Category: 6287-82-7

Benzothiophene or Benzofuran Bridges in Diaryl Ethenes: Two-Step Access by Pd-Catalyzed C-H Activation and Theoretical/Experimental Studies on Their Photoreactivity was written by Yuan, Kedong;Boixel, Julien;Chantzis, Agisilaos;Jacquemin, Denis;Guerchais, Veronique;Doucet, Henri. And the article was included in Chemistry – A European Journal in 2014.Safety of 2,3-Dibromobenzo[b]thiophene This article mentions the following:

A series of terarylenes incorporating benzothiophene (BT)/benzofuran (BF) as the central ethene unit was synthesized by using sequential Pd-catalyzed C-H activation reactions. This new methodol. allows the easy modification of the nature of the pendant heteroarene groups. Diaryl ethene (DAE) derivatives with thiophene, thiazole, pyrrole, isoxazole and pyrazole rings were prepared A large number of asym. DAEs are easily accessible by this new method in both the BT and BF series. The study of their photochromic properties in solution revealed that the nature of the heteroarene and of the central unit drastically modify their photochromic behavior. TD-DFT calculations were performed to assess the nature of the relevant excited states. In the experiment, the researchers used many compounds, for example, 2,3-Dibromobenzo[b]thiophene (cas: 6287-82-7Safety of 2,3-Dibromobenzo[b]thiophene).

2,3-Dibromobenzo[b]thiophene (cas: 6287-82-7) belongs to benzothiophene derivatives. Benzothiophenes are valuable heterocycles that are widely used in medicines, agrochemicals, and materials science. The different substitution patterns in these heterocycles offer new opportunities for drug discovery and other applications in materials science.Safety of 2,3-Dibromobenzo[b]thiophene

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Reversible Photoswitching between Fluorescence and Room Temperature Phosphorescence by Manipulating Excited State Dynamics in Molecular Aggregates was written by Wang, Xuanhang;Pan, Guocui;Ren, Haoxuan;Li, Jiashu;Xu, Bin;Tian, Wenjing. And the article was included in Angewandte Chemie, International Edition in 2022.Synthetic Route of C8H4Br2S This article mentions the following:

Regulation of fluorescence-phosphorescence pathways in organic mol. aggregate remains a challenge due to the complicated singlet-triplet excited state dynamics process. Herein, we demonstrated a successful example (o-BFT) to realize photoreversible fluorescence and room temperature phosphorescence (RTP) switching based on an effective strategy of integrating a phosphor (dibenzofuran) with a photoswitch (dithienylbenzothiophene). o-BFT exhibited dual emission of fluorescence and RTP in both powder and doping polymer film. Notably, the long-lived RTP of o-BFT could be repeatedly erased and restored through reversible photocyclization and decyclization under alternate UV and visible photoirradiation In-depth theor. and spectroscopic investigations revealed that the triplet inactivation was dominated by a photo-controlled triplet-to-singlet Forster resonance energy transfer from light-activated o-BFT to photoisomer c-BFT. Yet, the initial fluorescence could be preserved in this process to afford a photoreversible fluorescence-RTP switching. In the experiment, the researchers used many compounds, for example, 2,3-Dibromobenzo[b]thiophene (cas: 6287-82-7Synthetic Route of C8H4Br2S).

2,3-Dibromobenzo[b]thiophene (cas: 6287-82-7) belongs to benzothiophene derivatives. Benzothiophene is relatively a stable molecule. The electrophilic substitution of benzothiophene systems is much less regioselective than that of indoles. Its aromaticity makes it relatively stable, although as a heterocycle, it has reactive sites which allow for functionalization.Synthetic Route of C8H4Br2S

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

One-pot synthesis and property study on thieno[3,2-b]furan compounds was written by Ma, Weimin;Huang, Jiawei;Li, Chao;Jiang, Yueren;Li, Baolin;Qi, Ting;Zhu, Xiaozhang. And the article was included in RSC Advances in 2019.Reference of 6287-82-7 This article mentions the following:

Based on the regioselective intermol. Suzuki coupling and subsequent intramol. Ullmann C-O coupling reactions, one-pot synthesis of benzo[4,5]thieno[3,2-b]benzofurans I (R¹ = H, 3-Cl, 2-n-octyl; R² = H, 8-F, 8-Me, 7-t-Bu) was developed after optimization of the reaction conditions including catalysts, solvents, bases, ligands and reaction times. The one-pot reaction, with only 2 mol% Pd(PPh₃)₄ and 2 mol% copper(I) thiophene-2-carboxylate as the catalysts, K₃PO₄·3H₂O as the base and tert-butanol as the solvent, afforded moderate to good yields (up to 70%) for a variety of substrates. In the experiment, the researchers used many compounds, for example, 2,3-Dibromobenzo[b]thiophene (cas: 6287-82-7Reference of 6287-82-7).

