942070-20-4

Basic information

• Product Name: 2-(2,5-DiMethylthiophen-3-yl)-4,4,5,5-tetraMethyl-1,3,2-dioxaborolane
• Synonyms: 2-(2,5-DiMethylthiophen-3-yl)-4,4,5,5-tetraMethyl-1,3,2-dioxaborolane
• CAS NO: 942070-20-4
• Molecular Formula: C₁₂H₁₉BO₂S
• Molecular Weight: 238.15406
• Mol File: 942070-20-4.mol
• Article Data: 9

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-(2,5-DiMethylthiophen-3-yl)-4,4,5,5-tetraMethyl-1,3,2-dioxaborolane(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(2,5-DiMethylthiophen-3-yl)-4,4,5,5-tetraMethyl-1,3,2-dioxaborolane(942070-20-4)
• EPA Substance Registry System: 2-(2,5-DiMethylthiophen-3-yl)-4,4,5,5-tetraMethyl-1,3,2-dioxaborolane(942070-20-4)

Safety Data

• Hazardous Substances Data: 942070-20-4(Hazardous Substances Data)

Usage

General Description

2-(2,5-Dimethylthiophen-3-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane is a chemical compound that consists of a boron atom bonded to three methyl groups and a thiophene ring. It is commonly used as a reagent in organic synthesis, particularly in the formation of carbon-carbon and carbon-heteroatom bonds. The compound is known for its stability and ability to participate in cross-coupling reactions, making it a valuable tool in the production of various organic compounds. Additionally, it is also known for its role in pharmaceutical research and development, as it can be used to create complex molecules with potential therapeutic applications. Overall, 2-(2,5-Dimethylthiophen-3-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane plays a crucial role in the field of organic chemistry and drug discovery.

Upstream product

• 31819-37-1 3-bromo-2,5-dimethylthiophene 
• 76347-13-2 2-isopropyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 638-02-8 2,5-DIMETHYLTHIOPHENE 
• 61676-62-8 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 73183-34-3 bis(pinacol)diborane 
• 25015-63-8 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane 

Downstream Products

• 1180558-07-9 methyl 4-(2,5-dimethylthiophen-3-yl)benzoate 

Relevant articles and documents

An “electron lock” toward the photochromic activity of phenylacetylene appended bisthienylethene

Photochromic core structure of BTEs was configured in the design of BT (2,3-Bis(2,5-dimethylthiophen)?5-phenylethynylthiophene) and NT (2,3-Bis(2,5-dimethylthiophen)?5-(4-methoxyphenyl)?1,3-butadiene-1,1,4,4-tetracarbonitrile). BT exhibits regular photoch

Reversed photochromism reactivity of malononitrile attached bisthienylthene

An electron acceptor, malononitrile, was attached to bisthienylethene derivative. The significant influence of electron nature result a reversed phtochromism. Investigation of MT in THF demonstrates the reversible ring-open and ring-close. Upon irradiation of 405?nm laser, the solution color changed from yellowish to colorless, which is different from most of the photochromic colored phenomenon. Upon 254?nm irradiation, the original yellowish state can be recovered. Due to the attachment of malononitrile, the photo-/thermal-stability were enhanced. The ring-open/ring-closed forms were optimized by Dmol3. The distance between photocyclizing atoms in aptiparallel conformation meets the requirement for photochromic reaction. And the calculated absorption values were also in agreement with the experimental ones.

The excited-state intramolecular proton transfer fluorescence of HBT derivative induced by solvent polarity

In this contribution, a dye (THBT) with 2,5-dimethylthiophene substituted to 2-(2-hydroxyphenyl)benzothiazole was synthesized and characterized by NMR and mass spectroscopic techniques. Its emission behavior in various solvents was investigated and obvious negative solvatochromism was observed. The emission maximum of THBT varied from deep blue (425?nm) in DMSO to orange (550?nm) in chloroform. It is also highly emissive in polycarbonate film and solid powder with the emission peaks 546 and 554?nm, respectively. The ESIPT effect, together with the relaxation of free rotation of thiophene in the excited states, shifted the solid emission 34?nm toward longer wavelength furtherly, with respect the 520?nm (green) emission of HBT. Quantum calculation of frontier molecular orbitals uncovers the underlying mechanism of negative solvatochromism.