113893-08-6

Basic information

• Product Name: Benzothiophene-3-boronic acid
• Synonyms: AKOS BRN-0283;1-BENZOTHIOPHEN-3-YLBORONIC ACID;BENZO[B]THIOPHENE-3-BORONIC ACID;BENZOTHIOPHENE-3-BORONIC ACID;ASDI-INTER 500027787;THIANAPHTHENE-3-BORONIC ACID;Benzo[b]thiophen-3-yl-boronic acid ;1-Benzothiophen-3-ylboronic acid ,97%
• CAS NO: 113893-08-6
• Molecular Formula: C₈H₇BO₂S
• Molecular Weight: 178.02
• Product Categories: blocks;BoronicAcids;Boronic Acids;Boronic Acids and Derivatives;Heteroaryl;Boronic Acids;Boronic Acids and Derivatives;Chemical Synthesis;Heteroaryl Boronic Acids;Organometallic Reagents
• Mol File: 113893-08-6.mol
• Article Data: 5

Chemical Properties

• Melting Point: 225-230 °C(lit.)
• Boiling Point: 390.207 °C at 760 mmHg
• Flash Point: 189.791 °C
• Appearance: off-white solid
• Density: 1.355 g/cm³
• Vapor Pressure: 8.67E-07mmHg at 25°C
• Refractive Index: 1.668
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• PKA: 8.29±0.30(Predicted)
• CAS DataBase Reference: Benzothiophene-3-boronic acid(CAS DataBase Reference)
• NIST Chemistry Reference: Benzothiophene-3-boronic acid(113893-08-6)
• EPA Substance Registry System: Benzothiophene-3-boronic acid(113893-08-6)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39
• WGK Germany: 3
• Hazardous Substances Data: 113893-08-6(Hazardous Substances Data)

Usage

Uses

Benzo[b]thien-3-ylboronic acid can be used:To prepare thienyl substituted?pyrimidine derivatives as potent antimycobacterial?compounds.To prepare 3-O-protected 17-heteroaryl-3-hydroxyestra-1,3,5,16-tetraene-16-carbaldehyde, which in turn is used for the synthesis of heteroarenes-annelated estranes.As a substrate in the study of metal-free coupling reactions of allylic alcohols with heteroaryl boronic acids.As a starting material for the preparation of thienyl based quinoline and pyridine ligands, which are further used to synthesize platinum complexes.

InChI:InChI=1/C8H7BO2S/c10-9(11)7-5-12-8-4-2-1-3-6(7)8/h1-5,10-11H

Upstream product

• 1310-73-2 sodium hydroxide 
• 95-15-8 Benzo[b]thiophene 
• 7342-82-7 3-Bromothianaphthene 
• 52732-22-6 isopropoxyboronic acid 
• 121-43-7 Trimethyl borate 
• 5419-55-6 Triisopropyl borate 

Downstream Products

• 14315-12-9 3-phenyl-1-benzothiophene 
• 57823-65-1 3-(p-tolyl)benzothiophen 
• 147619-82-7 3-(3-methylphenyl)benzo[b]thiophene 
• 147619-79-2 3-(2-methylphenyl)-1-benzothiophene 
• 24257-23-6 3-(4-methoxy-phenyl)-benzo[b]thiophene 
• 27884-09-9 2-(4-methoxyphenyl)benzo[b]thiophene 
• 81344-89-0 2-(4-methoxyphenyl)benzo[b]thiophene 1,1-dioxide 
• 27183-55-7 1,1-dioxo-3-phenylbenzothiophene 
• 107942-93-8 3-(4-methoxyphenyl)benzo[b]thiophene 1,1-dioxide 

Relevant articles and documents

Preparation method of benzoheterocyclic-3-boric acid

The invention discloses a preparation method of benzoheterocycle-3-boric acid, and belongs to the technical field of organic boric acid chemistry. The method comprises the following steps: starting from benzoheterocycle, carrying out selective Friedel-Crafts reaction on benzoheterocycle and boron trihalide in the presence of a catalyst, and carrying out hydrolyzing to obtain benzoheterocycle-3-boric acid. According to the method, proper catalysts and reaction conditions are selected, boric acid is obtained after high-selectivity positioning and hydrolysis are conducted on the heterocycle 3 position, and the benzoheterocycle-3-boric acid is obtained after purification by means of the property difference of the boric acid on the 2 position and the boric acid on the 3 position. The method provides a simple synthesis path for benzoheterocycle-3-boric acid, and has the advantages of high yield and easy isomer purification.

Synthesis and biological evaluation of thiophene and benzo[b]thiophene analogs of combretastatin A-4 and isocombretastatin A-4: A comparison between the linkage positions of the 3,4,5-trimethoxystyrene unit

Combretastatin A-4 and isocombretastatin A-4 derivatives having thiophenes or benzo[b]thiophenes instead of the B ring were prepared and evaluated for their in cellulo tubulin polymerization inhibition (TPI) and antiproliferative activities. The presence

NITROGENATED AROMATIC COMPOUND, ORGANIC SEMICONDUCTOR MATERIAL, AND ORGANIC ELECTRONIC DEVICE

Provided are a novel nitrogen-containing aromatic heterocyclic compound and an organic electronic device using the compound. This nitrogen-containing aromatic compound is represented by the general formula (1). Further, the present invention relates to or