2,3-Dibromobenzo[b]thiophene (cas: 6287-82-7) belongs to benzothiophene derivatives. Functionalized benzothiophenes are important constructs found in molecules with wide ranging biological activity and in organic materials. The different substitution patterns in these heterocycles offer new opportunities for drug discovery and other applications in materials science.Reference of 6287-82-7

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Efficient self-contained photoacid generator system based on photochromic terarylenes was written by Li, Ruiji;Nakashima, Takuya;Kanazawa, Rui;Galangau, Olivier;Kawai, Tsuyoshi. And the article was included in Chemistry – A European Journal in 2016.Name: 2,3-Dibromobenzo[b]thiophene This article mentions the following:

A series of highly sensitive neutral photoacid generators (PAGs) based on photochromic terarylenes was prepared Like the example presented herein, these compounds show a subsequent thermal elimination of a Bronsted acid after a light-triggered 6π-electrocyclization, concomitant with the hexatriene aromatization. A novel type of mol. systems was developed, in which one thiazolyl moiety was replaced by a thienyl group. Depending on the solvents and on the nature of the acid source, the quantum yield (QY) for acid generation could reach up to 0.6. Comparative studies on the acid source clearly showed that aromatic leaving groups tend to extinguish the mol. system photoefficiency. A second type was also prepared, in which the nature of the hetero-aromatic rings were identical to our previous example, but their sequence was modified. Therefore, a second level of improvement was achieved in nonpolar solvents, pushing the QY value up to 0.7. Finally, we demonstrated the mesylic acid-releasing PAG as a photocatalyst in a chem. amplified pos. resist system. In the experiment, the researchers used many compounds, for example, 2,3-Dibromobenzo[b]thiophene (cas: 6287-82-7Name: 2,3-Dibromobenzo[b]thiophene).

2,3-Dibromobenzo[b]thiophene (cas: 6287-82-7) belongs to benzothiophene derivatives. Benzothiophene is used as starting material for the synthesis of bioactive molecules. The core structure is a part of various pharmaceutical substances and natural products. Its aromaticity makes it relatively stable, although as a heterocycle, it has reactive sites which allow for functionalization.Name: 2,3-Dibromobenzo[b]thiophene

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

The considerable photostability improvement of photochromic terarylene by sulfone group was written by Jeong, Yong-Chul;Gao, Chunji;Lee, In Su;Yang, Sung Ik;Ahn, Kwang-Hyun. And the article was included in Tetrahedron Letters in 2009.Quality Control of 2,3-Dibromobenzo[b]thiophene This article mentions the following:

A photochromic terarylene benzothiophene derivative which has a sulfone group on the upper benzothiophene ring is readily synthesized using Suzuki coupling reaction. It exhibits good photochromic properties. Interestingly, the closed form of this benzothiophene dioxide compound shows a good photostability as well as a thermal stability compared with its reduced analog, that provides a method to enhance the photostability of versatile photochromic terarylenes under UV. In the experiment, the researchers used many compounds, for example, 2,3-Dibromobenzo[b]thiophene (cas: 6287-82-7Quality Control of 2,3-Dibromobenzo[b]thiophene).

2,3-Dibromobenzo[b]thiophene (cas: 6287-82-7) belongs to benzothiophene derivatives. Benzothiophenes are valuable heterocycles that are widely used in medicines, agrochemicals, and materials science. Due to its aromaticity, thiophenes do not exhibit the same properties as conventional thioethers.Quality Control of 2,3-Dibromobenzo[b]thiophene

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

The base-catalyzed skeletal rearrangement of a thianaphthofluorene derivative was written by Cherry, W. H.;Davies, William;Ennis, B. C.;Porter, Quentin Noel. And the article was included in Australian Journal of Chemistry in 1967.Synthetic Route of C8H4Br2S This article mentions the following:

The Diels-Alder adduct of 3-vinylbenzo[b]thiophene and 1,4-naphthoquinone has been shown to undergo a novel base-catalyzed rearrangement, in which its partly hydrogenated 12-thianaphtho[2,3-a]fluorene structure is replaced by a 5-thianaphtho[2,3-b]fluorene (I) structure. 20 references. In the experiment, the researchers used many compounds, for example, 2,3-Dibromobenzo[b]thiophene (cas: 6287-82-7Synthetic Route of C8H4Br2S).

