Benzothiophene-3-boronic acid
- Product Name
- Benzothiophene-3-boronic acid
- CAS No.
- 113893-08-6
- Chemical Name
- Benzothiophene-3-boronic acid
- Synonyms
- AKOS BRN-0283;Benzo[b]thien-3-yL;ASDI-INTER 500027787;THIANAPHTHENE-3-BORONIC ACID;BENZOTHIOPHENE-3-BORONIC ACID;Thianaphthen-3-ylboronic acid;Benzo[b]thien-3-ylboronic acid;1-Benzothiophene-3-boronic Acid;Benzo[b]thiophen-3-ylboronicaci;Benzothiophene-3-ylboronic acid
- CBNumber
- CB4460512
- Molecular Formula
- C8H7BO2S
- Formula Weight
- 178.02
- MOL File
- 113893-08-6.mol
Benzothiophene-3-boronic acid Property
- Melting point:
- 225-230 °C(lit.)
- Boiling point:
- 390.2±34.0 °C(Predicted)
- Density
- 1.35±0.1 g/cm3(Predicted)
- storage temp.
- Inert atmosphere,Store in freezer, under -20°C
- form
- powder to crystal
- pka
- 8.29±0.30(Predicted)
- color
- White to Light yellow to Light orange
- InChI
- InChI=1S/C8H7BO2S/c10-9(11)7-5-12-8-4-2-1-3-6(7)8/h1-5,10-11H
- InChIKey
- QVANIYYVZZLQJP-UHFFFAOYSA-N
- SMILES
- B(C1=CSC2=CC=CC=C21)(O)O
- CAS DataBase Reference
- 113893-08-6(CAS DataBase Reference)
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
- Precautionary statements
-
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P280Wear protective gloves/protective clothing/eye protection/face protection.
N-Bromosuccinimide Price
- Product number
- 512117
- Product name
- Benzo[b]thien-3-ylboronic acid
- Purity
- ≥95.0%
- Packaging
- 5g
- Price
- $76.3
- Updated
- 2025/07/31
- Product number
- 512117
- Product name
- Benzo[b]thien-3-ylboronic acid
- Purity
- ≥95.0%
- Packaging
- 25g
- Price
- $420
- Updated
- 2023/06/20
- Product number
- B4774
- Product name
- Benzo[b]thiophene-3-boronic Acid (contains varying amounts of Anhydride)
- Packaging
- 1g
- Price
- $47
- Updated
- 2025/07/31
- Product number
- B4774
- Product name
- Benzo[b]thiophene-3-boronic Acid (contains varying amounts of Anhydride)
- Packaging
- 5g
- Price
- $142
- Updated
- 2025/07/31
- Product number
- 264555
- Product name
- Benzo[b]thiophene-3-boronic acid
- Packaging
- 250mg
- Price
- $336
- Updated
- 2021/12/16
Benzothiophene-3-boronic acid Chemical Properties,Usage,Production
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.
Synthesis
7342-82-7
5419-55-6
113893-08-6
Under nitrogen protection, 10 g (47 mmol) of 3-bromobenzothiophene was dissolved in 100 ml of tetrahydrofuran (THF) and cooled to -60 °C. 36 ml of hexane solution of n-butyllithium (concentration 1.57 mol/L) was slowly added dropwise, and after the dropwise addition, the reaction mixture was continued to be stirred for 1 hour. Subsequently, 13.3 g (71 mmol) of triisopropyl borate was added and stirring was continued for 1 hour. The reaction system was slowly brought back to room temperature and the reaction was quenched by the addition of 50 ml of saturated aqueous ammonium chloride solution. The reaction mixture was extracted with 100 ml of toluene, the organic phase was washed three times (100 ml each) with distilled water and dried over anhydrous magnesium sulfate. The desiccant was removed by filtration and the solvent was removed by concentration under reduced pressure to afford intermediate B-1. 6.9 g (39 mmol, 83% yield) of the target product, benzothiophene-3-boronic acid, was finally obtained.
References
[1] Patent: EP2617724, 2013, A1. Location in patent: Paragraph 0162; 0163
[2] Patent: EP2628743, 2013, A1. Location in patent: Paragraph 0175
Benzothiophene-3-boronic acid Preparation Products And Raw materials
Raw materials
Preparation Products
Benzothiophene-3-boronic acid Suppliers
- Tel
- --
- Fax
- --
- info@pschemicals.com
- Country
- The Netherlands
- ProdList
- 2724
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View Lastest Price from Benzothiophene-3-boronic acid manufacturers
- Product
- Benzothiophene-3-boronic acid 113893-08-6
- Price
- US $2.00-5.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 100kg
- Release date
- 2025-06-13
- Product
- Benzothiophene-3-boronic acid 113893-08-6
- Price
- US $10.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 20 ton
- Release date
- 2024-12-12
- Product
- Benzo[b]thiophen-3-ylboronic acid 113893-08-6
- Price
- US $0.00/kg
- Min. Order
- 1kg
- Purity
- 0.99
- Supply Ability
- 100kg
- Release date
- 2023-09-22