3-Phenylthiophene

Base Information

• Chemical Name: 3-Phenylthiophene
• CAS No.: 2404-87-7
• Molecular Formula: C10H8S
• Molecular Weight: 160.24
• Hs Code.: 2934999090
• European Community (EC) Number: 219-297-5
• NSC Number: 229334
• UNII: HFB27SS2KM
• DSSTox Substance ID: DTXSID90178787
• Nikkaji Number: J113.383G
• Wikidata: Q72499003
• ChEMBL ID: CHEMBL386250
• Mol file: 2404-87-7.mol

Synonyms:3-Phenylthiophene;2404-87-7;Thiophene, 3-phenyl-;HFB27SS2KM;EINECS 219-297-5;MFCD00114997;NSC-229334;3-phenyl-thiophene;NSC229334;UNII-HFB27SS2KM;3-Phenylthiophene, 95%;EC-000.1528;NORNICOTINE,DL-(RG);BIDD:GT0455;SCHEMBL149952;CHEMBL386250;BDBM12366;ZDQZVKVIYAPRON-UHFFFAOYSA-;DTXSID90178787;AMY22851;AKOS005067499;AC-4933;NSC 229334;AS-56884;CS-0196398;FT-0616355;P1126;T72133;A817061;AI-942/25034734;95831-29-1

Chemical Property of 3-Phenylthiophene

Chemical Property:

• Vapor Pressure: 0.11mmHg at 25°C
• Melting Point: 90-93 °C(lit.)
• Refractive Index: 1.598
• Boiling Point: 228.5 °C at 760 mmHg
• Flash Point: 65.5 °C
• PSA: 28.24000
• Density: 1.111 g/cm³
• LogP: 3.41510
• Storage Temp.: 2-8°C
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 160.03467143
• Heavy Atom Count: 11
• Complexity: 116

Purity/Quality:

99.5% ^*data from raw suppliers

3-Phenylthiophene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=CSC=C2
• Uses: Conducting polymer precursor.

Technology Process of 3-Phenylthiophene

There total 118 articles about 3-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: 99.0%

Thien-3-ylboronic acid (6165-69-1) + iodobenzene (591-50-4) → 3-phenylthiophene (2404-87-7)

Guidance literature:

With potassium phosphate; naphthidine di(radical cation)s-stabilized Pd nanoparticles; In 1,4-dioxane; at 80 ℃; for 7h;

DOI:10.1016/j.tet.2007.10.091

Reference yield: 98.0%

3-Bromothiophene (872-31-1) + phenylboronic acid (98-80-6) → 3-phenylthiophene (2404-87-7)

Guidance literature:

With [(t-Bu)3PH]BF₄; palladium diacetate; sodium hydroxide; In water; butan-1-ol; at 20 ℃; for 0.0833333h; Inert atmosphere; Glovebox;

DOI:10.1002/ejoc.201402915

Reference yield: 92.0%

Thien-3-ylboronic acid (6165-69-1) + 3-phenyliodonio-1,2,4-trioxo-1,2,3,4-tetrahydronaphthalenide (117560-06-2) → iodobenzene (591-50-4) + 2-hydroxy-3-(thiophen-3-yl)naphthalene-1,4-dione (918905-42-7) + 3-phenylthiophene (2404-87-7)

Guidance literature:

With lithium hydroxide; tri-tert-butyl phosphine; palladium diacetate; In 1,2-dimethoxyethane; water; at 20 ℃; for 5h;

DOI:10.1055/s-2006-950447

upstream raw materials:

thiophene

N-nitrosoacetanilide

2-Phenyl-3-butyn-2-ol

2,3-dihydro-4-phenylthiophene

Downstream raw materials:

2-bromo-3-phenylthiophene

5-phenyl-2-thiophenesulphonyl chloride

3,4-diphenylthiophene

3-(4-phenyl-thiophen-2-yl)-acrylic acid ethyl ester

Refernces

• 1、 Kamienska-Trela, Krystyna,Dvornikova, Elena,Biedrzycka, Zenobia,Witanowski, Michal. "Substituent effects on indirect carbon-carbon couplings, J(CC), in substituted thiophenes, pyrroles, and furans studied by experiment and theory". . p. 1127 - 1138. Retrieved 2012.
• 2、 Kim, Sang-Wook,Kim, Minsuk,Lee, Wha Young,Hyeon, Taeghwan. "Fabrication of hollow palladium spheres and their successful application to the recyclable heterogeneous catalyst for suzuki coupling reactions". . p. 7642 - 7643. Retrieved 2002.
• 3、 Wynberg,Driel. "-". . p. 203. Retrieved 1966.
• 4、 Sato, Masa-aki,Tanaka, Susumu,Kaeriyama, Kyoji. "Electrochemical Preparation of Highly Anode-active Poly(3-phenylthiophene)". . p. 1725 - 1726. Retrieved 1987.
• 5、 Yang, Quanlu,Yang, Fawang,Zhang, Ying,Hou, Juanjuan,Li, Jiankun,Cheng, Jinkui,Wu, Shang,Zhan, Huiying,Zhang, Xinghui,Shi, Haixiong. "Anchored PdCl2 on fish scale: an efficient and recyclable catalyst for Suzuki coupling reaction in aqueous media". supporting information. . Retrieved 2020/12/25.
• 6、 -. "Cap-dependent endonuclease inhibitors". Paragraph 0330; 0343-0346. . Retrieved 2021/11/10.