4-Benzyloxybenzeneboronic acid
- Product Name
- 4-Benzyloxybenzeneboronic acid
- CAS No.
- 146631-00-7
- Chemical Name
- 4-Benzyloxybenzeneboronic acid
- Synonyms
- 4-BENZYLOXYINDOLE;AKOS BRN-0054;RARECHEM AH PB 0041;4-Benzyloxyphenylboronic;4-BEZYLOXYPHENYLBORONICACID;4-BENZYLOXYPHENYBORONIC ACID;4-Benzyloxybenzeneboronicaci;4-(Benzyloxy)-phenylboronsure;4-BENZYLOXYPHENYLBORONIC ACID;P-BENZYLOXYPHENYLBORONIC ACID
- CBNumber
- CB4470742
- Molecular Formula
- C13H13BO3
- Formula Weight
- 228.05
- MOL File
- 146631-00-7.mol
4-Benzyloxybenzeneboronic acid Property
- Melting point:
- 193-199 °C
- Boiling point:
- 418.9±47.0 °C(Predicted)
- Density
- 1.20±0.1 g/cm3(Predicted)
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- solubility
- Chloroform, DMSO, Methanol
- pka
- 8.70±0.16(Predicted)
- form
- solid
- color
- White to Off-White
- CAS DataBase Reference
- 146631-00-7(CAS DataBase Reference)
Safety
- Hazard Codes
- Xi,C
- Risk Statements
- 36/37/38
- Safety Statements
- 37/39-26-36-24/25
- WGK Germany
- 3
- Hazard Note
- Corrosive
- HazardClass
- IRRITANT
- HS Code
- 29310095
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.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P405Store locked up.
N-Bromosuccinimide Price
- Product number
- 666920
- Product name
- 4-(Benzyloxy)phenylboronic acid
- Purity
- ≥95.0%
- Packaging
- 2g
- Price
- $81.5
- Updated
- 2023/06/20
- Product number
- 666920
- Product name
- 4-(Benzyloxy)phenylboronic acid
- Purity
- ≥95.0%
- Packaging
- 10g
- Price
- $282
- Updated
- 2023/06/20
- Product number
- B2145
- Product name
- 4-Benzyloxyphenylboronic Acid (contains varying amounts of Anhydride)
- Packaging
- 1g
- Price
- $31
- Updated
- 2025/07/31
- Product number
- B2145
- Product name
- 4-Benzyloxyphenylboronic Acid (contains varying amounts of Anhydride)
- Packaging
- 5g
- Price
- $93
- Updated
- 2025/07/31
- Product number
- B287060
- Product name
- 4-BenzyloxybenzeneboronicAcid
- Packaging
- 10g
- Price
- $95
- Updated
- 2021/12/16
4-Benzyloxybenzeneboronic acid Chemical Properties,Usage,Production
Chemical Properties
white crystalline powder
Uses
suzuki reaction
Uses
It is used as electronic intermediate. It is also utilized in HPLC and NMR spectroscopy.
Uses
4-Benzyloxybenzeneboronic Acid is a reagent in the synthesis of arylalkenylpropargylamines as neuroprotective and potent selective monoamine oxidase B inhibitors. Also used to prepare pyridone alkaloids used as antiproliferative agents.
General Description
May contain varying amounts of anhydride
Synthesis
6793-92-6
146631-00-7
First, 5.07 g of magnesium shavings and 80 mL of anhydrous tetrahydrofuran were added to a 500 mL three-necked flask that had been displaced by argon. A small amount of iodine crystals was added to activate the magnesium. Subsequently, 100 mL of anhydrous tetrahydrofuran solution containing 45.7 g of 4-bromo-1-benzyloxybenzene (obtained from synthesis step 10-a) was slowly added dropwise to the above mixture under stirring conditions. After the dropwise addition was completed, the reaction mixture was heated and refluxed and stirred for 30 minutes and subsequently cooled to -40°C. At this temperature, 60 mL of anhydrous tetrahydrofuran solution containing 21.66 g of trimethylborate was slowly added dropwise. After the dropwise addition was completed, the reaction mixture was allowed to gradually warm up to room temperature and reflux stirring was continued for 30 minutes. After that, the reaction mixture was cooled to 0 °C again, 200 mL of 10% aqueous sulfuric acid solution was added and stirred for 1 hour. Upon completion of the reaction, toluene was added to the mixture to extract the organic layer. The organic layer was washed with saturated sodium chloride solution and dried with anhydrous sodium sulfate. The solvent was removed by distillation under reduced pressure and the crude product obtained was recrystallized from toluene to give 36.5 g (yield: 92.1%) of the title compound 4-benzyloxyphenylboronic acid.
References
[1] Patent: US6388146, 2002, B1. Location in patent: Page column 35
[2] Angewandte Chemie - International Edition, 2004, vol. 43, # 39, p. 5235 - 5238
[3] Organic and Biomolecular Chemistry, 2010, vol. 8, # 21, p. 4831 - 4833
[4] European Journal of Organic Chemistry, 2012, # 7, p. 1448 - 1454
[5] Journal of the American Chemical Society, 2011, vol. 133, # 39, p. 15674 - 15685
4-Benzyloxybenzeneboronic acid Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 4-Benzyloxybenzeneboronic acid manufacturers
- Product
- 4-Benzyloxybenzeneboronic acid 146631-00-7
- Price
- US $15.00-10.00/KG
- Min. Order
- 1KG
- Purity
- 99%+ HPLC
- Supply Ability
- Monthly supply of 1 ton
- Release date
- 2021-07-10
- Product
- 4-Benzyloxybenzeneboronic acid 146631-00-7
- Price
- US $15.00-10.00/KG
- Min. Order
- 1KG
- Purity
- 99%+ HPLC
- Supply Ability
- Monthly supply of 1 ton
- Release date
- 2021-07-09
- Product
- 4-Benzyloxybenzeneboronic acid 146631-00-7
- Price
- US $8.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 10MT
- Release date
- 2018-12-17