162607-23-0

Basic information

• Product Name: 2,5-Dimethylthiophene-3-boronic acid
• Synonyms: 2,5-Dimethylthiophene-3-boronic acid;(2,5-dimethylthiophen-3-yl)boronic acid;(2,5-Dimethyl-3-thienyl)boronic acid;Boronic acid,B-(2,5-dimethyl-3-thienyl)-
• CAS NO: 162607-23-0
• Molecular Formula: C₆H₉BO₂S
• Molecular Weight: 156.0105
• Mol File: 162607-23-0.mol
• Article Data: 13

Chemical Properties

• Melting Point: 180-183 °C
• Boiling Point: 311.4 °C at 760 mmHg
• Flash Point: 142.2 °C
• Appearance: /
• Density: 1.2g/cm³
• Vapor Pressure: 0.000241mmHg at 25°C
• Refractive Index: 1.542
• Storage Temp.: Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
• Solubility: Chloroform (Sparingly), DMSO (Slightly, Heated)
• PKA: 8.42±0.58(Predicted)
• CAS DataBase Reference: 2,5-Dimethylthiophene-3-boronic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-Dimethylthiophene-3-boronic acid(162607-23-0)
• EPA Substance Registry System: 2,5-Dimethylthiophene-3-boronic acid(162607-23-0)

Safety Data

• Hazardous Substances Data: 162607-23-0(Hazardous Substances Data)

Usage

Description

2,5-Dimethylthiophene-3-boronic acid is an organic compound characterized by the presence of a boron atom bonded to a thiophene ring with two methyl groups at the 2nd and 5th positions. 2,5-Dimethylthiophene-3-boronic acid is known for its potential applications in the pharmaceutical and chemical industries due to its unique chemical structure and reactivity.

Uses

Used in Pharmaceutical Industry:
2,5-Dimethylthiophene-3-boronic acid is used as a key intermediate in the synthesis of KRAS G12C inhibitors for the treatment of various cancers. These inhibitors target the KRAS protein, which is a common mutation found in pancreatic, colorectal, and lung cancers. By inhibiting the KRAS protein, these drugs can potentially slow down or stop the growth of cancer cells, offering a promising therapeutic approach for patients with these types of cancers.

InChI:InChI=1/C6H9BO2S/c1-4-3-6(7(8)9)5(2)10-4/h3,8-9H,1-2H3

Upstream product

• 40197-02-2 3-iodo-2,5-dimethylthiophene 
• 122-56-5 tributyl borane 
• 1310-73-2 sodium hydroxide 
• 31819-37-1 3-bromo-2,5-dimethylthiophene 
• 5419-55-6 Triisopropyl borate 
• 688-74-4 boric acid tributyl ester 
• 39129-54-9 3,4-dibromo-2,5-dimethylthiophene 
• 638-02-8 2,5-DIMETHYLTHIOPHENE 
• 154566-69-5 3-bromo-2-methylthiophene-5-boronic acid 
• 554-14-3 2-Methylthiophene 
• 29421-73-6 3,5-dibromo-2-methylthiophene 

Downstream Products

• 1429780-58-4 4,5-bis(2,5-dimethylthiophen-3-yl)benzene-1,2-diamine 
• 1429780-59-5 1,2-bis(2-acetylbenzamido)-4,5-bis(2,5-dimethylthiophene-3-yl)-benzene 
• 1429780-60-8 1,2-bis(2-hydroxybenzamido)-4,5-bis(2,5-dimethylthiophene-3-yl)-benzene 
• 1429780-62-0 1,2-bis(ethyloxamato)-4,5-bis(2,5-dimethylthiophene-3-yl)-benzene 
• 1586761-38-7 C₂₉H₂₉N₃O₆S₂ 

Relevant articles and documents

Synthesis of 3,4-bis(2,5-dimethyl-3-thienyl)furan-2,5-dione from mucobromic acid

Palladium-catalyzed cross-coupling between 2,5-dimethyl-3-thienylboronic and mucobromic acids under phase transfer catalysis (PTC) conditions gave the expected 3,4-bis(2,5-dimethyl-3-thienyl)-5-hydroxyfuran-2-one in 32% yield. The by-product was 2,2',5,5'

The Photostability of Two Optical Materials Based on Perylene Diimide Substituted by Different Aromatic Groups at the Bay Area

The perylene diimide substituented by thiophene rings at bay area shows photoactivity and can be used as a photo sensor, but another one substituented by mestylene groups is photostable. The single crystal of 1,7-mesitylene perylene diimide was obtained. X-ray diffraction data of the crystal revealed that the plane of the perylene core was hardly twisted by introduction of mesitylene groups. These mestylene groups are like clips maintaining the planarity of the perylene core. Density functional theory calculation was applied to study the difference of photophysical and photochemical properties. The discovery is valuable for design guidance of perylene diimides.

The mechanodonor-acceptor coupling (MDAC) approach for unidirectional multi-state fluorochromism

Uni-directional multi-state fluorochromic scaffolds are valuable photofunctional molecules and yet scarce. We report a general approach for their design, i.e., mechanodonor-acceptor coupling (MDAC). A photochromic molecule is a mechanodonor, due to its capability to convert photonic energy into mechanical force. Upon proper coupling, it can be used to drive a mechanochromic molecule for uni-directional multi-state fluorochromism. The embodiment of this approach is a rhodamine-dithienylethylene hydride (RDH), which has been successfully employed in super-resolution localization microscopy[Figure not available: see fulltext.]

Photoinduced Changes in Aromaticity Facilitate Electrocyclization of Dithienylbenzene Switches

The concepts of excited-state aromaticity and antiaromaticity have in recent years with increasing frequency been invoked to rationalize the photochemistry of cyclic conjugated organic compounds, with the long-term goal of using these concepts to improve