Benzylboronic acid
- Product Name
- Benzylboronic acid
- CAS No.
- 4463-42-7
- Chemical Name
- Benzylboronic acid
- Synonyms
- BENZYLBORONIC ACID;Benzylboronicacid96%;Benzylboronic acid 96%;Phenylmethylboronic acid;B-(Phenylmethyl)-boronic acid;Boronicacid, B-(phenylMethyl)-;α-Tolueneboronic acid(7CI,8CI);Boronic acid, (phenylmethyl)- (9CI);Benzylboronic Acid DISCONTINUED. Please see B233083;Benzylboronic acid(contains varying amounts of Anhydride)
- CBNumber
- CB1425822
- Molecular Formula
- C7H9BO2
- Formula Weight
- 135.96
- MOL File
- 4463-42-7.mol
Benzylboronic acid Property
- Melting point:
- 195-215 °C
- Boiling point:
- 296.5±33.0 °C(Predicted)
- Density
- 1.108±0.06 g/cm3(Predicted)
- pka
- 9.55±0.43(Predicted)
- form
- crystalline solid
- color
- White to slightly off-white
- CAS DataBase Reference
- 4463-42-7(CAS DataBase Reference)
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- FB146781
- Product name
- Benzylboronic acid
- Packaging
- 500mg
- Price
- $150
- Updated
- 2021/12/16
- Product number
- 072198
- Product name
- Benzylboronic acid
- Purity
- 95+%
- Packaging
- 1g
- Price
- $169
- Updated
- 2021/12/16
- Product number
- 6660-1-X7
- Product name
- Benzylboronic acid
- Purity
- 95%
- Packaging
- 1g
- Price
- $245
- Updated
- 2021/12/16
- Product number
- FB146781
- Product name
- Benzylboronic acid
- Packaging
- 1g
- Price
- $250
- Updated
- 2021/12/16
- Product number
- OR6221
- Product name
- Benzylboronicacid
- Purity
- 90%
- Packaging
- 1g
- Price
- $254
- Updated
- 2021/12/16
Benzylboronic acid Chemical Properties,Usage,Production
Uses
suzuki reaction
Reactions
By generating and immediately capturing the Benzylboronic acid under mild photochemical conditions, a series of structurally diverse and stable Benzylboronic acid (and esters) have been developed. These boronic acid esters can then serve as general building blocks for constructing complex molecular structures through various well-established boron chemical transformations, such as oxidation, Chan–Lam coupling, Matteson homologation, deboronization/deuteration, etc[2].
Uses
As a typical saturated boronic acid distinguished by a C(sp³)–B bond, benzylboronic acid has a wide range of applications as a synthetic intermediate. Benzylboronic acid serves as an organoboron intermediate for selective coupling reactions (e.g., Suzuki coupling). It also serves as a versatile synthetic building block for constructing C(sp³)–C and C(sp³)–X(heteroatom) bonds[2].
Synthesis
Benzylboronic acid is synthesized through a novel electrochemical reductive coupling reaction that utilizes benzylic halides and borating agents, such as trialkylborates or pinacolborane, as primary reagents. The process is conducted within a single-compartment electrochemical cell featuring a sacrificial magnesium anode and employing either DMF or THF as the solvent[1].
References
[1] Pintaric, C., Laza, C., Olivero, S., Dunach, E. (2005). Electrosynthesis of Benzylboronic Acids and Esters. ChemInform, 36 6. https://doi.org/10.1002/chin.200506158
[2] Álvaro Valdés-Maqueda, López, L., Plaza, M., Valdés, C. (2023). Synthesis of substituted benzylboronates by light promoted homologation of boronic acids with N-sulfonylhydrazones. 35 1, 0. https://doi.org/10.26434/chemrxiv-2023-qjw9z
Benzylboronic acid Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from Benzylboronic acid manufacturers
- Product
- Benzylboronic acid 4463-42-7
- Price
- US $1.00/kg
- Min. Order
- 1kg
- Purity
- 95%-99%
- Supply Ability
- as request
- Release date
- 2018-12-24