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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

Preparation Products

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2-Benzyloxyphenylboronic acid Suppliers

Discovery Fine Chemicals Ltd.
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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

190661-29-1, 2-Benzyloxyphenylboronic acidRelated Search:


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