ChemicalBook > CAS DataBase List > 2-Benzyloxyphenylboronic acid
2-Benzyloxyphenylboronic acid
- Product Name
- 2-Benzyloxyphenylboronic acid
- CAS No.
- 190661-29-1
- Chemical Name
- 2-Benzyloxyphenylboronic acid
- Synonyms
- AKOS BRN-0079;CAS:190661-29-1;RARECHEM AH PB 0042;2-Benzyloxyphenylboronic;O-BENZYLOXYPHENYLBORONIC ACID;2-BENZYLOXYPHENYLBORONIC ACID;2-BENZYLOXYBENZENEBORONIC ACID;2-BENZYLOXYPHENYLBORORNIC ACID;(2-phenylmethoxyphenyl)boronicaci;2-Phenylmethoxy Phenylboronic Acid
- CBNumber
- CB7452822
- Molecular Formula
- C13H13BO3
- Formula Weight
- 228.05
- MOL File
- 190661-29-1.mol
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2-Benzyloxyphenylboronic acid Property
- Melting point:
- 105-110 °C(lit.)
- Boiling point:
- 428.7±47.0 °C(Predicted)
- Density
- 1.20±0.1 g/cm3(Predicted)
- storage temp.
- under inert gas (nitrogen or Argon) at 2-8°C
- solubility
- Dichloromethane, Ethyl Acetate, Methanol
- form
- Solid
- pka
- 8.57±0.53(Predicted)
- color
- White
- BRN
- 7813704
- CAS DataBase Reference
- 190661-29-1(CAS DataBase Reference)
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Safety
- Hazard Codes
- C,Xi
- Risk Statements
- 36/37/38
- Safety Statements
- 26-36/37/39-36
- WGK Germany
- 3
- Hazard Note
- Corrosive
- HazardClass
- IRRITANT, CORROSIVE
- HS Code
- 29319090
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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.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
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N-Bromosuccinimide Price
Sigma-Aldrich
- Product number
- 521337
- Product name
- 2-(Benzyloxy)phenylboronic acid
- Packaging
- 1g
- Price
- $54.6
- Updated
- 2022/05/15
TCI Chemical
- Product number
- B4590
- Product name
- 2-Benzyloxyphenylboronic Acid (contains varying amounts of Anhydride)
- Packaging
- 1g
- Price
- $38
- Updated
- 2025/07/31
TCI Chemical
- Product number
- B4590
- Product name
- 2-Benzyloxyphenylboronic Acid (contains varying amounts of Anhydride)
- Packaging
- 5g
- Price
- $131
- Updated
- 2025/07/31
TRC
- Product number
- B287740
- Product name
- 2-(Benzyloxy)phenylboronic acid
- Packaging
- 2.5g
- Price
- $1260
- Updated
- 2021/12/16
Oakwood
- Product number
- 016104
- Product name
- 2-(Benzyloxy)phenylboronic acid
- Purity
- 97%
- Packaging
- 1g
- Price
- $10
- Updated
- 2021/12/16
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2-Benzyloxyphenylboronic acid Chemical Properties,Usage,Production
Chemical Properties
White Solid
Uses
Palladium complex-catalyzed selective hydroxylation ? Palladium(II)-catalyzed oxidative Heck reactions ? Metal-free electrophilic fluorination ? Suzuki-Miyaura cross-coupling reactions
Uses
2-Benzyloxyphenylboronic acid is a reagent used in the preparation of different kinase inhibitors.
Uses
Reactant for:• ;Palladium complex-catalyzed selective hydroxylation1• ;Palladium(II)-catalyzed oxidative Heck reactions2• ;Metal-free electrophilic fluorination3• ;Suzuki-Miyaura cross-coupling reactions4
Uses
suzuki reaction
Synthesis
31575-75-4
190661-29-1
General procedure for the synthesis of 2-benzyloxyphenylboronic acid from 2-benzyloxybromobenzene: 1) 19.93 mL of BuLi (1.6 M hexane solution, 31.9 mM, 1 eq.) was slowly added to a 50 mL THF solution containing 8.4 g of 2-benzyloxybenzene bromide (31.9 mM, 1 eq.) via syringe at -78 °C. Stirring was continued at -78 °C for 30 min to obtain a THF solution of the lithiated derivative. 2) Through a dropping funnel, the above lithiated derivative solution was slowly added dropwise at -78°C to a 50 mL THF solution containing 30 g of B(OiPr)3 (159.5 mM, 5 eq.). 3) After the dropwise addition was completed, the reaction mixture was allowed to gradually warm up to room temperature and stirring was continued for 4 hours. 4) The reaction mixture was poured into 20 mL of 3N HCl to quench the reaction, extracted twice with 50 mL of EtOAc, the organic phases were combined, washed with water, dried over anhydrous MgSO4, and concentrated to dryness under reduced pressure to give 8.53 g of crude product. (5) The crude product was purified by silica gel column chromatography with 9:1 cyclohexane/EtOAc as eluent, and finally 3.6 g of pure product was obtained in 47% yield.
References
[1] Organic Letters, 2004, vol. 6, # 24, p. 4595 - 4597
[2] Patent: US2005/154048, 2005, A1. Location in patent: Page/Page column 17
2-Benzyloxyphenylboronic acid Preparation Products And Raw materials
Raw materials
Trimethyl borate
Benzyl chloride
N,N-Dimethylformamide
Potassium carbonate
Tetrahydrofuran
2-Bromophenol
n-Butyllithium
Preparation Products
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View Lastest Price from 2-Benzyloxyphenylboronic acid manufacturers
Career Henan Chemical Co
- Product
- 2-Benzyloxyphenylboronic acid 190661-29-1
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 97%-99%
- Supply Ability
- 100kg
- Release date
- 2019-07-03
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