943543-04-2

Basic information

• Product Name: 5-methyl-2-phenyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiazolee
• Synonyms: 5-methyl-2-phenyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiazolee
• CAS NO: 943543-04-2
• Molecular Weight: 301.217
• Mol File: 943543-04-2.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 5-methyl-2-phenyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiazolee(CAS DataBase Reference)
• NIST Chemistry Reference: 5-methyl-2-phenyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiazolee(943543-04-2)
• EPA Substance Registry System: 5-methyl-2-phenyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiazolee(943543-04-2)

Safety Data

• Hazardous Substances Data: 943543-04-2(Hazardous Substances Data)

Upstream product

• 2227-79-4 benzenecarbothioamide 
• 1826-11-5 2-phenylthiazole 
• 53715-67-6 5-bromo-2-phenyl-1,3-thiazole 
• 98-80-6 phenylboronic acid 
• 5221-69-2 5-methyl-2-phenylthiazole 
• 61676-62-8 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 210490-49-6 4-bromo-5-methyl-2-phenylthiazoline 

Downstream Products

• 934630-72-5 4,5-bis(5-methyl-2-phenylthiazol-4-yl)-2-phenylthiazole 
• 210490-50-9 1,2-bis(5-methyl-2-phenyl-3-thiazolyl)-3,3,4,4,5,5-hexafluorocyclopentene 
• 1402164-53-7 C₃₈H₂₆N₄S₄ 
• 1338218-92-0 2,3-bis(5-methyl-2-phenylthiazol-4-yl)-1-methyl-1H-indole 
• 1334710-76-7 1-methyl-2,3-bis(5-methyl-2-phenylthiazol-4-yl)-1H-pyrrolo[2,3-b]pyridine 
• 1263307-41-0 1,2-bis(5-methyl-2-phenylthiazol-4-yl)acenaphthylene 
• 1268602-29-4 2,3-bis(5-methyl-2-phenylthiazol-4-yl)benzothiophene 
• 1075707-16-2 4,4'-(1-methyl-2-phenyl-1H-imidazole-4,5-diyl)bis(5-methyl-2-phenylthiazole) 

Relevant articles and documents

Photon-Quantitative 6π-Electrocyclization of a Diarylbenzo[b]thiophene in Polar Medium

The high reactivity of 6π-electrocyclization in polar solvents has remained one of the important challenges for diarylethenes because of the emergence of a twisted intramolecular charge transfer (TICT) state at the excited state in such polar media, which usually quenches the photocyclization reaction. Herein we report on the preparation and highly efficient photocyclization of 2,3-diarylbenzo[b]thiophenes with nonsymmetric side-aryl units in a polar solvent. While the dithiazolylbenzo[b]thiophene showed a suppressed quantum yield of 6π-electrocyclization of 54% in methanol, the replacement of a thiazole unit with a thiophene ring led to a photon-quantitative 6π-cyclization reaction. The nonsymmetrical modification into the side-aryl units was considered to enhance the CH/π interactions between side-aryl units to support a photoreactive conformation in methanol. The stabilization of the photochromic reactive conformation is expected to suppress the formation of the TICT state at the excited state, leading to highly efficient photoreactivity.

Synthetic protocol for diarylethenes through Suzuki-Miyaura coupling

The synthesis of a variety of diarylethenes through the Suzuki-Miyaura coupling reaction of 1,2-dichlorohexafluorocyclopentene with arylboronic acids and esters has been developed. Thiophenes with various substituents such as cyano and ester functionalities can be incorporated.