Phenethylboronic acid
- Product Name
- Phenethylboronic acid
- CAS No.
- 34420-17-2
- Chemical Name
- Phenethylboronic acid
- Synonyms
- RARECHEM AH PB 0199;Phenethylboronic aci;PHENETHYLBORONIC ACID;Phenethylboranic acid;Phenylethylboronic acid;B-Phenethylboronic acid;2-Phenylethylboronicaci;PHENYLETHANEBORONIC ACID;2-PHENYLETHYLBORONIC ACID;2-PHENYLETHANEBORONIC ACID
- CBNumber
- CB5258024
- Molecular Formula
- C8H11BO2
- Formula Weight
- 149.98
- MOL File
- 34420-17-2.mol
Phenethylboronic acid Property
- Melting point:
- 76-81 °C (lit.)
- Boiling point:
- 310.4±35.0 °C(Predicted)
- Density
- 1.077±0.06 g/cm3(Predicted)
- storage temp.
- Inert atmosphere,Store in freezer, under -20°C
- form
- powder to crystal
- pka
- 10.12±0.43(Predicted)
- color
- White to Almost white
- InChI
- InChI=1S/C8H11BO2/c10-9(11)7-6-8-4-2-1-3-5-8/h1-5,10-11H,6-7H2
- InChIKey
- VPRUMANMDWQMNF-UHFFFAOYSA-N
- SMILES
- B(CCC1=CC=CC=C1)(O)O
- CAS DataBase Reference
- 34420-17-2(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
- 588423
- Product name
- Phenethylboronic acid
- Packaging
- 1g
- Price
- $65.3
- Updated
- 2025/07/31
- Product number
- 588423
- Product name
- Phenethylboronic acid
- Packaging
- 10g
- Price
- $201.3
- Updated
- 2025/07/31
- Product number
- P2476
- Product name
- 2-Phenylethylboronic Acid (contains varying amounts of Anhydride)
- Packaging
- 1g
- Price
- $28
- Updated
- 2025/07/31
- Product number
- P2476
- Product name
- 2-Phenylethylboronic Acid (contains varying amounts of Anhydride)
- Packaging
- 5g
- Price
- $109
- Updated
- 2025/07/31
- Product number
- P296053
- Product name
- Phenethylboronic acid
- Packaging
- 50mg
- Price
- $60
- Updated
- 2021/12/16
Phenethylboronic acid Chemical Properties,Usage,Production
Chemical Properties
off-white powder
Uses
Phenethylboronic acid is a good inhibitor of chymotrypsin.
Uses
2-Phenylethylboronic acid is used as a reactant in Suzuki-Miyaura cross-coupling reactions, reactions with α-diazocarbonyl compounds, C-H functionalization of quinones, cross-coupling with aromatic amines and arylation & alkylation of diphenylisoxazole. It has been also used as reactant in studies of the stability of boronic esters to hydrolysis.
Uses
Reactant involved in:• ;Suzuki-Miyaura cross-coupling reactions1• ;Reactions with α-diazocarbonyl compounds2• ;C-H functionalization of quinones3• ;Cross-coupling with aromatic amines4• ;Arylation and alkylation of diphenylisoxazole5Reactant used in studies of the stability of boronic esters to hydrolysis6
Synthesis
292638-84-7
34420-17-2
A solution was prepared by dissolving styrene (2.083 g, 20 mmol) and trimethylsilane (1.484 g, 20 mmol) in hexane (6 mL) at -80 °C. The solution was slowly added dropwise to a solution of BBr3 (5.010 g, 20 mmol) in hexane (6 mL). The reaction system was controlled to gradually warm up to room temperature over a period of 2 hours. Upon completion of the reaction, the solvent was removed by evaporation under vacuum. Water (4 mL) was added to the residue, at which point the release of gaseous HBr and an increase in the temperature of the system was observed. After cooling the system to room temperature, the solvent was again evaporated under vacuum. The resulting white precipitate was purified by recrystallization from a minimal amount of water to give 2.73 g (69% yield) of 2-phenylethylboronic acid. Methanol (0.81 mL, 20 mmol) was added to a suspension of 2-phenylethylboronic acid (1.5 g, 10 mmol) in pentane (6 mL) and the reaction was stirred for 20 min at room temperature. MgSO4 was then added and stirring was continued for 10 minutes before the organic phase was separated. Methanol (0.81 mL, 20 mmol) was added again to the aqueous phase and stirred at room temperature for 20 min before adding MgSO4 and stirring for 10 min to separate the organic phase. All organic phase extracts were combined, concentrated and the residue was purified by vacuum distillation to give 1.19 g (67% yield) of a colorless liquid dimethyl 2-phenylborate.
References
[1] Tetrahedron Letters, 2003, vol. 44, # 42, p. 7789 - 7792
[2] Tetrahedron Letters, 2011, vol. 52, # 41, p. 5259 - 5263
[3] Journal of Organic Chemistry, 2008, vol. 73, # 5, p. 1898 - 1905
[4] Patent: WO2008/103016, 2008, A1. Location in patent: Page/Page column 7
Phenethylboronic acid Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from Phenethylboronic acid manufacturers
- Product
- Phenethylboronic acid 34420-17-2
- Price
- US $8.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 10MT
- Release date
- 2018-12-17