2,3-Dibromobenzo[b]thiophene (cas: 6287-82-7) belongs to benzothiophene derivatives. Benzothiophene scaffolds are of great importance due to its increased presence in bioactive molecules. It has been used as a raw material for the synthesis of biologically active structures and is found in pharmaceuticals such as leukotriene synthesis inhibitors and antifungals, as well as in many natural products.Synthetic Route of C8H4Br2S

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Bis[1]benzothieno[2,3-d:2′,3′-d’]anthra[1,2-b:5,6-b’]dithiophene: synthesis, characterization, and application to organic field-effect transistors was written by Hyodo, Keita;Hagiwara, Hideki;Toyama, Ryota;Mori, Hiroki;Soga, Shin-ichi;Nishihara, Yasushi. And the article was included in RSC Advances in 2017.Recommanded Product: 6287-82-7 This article mentions the following:

We report the straightforward synthetic method and characterization of bis[1]benzothieno[2,3-d:2′,3′-d’]anthra[1,2-b:5,6-b’]dithiophene (BBTADT) having nine aromatic rings fused without solubilizing groups. The highest mobility of fabricated OFETs utilizing BBTADT exhibited 2.7 × 10^-2 cm² V^-1 s^-1 in polycrystalline films formed by vapor deposition, depending on the annealing temperatures of a substrate. In the experiment, the researchers used many compounds, for example, 2,3-Dibromobenzo[b]thiophene (cas: 6287-82-7Recommanded Product: 6287-82-7).

2,3-Dibromobenzo[b]thiophene (cas: 6287-82-7) belongs to benzothiophene derivatives. Benzothiophene is used as starting material for the synthesis of bioactive molecules. The core structure is a part of various pharmaceutical substances and natural products. It has been used as a raw material for the synthesis of biologically active structures and is found in pharmaceuticals such as leukotriene synthesis inhibitors and antifungals, as well as in many natural products.Recommanded Product: 6287-82-7

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Enhanced Performance of Benzothieno[3,2-b]thiophene (BTT)-Based Bottom-Contact Thin-Film Transistors was written by Huang, Peng-Yi;Chen, Liang-Hsiang;Chen, Yu-Yuan;Chang, Wen-Jung;Wang, Juin-Jie;Lii, Kwang-Hwa;Yan, Jing-Yi;Ho, Jia-Chong;Lee, Cheng-Chung;Kim, Choongik;Chen, Ming-Chou. And the article was included in Chemistry – A European Journal in 2013.Related Products of 6287-82-7 This article mentions the following:

Three new benzothieno[3,2-b]thiophene (BTT; 1) derivatives, which were end-functionalized with Ph (BTT-P; 2), benzothiophenyl (BTT-BT; 3), and benzothieno[3,2-b]thiophenyl groups (BBTT; 4; dimer of 1), were synthesized and characterized in organic thin-film transistors (OTFTs). A new and improved synthetic method for BTTs was developed, which enabled the efficient realization of new BTT-based semiconductors. The crystal structure of BBTT was determined by single-crystal x-ray diffraction. Within this family, BBTT, which had the largest conjugation of the BTT derivatives exhibited the highest p-channel characteristic, with a carrier mobility ≤0.22 cm² V^-1 s^-1 and a current on/off ratio of 1 × 10⁷, as well as good ambient stability for bottom-contact/bottom-gate OTFT devices. The device characteristics were correlated with the film morphologies and microstructures of the corresponding compounds In the experiment, the researchers used many compounds, for example, 2,3-Dibromobenzo[b]thiophene (cas: 6287-82-7Related Products of 6287-82-7).

