910553-12-7

Basic information

• Product Name: 2-Methylthiophene-3-boronic acid pinacol ester
• Synonyms: 2-Methylthiophene-3-boronic acid pinacol ester;4,4,5,5-tetramethyl-2-(2-methylthiophen-3-yl)-1,3,2-dioxaborolane;4,4,5,5-TetraMethyl-2-(2-Methyl-3-thienyl)-1,3,2-dioxaborolane;4,4,5,5-Tetramethyl-2-(2-methylthiophen-3-yl)
• CAS NO: 910553-12-7
• Molecular Formula: C11H17BO2S
• Molecular Weight: 224.13
• Mol File: 910553-12-7.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 303.9 °C at 760 mmHg
• Flash Point: 137.6 °C
• Appearance: /
• Density: 1.06g/cm³
• Storage Temp.: 2-8°C(protect from light)
• CAS DataBase Reference: 2-Methylthiophene-3-boronic acid pinacol ester(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Methylthiophene-3-boronic acid pinacol ester(910553-12-7)
• EPA Substance Registry System: 2-Methylthiophene-3-boronic acid pinacol ester(910553-12-7)

Safety Data

• Hazardous Substances Data: 910553-12-7(Hazardous Substances Data)

Usage

General Description

2-Methylthiophene-3-boronic acid pinacol ester is a chemical compound used in organic synthesis. It is a Boronic acid derivative and is commonly employed in Suzuki-Miyaura cross-coupling reactions to form carbon-carbon bonds. The pinacol ester group in the compound helps to increase its stability and solubility, making it easier to handle and use in various reactions. 2-Methylthiophene-3-boronic acid pinacol ester is often utilized in the pharmaceutical and agrochemical industries to create new molecules with potential therapeutic or agricultural applications. Its unique structure and reactivity make it a valuable building block for the synthesis of complex organic molecules.

Upstream product

• 554-14-3 2-Methylthiophene 
• 25015-63-8 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane 
• 30319-05-2 3-bromo-2-methylthiophene 
• 73183-34-3 bis(pinacol)diborane 

Downstream Products

• 177735-10-3 (2-methylthiophen-3-yl)boronic acid 

Relevant articles and documents

Reversible Photoswitching between Fluorescence and Room Temperature Phosphorescence by Manipulating Excited State Dynamics in Molecular Aggregates

Regulation of fluorescence–phosphorescence pathways in organic molecular 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 ultraviolet and visible photoirradiation. In-depth theoretical and spectroscopic investigations revealed that the triplet inactivation was dominated by a photo-controlled triplet-to-singlet F?rster 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.

Efficient Rh-catalyzed C-H borylation of arene derivatives under photochemical conditions

Photocatalysis allows innovations in organic synthesis. Among the various catalytic reactions, CH-functionalizations offer valuable possibilities for the refinement of easily available building blocks. In this respect, catalytic borylation is of interest, too. So far, most of the catalytic borylation reactions are performed under thermal conditions at comparably high temperatures. Here, we describe a new synthetic route for efficient borylation reactions of arenes using a photocatalytic pathway. This novel approach allows the synthesis of a broad variety of borylated arenes and heteroarenes under mild conditions. Applying trans-[Rh(PMe3)2(CO)Cl] as an active photocatalyst and HBPin as an boron source, we achieved high TON. A catalytic cycle that relies on a Rh(i)-Rh(iii) interconversion is proposed.

METHOD OF INHIBITING C-KIT KINASE

A method of reducing or inhibiting kinase activity of C-KIT in a cell or a subject, and the use of such compounds for preventing or treating in a subject a cell proliferative disorder and/or disorders related to C-KIT using a compound of the present invention: or a solvate, hydrate, tautomer or pharmaceutically acceptable salt thereof. The present invention is further directed to methods for treating conditions such as cancers and other cell proliferative disorders.