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
- Molecular Weight:
- 228.05
- MDL Number:
- MFCD01632206
- MOL File:
- 190661-29-1.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| 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) |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H315-H319-H335 | |||||||||
| Precautionary statements | P261-P280g-P305+P351+P338 | |||||||||
| 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 | |||||||||
| NFPA 704 |
|
2-Benzyloxyphenylboronic acid price More Price(58)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | 521337 | 2-(Benzyloxy)phenylboronic acid | 190661-29-1 | 1g | $54.6 | 2022-05-15 | Buy |
| TCI Chemical | B4590 | 2-Benzyloxyphenylboronic Acid (contains varying amounts of Anhydride) | 190661-29-1 | 1g | $41 | 2026-04-30 | Buy |
| TCI Chemical | B4590 | 2-Benzyloxyphenylboronic Acid (contains varying amounts of Anhydride) | 190661-29-1 | 5g | $142 | 2026-04-30 | Buy |
| ChemScene | CS-W002801 | 2-Benzyloxyphenylboronic acid ≥97% | 190661-29-1 | 5g | $13 | 2026-06-04 | Buy |
| ChemScene | CS-W002801 | 2-Benzyloxyphenylboronic acid ≥97% | 190661-29-1 | 10g | $19 | 2026-06-04 | Buy |
2-Benzyloxyphenylboronic acid Chemical Properties, Uses, Production
Chemical Properties
White Solid
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
Uses
Palladium complex-catalyzed selective hydroxylation Palladium(II)-catalyzed oxidative Heck reactions Metal-free electrophilic fluorination Suzuki-Miyaura cross-coupling reactions
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
1of2
Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| J & K SCIENTIFIC LTD. | 18210857532 18210857532 | jkinfo@jkchemical.com | China | 96815 | 76 |
| INTATRADE GmbH | +49 3493/605464 | sales@intatrade.de | Germany | 3563 | 66 |
| Alfa Aesar | 400-6106006 | saleschina@alfa-asia.com | China | 30103 | 84 |
| Ark Pharm, Inc. | 847-367-3680 | sales@arkpharminc.com | United States | 1669 | 56 |
| Energy Chemical | 400-0056266 | sales8178@energy-chemical.com | China | 44850 | 61 |
| Wuhan Chemwish Technology Co., Ltd | 86-027-67849912 | sales@chemwish.com | China | 35884 | 56 |
| Capot Chemical Co., Ltd | +86 (0) 571 85 58 67 18 | China | 18187 | 66 | |
| Pure Chemistry Scientific Inc. | 001-857-928-2050 or 1-888-588-9418 | sales@chemreagents.com | United States | 10174 | 62 |
| Adamas Reagent, Ltd. | 400-6009262 15618770481 | yhx@titansci.com | China | 14098 | 59 |
| Accela ChemBio Co.,Ltd. | 021-50795510 4000665055 | marketing@accelachem.com | China | 10972 | 64 |
| Supplier | Advantage |
|---|---|
| J & K SCIENTIFIC LTD. | 76 |
| INTATRADE GmbH | 66 |
| Alfa Aesar | 84 |
| Ark Pharm, Inc. | 56 |
| Energy Chemical | 61 |
| Wuhan Chemwish Technology Co., Ltd | 56 |
| Capot Chemical Co., Ltd | 66 |
| Pure Chemistry Scientific Inc. | 62 |
| Adamas Reagent, Ltd. | 59 |
| Accela ChemBio Co.,Ltd. | 64 |
View Latest Price from 2-Benzyloxyphenylboronic acid manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2019-07-06 | 2-Benzyloxyphenylboronic acid
190661-29-1
|
$1.00 | 1KG | 97%-99% | 100kg | Career Henan Chemical Co |
-
- 2-Benzyloxyphenylboronic acid
190661-29-1
- $1.00
- 97%-99%
- Career Henan Chemical Co
