2,5-DIPHENYLTHIOPHENE

Base Information

• Chemical Name: 2,5-DIPHENYLTHIOPHENE
• CAS No.: 1445-78-9
• Molecular Formula: C16H12 S
• Molecular Weight: 236.337
• Hs Code.: 2934999090
• Mol file: 1445-78-9.mol

Synonyms:2,5-Diphenylthiophene

Chemical Property of 2,5-DIPHENYLTHIOPHENE

Chemical Property:

• Vapor Pressure: 3.06E-05mmHg at 25°C
• Melting Point: 153 °C
• Boiling Point: 366.6°Cat760mmHg
• Flash Point: 130.9°C
• PSA: 28.24000
• Density: 1.128g/cm³
• LogP: 5.08210
• Storage Temp.: 2-8°C
• Solubility.: soluble in Toluene

Purity/Quality:

98%,99%, ^*data from raw suppliers

2,5-Diphenylthiophene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 2,5-Diphenylthiophene is an organic sulfur compound and a derivative from ethylbenzene and sulfur.

Technology Process of 2,5-DIPHENYLTHIOPHENE

There total 115 articles about 2,5-DIPHENYLTHIOPHENE 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-phenylthiophene (825-55-8) + chlorobenzene (108-90-7) → 2,5-Diphenyl-thiophene (1445-78-9)

Guidance literature:

With NHC-Pd(II)-Im; potassium tert-butylate; copper(II) oxide; In tetrahydrofuran; at 130 ℃; for 3h; Inert atmosphere; Sealed tube;

DOI:10.1016/j.tet.2016.11.053

Reference yield: 98.0%

2,5-dibromothiophen (3141-27-3) + phenylboronic acid (98-80-6) → 2,5-Diphenyl-thiophene (1445-78-9)

Guidance literature:

With potassium phosphate; In ethanol; water; at 80 ℃; for 6h; Inert atmosphere;

DOI:10.1016/j.jcat.2017.08.030

Reference yield: 97.0%

1,4-diphenyl-1,3-butadiyne (886-66-8) → 2,5-Diphenyl-thiophene (1445-78-9)

Guidance literature:

With sodiumsulfide nonahydrate; dimethyl sulfoxide; potassium hydroxide; at 80 ℃; for 4h;

DOI:10.1016/j.tet.2014.09.025

upstream raw materials:

styrene

(E)-3-phenylacrylic acid

2,4,6-trimethyl-2,4,6-triphenyl-[1,3,5]trithiane

Cinnamic acid

Downstream raw materials:

2,5-bis(phenyl)-thiophene-1,1-dioxide

3,4-dichloro-2,5-diphenyl-thiophene

3,4-dibromo-2,5-diphenylthiophene

5,8-diphenyl-1,4-naphthoquinone

Refernces

• 1、 Pouwer, K. L.,Vries, T. R.,Havinga, E. E.,Meijer, E. W.,Wynberg, Hans. "Poly-1,4-diketones obtained by the Stetter Reaction: a New Route to Conducting Heterocyclic Polymers". . p. 1432 - 1433. Retrieved 1988.
• 2、 Kobayashi, Keiji,Mutai, Kiyoshi. "A NOVEL PHOTOREARRANGEMENT OF 2,5-DIARYL-1,4-DITHIIN-1,1-DIOXIDE ACCOMPANIED BY EXTRUSION OF SULFUR DIOXIDE". . p. 1461 - 1462. Retrieved 1983.
• 3、 Shridhar, D. R.,Jogibhukta, M.,Shanthan, Rao P.,Handa, Vijay K.. "An Improved Method for the Preparation of 2,5-Disubstituted Thiophenes". . p. 1061 - 1062. Retrieved 1982.
• 4、 Yas'ko,Korchevin,Gusarova,Kazantseva,Chernysheva,Klyba,Trofimov. "Microwave induced synthesis of diphenylthiophenes from elemental sulfur and styrene [3]". . p. 1486 - 1487. Retrieved 2006.
• 5、 Darabi, Hossein Reza,Aghapoor, Kioumars,Mohsenzadeh, Farshid. "Development of a synthesis of diphenylthiophenes via a one-pot reaction of phenylacetylene and sulfur". . p. 2483 - 2489. Retrieved 2005.
• 6、 Chen, Lu,Chen, Zebin,Huang, Yubing,Ji, Xiaoliang,Li, Jiaming,Li, Jian,Li, Yibiao,Liu, Qiang,Liu, Yang. "Synthesis of Substituted Thiophenes through Dehydration and Heterocyclization of Alkynols". supporting information. p. 3555 - 3566. Retrieved 2022/03/14.
• 7、 Schirmacher, Robert H.E.,R?sch, Daniel,Thomas, Franziska. "Hexafluoroisopropanol as solvent and promotor in the Paal-Knorr synthesis of N-substituted diaryl pyrroles". . . Retrieved 2021/02/20.