Boronic acid, B-(5-chloro-2-benzofuranyl)-
- Product Name
- Boronic acid, B-(5-chloro-2-benzofuranyl)-
- CAS No.
- 223576-64-5
- Chemical Name
- Boronic acid, B-(5-chloro-2-benzofuranyl)-
- Synonyms
- 5-chlorobenzofuran-2-boronic acid;(5-Chlorobenzofuran-2-yl)boronic acid;(5-chloro-1-benzofuran-2-yl)boronic acid;Boronic acid, B-(5-chloro-2-benzofuranyl)-
- CBNumber
- CB32707346
- Molecular Formula
- C8H6BClO3
- Formula Weight
- 196.4
- MOL File
- 223576-64-5.mol
Boronic acid, B-(5-chloro-2-benzofuranyl)- Property
- storage temp.
- under inert gas (nitrogen or Argon) at 2-8°C
- Appearance
- White to off-white Solid
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P270Do not eat, drink or smoke when using this product.
P271Use only outdoors or in a well-ventilated area.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P312Call a POISON CENTER or doctor/physician if you feel unwell.
P321Specific treatment (see … on this label).
P330Rinse mouth.
P332+P313IF SKIN irritation occurs: Get medical advice/attention.
P337+P313IF eye irritation persists: Get medical advice/attention.
P362Take off contaminated clothing and wash before reuse.
P403+P233Store in a well-ventilated place. Keep container tightly closed.
P405Store locked up.
P501Dispose of contents/container to..…
N-Bromosuccinimide Price
- Product number
- C363630
- Product name
- 5-Chlorobenzofuran-2-boronicAcid
- Packaging
- 1g
- Price
- $445
- Updated
- 2021/12/16
- Product number
- C363630
- Product name
- 5-Chlorobenzofuran-2-boronicAcid
- Packaging
- 5g
- Price
- $1000
- Updated
- 2021/12/16
- Product number
- 9702CX
- Product name
- (5-Chlorobenzofuran-2-yl)boronicacid
- Packaging
- 1g
- Price
- $296
- Updated
- 2021/12/16
- Product number
- CM124477
- Product name
- (5-Chlorobenzofuran-2-yl)boronicacid
- Purity
- 98%
- Packaging
- 5g
- Price
- $566
- Updated
- 2021/12/16
- Product number
- 61-11250
- Product name
- (5-Chlorobenzofuran-2-yl)boronicacid
- Purity
- 95-98%
- Packaging
- 1g
- Price
- $585
- Updated
- 2021/12/16
Boronic acid, B-(5-chloro-2-benzofuranyl)- Chemical Properties,Usage,Production
Uses
5-Chlorobenzofuran-2-boronic Acid acts as a reagent in the synthesis of (ary)benzofuran containing natural products. Also acts as a reagent for the preparation of quinoxaline compounds for the inhibition of PASK useful in treating diseases.
Synthesis
23145-05-3
227802-36-0
5419-55-6
20485-44-3
223576-64-5
General Steps: Step A: Preparation of 5-chlorobenzofuran Synthesis of 5-chlorobenzofuran by heating 4-chlorophenoxyacetaldehyde dimethyl acetal in polyphosphoric acid; Yield: 73%. Step B: Synthesis of 5-chlorobenzofuran-2-boronic acid To a solution of 8.8 g (57.7 mmol) of 5-chlorobenzofuran in 250 ml of anhydrous ether was added 7.32 g (63.0 mmol) of tetramethylethylenediamine (TMEDA). The solution was cooled below -60°C under argon protection and 37.5 ml of 1.6 M butyl lithium hexane solution was added slowly and dropwise. The reaction mixture was gradually warmed to -10°C over 45 minutes and stirring was continued at this temperature for 30 minutes. The mixture was again cooled to below -60°C, followed by dropwise addition of 35.7 g (190 mmol) of triisopropyl borate. After the reaction mixture was warmed to room temperature, the reaction was quenched with 70 ml of 2N hydrochloric acid and stirred for 1 hour. The organic layer was separated and washed sequentially with 30 ml of 2N hydrochloric acid three times and water twice, then extracted with 2N sodium hydroxide solution. The basic aqueous layer was adjusted to pH 5 and extracted with tert-butyl methyl ether. All organic layers were combined, dried with sodium sulfate and concentrated in vacuum to give light yellow crystalline 5-chlorobenzofuran-2-boronic acid, which can be used in the next reaction without further purification. Yield: 9.4 g (83%); MS 196 (M+).
References
[1] Patent: US6410562, 2002, B1
Boronic acid, B-(5-chloro-2-benzofuranyl)- Preparation Products And Raw materials
Raw materials
Preparation Products
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