2-PHENYLBENZO[B]THIOPHENE

Base Information

• Chemical Name: 2-PHENYLBENZO[B]THIOPHENE
• CAS No.: 1207-95-0
• Molecular Formula: C14H10S
• Molecular Weight: 210.299
• Hs Code.: 2934999090
• Mol file: 1207-95-0.mol

Synonyms:2-(4-trifluoromethylphenyl)thiophene;2-phenylbenzothiophene;2-phenyl-benzo[b]thiophene;2-Phenyl-benzo[b]thiophen;2-PHENYLTHIANAPHTHENE;2-PHENYLTHIONAPHTHENE;

Chemical Property of 2-PHENYLBENZO[B]THIOPHENE

Chemical Property:

• Melting Point: 236-237 °C
• Boiling Point: 220-250 °C(Press: 22 Torr)
• PSA: 28.24000
• Density: 1.179±0.06 g/cm3(Predicted)
• LogP: 4.56830

Purity/Quality:

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

2-Phenylbenzo[B]thiophene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-PHENYLBENZO[B]THIOPHENE

There total 173 articles about 2-PHENYLBENZO[B]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%

1-bromo-2-(phenylethenyl)benzene (21375-88-2) → 2-phenylbenzo[b]thiophene (1207-95-0)

Guidance literature:

With sodiumsulfide nonahydrate; In 1-methyl-pyrrolidin-2-one; at 80 ℃; for 6h; Inert atmosphere;

DOI:10.1002/ejoc.201101121

Reference yield: 99.0%

iodobenzene (591-50-4) + benzo[b]thiophene-2-boronic acid (98437-23-1) → 2-phenylbenzo[b]thiophene (1207-95-0)

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-bromo-1-benzothiophene (5394-13-8) + phenylboronic acid (98-80-6) → 2-phenylbenzo[b]thiophene (1207-95-0)

Guidance literature:

With caesium carbonate; palladium dichloride; In ethanol; at 80 ℃; for 8h; Green chemistry;

DOI:10.1039/c3ob40531a

upstream raw materials:

3-(cyclohex-1-en-1-yl)benzo[b]thiophene

2-phenyl-4,5,6,7-tetrahydrothiophene

1-phenyl-2-(phenylthio)ethanone

fluorobenzene

Downstream raw materials:

2-Phenyl-benzothiophen-1,1-dioxid

2-phenyl-2,3-dihydrobenzothiophene

1,1'-(1,2-ethanediyl)bisbenzene

2-(2-allylphenyl)benzothiophene

Refernces

• 1、 Morofuji, Tatsuya,Shimizu, Akihiro,Yoshida, Jun-Ichi. "Heterocyclization Approach for Electrooxidative Coupling of Functional Primary Alkylamines with Aromatics". . p. 9816 - 9819. Retrieved 2015.
• 2、 Xu, Jian,Yu, Xiaoxia,Yan, Jianxiang,Song, Qiuling. "Synthesis of 3-(Arylsulfonyl)benzothiophenes and Benzoselenophenes via TBHP-Initiated Radical Cyclization of 2-Alkynylthioanisoles or -selenoanisoles with Sulfinic Acids". . p. 6292 - 6295. Retrieved 2017.
• 3、 He, Zhen,Biremond, Tony,Perry, Gregory J.P.,Procter, David J.. "Para-coupling of phenols with C2/C3-substituted benzothiophene S-oxides". . . Retrieved 2020.
• 4、 Hegde, Rajeev V.,Ong, Tiow-Gan,Ambre, Ram,Jadhav, Arvind H.,Patil, Siddappa A.,Dateer, Ramesh B.. "Regioselective Direct C2 Arylation of Indole, Benzothiophene and Benzofuran: Utilization of Reusable Pd NPs and NHC-Pd@MNPs Catalyst for C–H Activation Reaction". . p. 1397 - 1405. Retrieved 2021.
• 5、 Ozaki, Kyohei,Matsuoka, Wataru,Ito, Hideto,Itami, Kenichiro. "Annulative π-Extension (APEX) of Heteroarenes with Dibenzosiloles and Dibenzogermoles by Palladium/o-Chloranil Catalysis". . p. 1930 - 1933. Retrieved 2017.
• 6、 Chen, Wei,Li, Pinhua,Miao, Tao,Meng, Ling-Guo,Wang, Lei. "An efficient tandem elimination-cyclization-desulfitative arylation of 2-(gem-dibromovinyl)phenols(thiophenols) with sodium arylsulfinates". . p. 420 - 424. Retrieved 2013.
• 7、 Shaaban, Saad,Jolit, Ana?s,Petkova, Desislava,Maulide, Nuno. "A family of low molecular-weight, organic catalysts for reductive C-C bond formation". . p. 13902 - 13905. Retrieved 2015.
• 8、 Shen, Zengming,Dong, Vy M.. "Benzofurans prepared by C-H bond functionalization with acylsilanes". . p. 784 - 786. Retrieved 2009.
• 9、 Okuda, Yasuhiro,Fujimoto, Mayo,Akashi, Haruo,Orita, Akihiro. "Dephosphinylative [4 + 2] Benzannulation of Phosphinyl Ynamines: Application to the Modular Synthesis of Polycyclic Aromatic Amines". supporting information. p. 17651 - 17666. Retrieved 2021/12/13.
• 10、 Cai, Tao,Feng, Chengjie,Shen, Fangqi,Bian, Kejun,Wu, Chunlei,Shen, Runpu,Gao, Yuzhen. "Synthesis of 2-Substituted Benzothio(seleno)phenes and Indoles via Ag-Catalyzed Cyclization/Demethylation of 2-Alkynylthio(seleno)anisoles and 2-Alkynyldimethylanilines". . p. 653 - 656. Retrieved 2020/12/23.