E-PHENYLETHENYLBORONIC ACID
- Product Name
- E-PHENYLETHENYLBORONIC ACID
- CAS No.
- 6783-05-7
- Chemical Name
- E-PHENYLETHENYLBORONIC ACID
- Synonyms
- STYRYLBORONIC ACID;TRANS-2-PHENYLVINYLBORONIC ACID;RARECHEM AH PB 0201;(E)-Styreneboronic acid;Phenylethenylboronicacid;E-PHENYLETHENYLBORONIC ACID;TRANS-B-STYRENEBORONIC ACID;trans-^b-Styrylboronic acid;TRANS-β-STYRENEBORONIC ACID;trans-beta-Styrylboronic acid
- CBNumber
- CB7685002
- Molecular Formula
- C8H9BO2
- Formula Weight
- 147.97
- MOL File
- 6783-05-7.mol
E-PHENYLETHENYLBORONIC ACID Property
- Melting point:
- 146-156 °C(lit.)
- Boiling point:
- 315.9±35.0 °C(Predicted)
- Density
- 1.130±0.06 g/cm3(Predicted)
- storage temp.
- Inert atmosphere,Store in freezer, under -20°C
- form
- Powder and/or Chunks
- pka
- 9.38±0.43(Predicted)
- color
- Light yellow to beige
- CAS DataBase Reference
- 6783-05-7(CAS DataBase Reference)
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
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.
P405Store locked up.
N-Bromosuccinimide Price
- Product number
- 473790
- Product name
- trans-2-Phenylvinylboronic acid
- Purity
- 97%
- Packaging
- 5g
- Price
- $269
- Updated
- 2025/07/31
- Product number
- 473790
- Product name
- trans-2-Phenylvinylboronic acid
- Purity
- 97%
- Packaging
- 25g
- Price
- $448
- Updated
- 2025/07/31
- Product number
- P3016
- Product name
- (E)-Styrylboronic Acid (contains varying amounts of Anhydride)
- Packaging
- 1G
- Price
- $108
- Updated
- 2025/07/31
- Product number
- P3016
- Product name
- (E)-Styrylboronic Acid (contains varying amounts of Anhydride)
- Packaging
- 5G
- Price
- $324
- Updated
- 2025/07/31
- Product number
- P338328
- Product name
- [(E)-2-Phenylvinyl]boronicAcid
- Packaging
- 50mg
- Price
- $60
- Updated
- 2021/12/16
E-PHENYLETHENYLBORONIC ACID Chemical Properties,Usage,Production
Chemical Properties
Brown granular powder
Uses
trans-beta-Styrylboronic acid as reagent is used for palladium (Pd)-catalyzed Suzuki-Miyaura coupling reactions, diastereoselective synthesis via Pd-catalyzed Heck-Suzuki cascade reaction and rhodium (Rh)-catalyzed intramolecular amination of aryl azides. It is also used as reagent in preparation of optically active unsaturated amino acids by diastereoselective Petasis borono-Mannich reaction and amino alcohol dienes via Petasis 3-component reaction using Ru-catalyzed ring-closing metathesis and isomerization.
Uses
Reagent used for
- Palladium (Pd)-catalyzed Suzuki-Miyaura coupling reactions
- Rhodium (Rh)-catalyzed intramolecular amination of aryl azides
- Diastereoselective synthesis via Pd-catalyzed Heck-Suzuki cascade reaction
- Copper (Cu)-mediated cyanation
- Rhodium (Rh)-catalyzed asymmetric addition
- Diastereoselective synthesis via iridium (Ir)-catalyzed addition
- Palladium (Pd)-catalyzed cascade cyclization
Reagent used in Preparation of
- Optically active unsaturated amino acids by diastereoselective Petasis borono-Mannich reaction
- Amino alcohol dienes via Petasis 3-component reaction using Ru-catalyzed ring-closing metathesis and isomerization
Uses
E-Phenylethenylboronic acid is a reagent used for• ;Palladium (Pd)-catalyzed Suzuki-Miyaura coupling reactions
1 Rhodium (Rh)-catalyzed intramolecular amination of aryl azides
2 Diastereoselective synthesis via Pd-catalyzed Heck-Suzuki cascade reaction
3 Copper (Cu)-mediated cyanation
4 Rhodium (Rh)-catalyzed asymmetric addition
5 Diastereoselective synthesis via iridium (Ir)-catalyzed addition
6 Palladium (Pd)-catalyzed cascade cyclization
7 Reagent used in Preparation of • ;Optically active unsaturated amino acids by diastereoselective Petasis borono-Mannich reactio
Synthesis
588-72-7
6783-05-7
The general procedure for the synthesis of trans-BETA-styrene boronic acid from (E)-(2-bromovinyl)benzene is as follows: in a 50 mL round-bottomed flask (equipped with a side arm, condenser, and stirring bar) triphenylphosphine (0.131 g, 0.5 mmol, 20 mol%), p-iodoanisole (0.585 g, 2.5 mmol), and triethylamine (1.78 mL. 12.5 mmol). The reaction system was degassed three times by alternating vacuum and argon filling. Palladium dichloride (0.023 g, 0.13 mmol, 5 mol%) was added under positive argon atmosphere. After stirring for 15 minutes at room temperature, diisopropylaminoborane (5 mL, 1 M THF solution, 5 mmol) was added and the reaction mixture was again degassed three times by alternating vacuum and argon filling. The reaction mixture was heated to reflux and kept at reflux for 12 hours. Upon completion of the reaction, the reaction solution was cooled to 0 °C, and 6 mL of methanol was slowly added (note: this process is an exothermic reaction accompanied by hydrogen release). Stirring was continued for 15 minutes and then concentrated under reduced pressure to remove all solvent to give a black solid. The solid was dissolved in 3M sodium hydroxide solution (8 mL) and subsequently washed with hexane (3 x 10 mL). The aqueous phase was cooled to 0°C (ice bath) and acidified with concentrated hydrochloric acid to pH ≤ 1, at which point the boric acid precipitated as a white solid. The aqueous phase was extracted with ether (3 x 10 mL), the organic phases were combined, dried with magnesium sulfate and filtered. Finally, the solvent was removed by concentration under reduced pressure to obtain the target product, trans-BETA-styrene boronic acid, as a white solid.
References
[1] Tetrahedron, 2011, vol. 67, # 3, p. 576 - 583
E-PHENYLETHENYLBORONIC ACID Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from E-PHENYLETHENYLBORONIC ACID manufacturers
- Product
- (E)-Styreneboronic acid 6783-05-7
- Price
- US $0.10-10.00/KG
- Min. Order
- 0.1KG
- Purity
- 98%
- Supply Ability
- 200TONS
- Release date
- 2025-08-13
- Product
- styrylboronic acid 6783-05-7
- Price
- US $3.00-9.00/KG
- Min. Order
- 0.1KG
- Purity
- 99%
- Supply Ability
- g-kg-tons, free sample is available
- Release date
- 2025-07-02