved 2021/11/22.
• 4、 Kundu, Abhishek,Dey, Dhananjay,Pal, Subhankar,Adhikari, Debashis. "Pyrazole-Mediated C-H Functionalization of Arene and Heteroarenes for Aryl-(Hetero)aryl Cross-Coupling Reactions". . p. 15665 - 15673. Retrieved 2021/11/16.