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
| 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(36)
| 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 | $38 | 2025-07-31 | Buy |
| TCI Chemical | B4590 | 2-Benzyloxyphenylboronic Acid (contains varying amounts of Anhydride) | 190661-29-1 | 5g | $131 | 2025-07-31 | Buy |
| TRC | B287740 | 2-(Benzyloxy)phenylboronic acid | 190661-29-1 | 2.5g | $1260 | 2021-12-16 | Buy |
| Medical Isotopes, Inc. | 49784 | 2-(Benzyloxy)phenylboronic acid | 190661-29-1 | 2.5g | $2200 | 2021-12-16 | 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
Palladium complex-catalyzed selective hydroxylation ? Palladium(II)-catalyzed oxidative Heck reactions ? Metal-free electrophilic fluorination ? Suzuki-Miyaura cross-coupling reactions
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
1of2
Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Capot Chemical Co.,Ltd. | +8613336195806 | sales@capot.com | China | 29733 | 60 |
| career henan chemical co | +86-0371-86658258 +8613203830695 | sales@coreychem.com | China | 29855 | 58 |
| Alchem Pharmtech,Inc. | 8485655694 | sales@alchempharmtech.com | United States | 63687 | 58 |
| Wuhan Chemwish Technology Co., Ltd | 027-67849912 | sales@chemwish.com | CHINA | 10821 | 58 |
| CONIER CHEM AND PHARMA LIMITED | +8618523575427 | sales@conier.com | China | 49730 | 58 |
| Neostar United (Changzhou) Industrial Co., Ltd. | +86-0519-85551759 +8613506123987 | marketing1@neostarunited.com | China | 8829 | 58 |
| Tianjin Xinshengjiahe Science & Technology Development Co,.Ltd | +86-86-22-87899925 +86-8618522618860 | 18522618860@163.com | China | 694 | 58 |
| Zhengzhou Alfa Chemical Co.,Ltd | +8618530059196 | sale04@alfachem.cn | China | 12397 | 58 |
| SIMAGCHEM CORP | +86-5922680277 +86-13806087780 | sale@simagchem.com | China | 17346 | 58 |
| Alfa Chemistry | info@alfa-chemistry.com | United States | 2344 | 58 |
View Lastest 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
|
US $1.00 / KG | 1KG | 97%-99% | 100kg | Career Henan Chemical Co |
-
- 2-Benzyloxyphenylboronic acid
190661-29-1
- US $1.00 / KG
- 97%-99%
- Career Henan Chemical Co