2,3-Dibromobenzo[b]thiophene (cas: 6287-82-7) belongs to benzothiophene derivatives. Functionalized benzothiophenes are important constructs found in molecules with wide ranging biological activity and in organic materials. It is found within the chemical structures of pharmaceutical drugs such as raloxifene, zileuton, and sertaconazole, and also BTCP.Related Products of 6287-82-7

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

The Baeyer-Villiger reaction of some acetylthianaphthene derivatives was written by Matsuki Yasuo;Fujieda, Kunimi. And the article was included in Nippon Kagaku Zasshi in 1967.COA of Formula: C8H4Br2S This article mentions the following:

3-Bromothianaphthene (82.7 g.) in 500 ml. CHCl3 treated with 64 g. Br in 50 ml. CHCl3 for 20 hrs. gave 110.3 g. 2,3-dibromothianaphthene (I). Bromination of thianaphthene yielded 86.2% I. Oxidation of I with H2O2 in AcOHAc2O gave 90% I 1,1-dioxide, m. 156-7°. Similarly 6-acetyl-2,3-dibromothianaphthene 1,1-dioxide (II), m. 187-7.5°, and 6-acetyl-3-bromothianaphthene 1,1-dioxide (III), m. 176-6.5°, were prepared 6-Acetyl-2,3-dibromothianaphthene (IV) (6.6 g.) treated with 0.036 mole F3CCO2H (V) and 0.03 mole H2O2 gave 3.2 g. recovered IV, 0.1 g. 6-acetoxy-2,3-dibromothianaphthene, m. 193-4°, and 2.0 g. II. Similarly 6-acetyl-3-bromothianaphthene (VI) gave 98% III. Treating 1 mole IV with 5 moles F3CCO2OH yielded a 4:1 mixture of II and 6-acetoxy-2,3-dibromothianaphthene 1,1-dioxide, of which hydrolysis gave 2,3-dibromo-6-hydroxythianaphthene 1,1-dioxide, m. 280°. Similarly VI gave a 4:5 mixture of III and 6-acetoxy-3-bromothianaphthene 1,1-dioxide, of which hydrolyis yielded 6-hydroxythianaphthene 1,1-dioxide (VII), m. 228-8.5°. The mechanism of formation of VII is discussed. Oxidation of 2.5 g. VI with 1.3 g. SeO2 in aqueous dioxane yielded 3-bromo-6-thianaphthenylglyoxal, m. 254-5°; quinoxaline derivative m. >300°. Treating VI with 1.28 g. NaN3 5 ml. HOAc, and 0.5 g. concentrated H2SO4 yielded 88.6% 6-acetamido-3-bromothianaphthene, m. 145-6°, and 8% 6-amino-3-bromothianaphthene sulfate, m. 240-5° (decomposition). In the experiment, the researchers used many compounds, for example, 2,3-Dibromobenzo[b]thiophene (cas: 6287-82-7COA of Formula: C8H4Br2S).

2,3-Dibromobenzo[b]thiophene (cas: 6287-82-7) belongs to benzothiophene derivatives. Benzothiophene is a fused ring compound of thiophene ring and benzene ring, which is an important class of heterocycles with advantageous structures. The different substitution patterns in these heterocycles offer new opportunities for drug discovery and other applications in materials science.COA of Formula: C8H4Br2S

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Photochemical cycloadditions of 2,3-dihalobenzo[b]thiophenes: stereochemical and mechanistic results was written by Neckers, D. C.;Wagenaar, F. L.;Hauenstein, D.;Jacobson, R. A.. And the article was included in Journal of Organic Chemistry in 1983.Related Products of 6287-82-7 This article mentions the following:

Photocycloaddition of CH₂:CHBr (I) to II (R = Cl) with Ph₂CO as sensitizer and 2,6-di-tert-butyl-p-cresol as inhibitor gave 75% III (R¹ = Br, R² = H)/III (R¹ = H, R² = Br) as a 1:1 mixture With cis-ClCH:CHCl (cis–IV) instead of I, the reaction gave V (R³ = Cl, R⁴ = H); with trans–IV a 2nd product (V; R³ = H, R⁴ = Cl) was also obtained. The dehydrochlorination of V was described. The photoreaction of I with II (R = Br) gave only VI (R⁵ = CH₂CHBr₂); dehydrobromination of the side chain of this product was carried out. The photoreaction of cis–IV and C₂H₄ with I (R = Br) gave VI (R⁵ = CHClCHClBr, CH₂CH₂Br, resp.). X-ray analyses were described. In the experiment, the researchers used many compounds, for example, 2,3-Dibromobenzo[b]thiophene (cas: 6287-82-7Related Products of 6287-82-7).

2,3-Dibromobenzo[b]thiophene (cas: 6287-82-7) belongs to benzothiophene derivatives. Benzothiophene is a fused ring compound of thiophene ring and benzene ring, which is an important class of heterocycles with advantageous structures. It has been used as a raw material for the synthesis of biologically active structures and is found in pharmaceuticals such as leukotriene synthesis inhibitors and antifungals, as well as in many natural products.Related Products of 6287-82-7

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem