ChemicalBook > CAS DataBase List > 4-Benzyloxybenzeneboronic acid

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
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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)
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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
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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.

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.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
666920
Product name
4-(Benzyloxy)phenylboronic acid
Purity
≥95.0%
Packaging
2g
Price
$81.5
Updated
2023/06/20
Sigma-Aldrich
Product number
666920
Product name
4-(Benzyloxy)phenylboronic acid
Purity
≥95.0%
Packaging
10g
Price
$282
Updated
2023/06/20
TCI Chemical
Product number
B2145
Product name
4-Benzyloxyphenylboronic Acid (contains varying amounts of Anhydride)
Packaging
1g
Price
$31
Updated
2025/07/31
TCI Chemical
Product number
B2145
Product name
4-Benzyloxyphenylboronic Acid (contains varying amounts of Anhydride)
Packaging
5g
Price
$93
Updated
2025/07/31
TRC
Product number
B287060
Product name
4-BenzyloxybenzeneboronicAcid
Packaging
10g
Price
$95
Updated
2021/12/16
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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

Zhuozhou Wenxi import and Export Co., Ltd
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
Zhuozhou Wenxi import and Export Co., Ltd
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
Career Henan Chemical Co
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

146631-00-7, 4-Benzyloxybenzeneboronic acidRelated Search:


  • RARECHEM AH PB 0041
  • P-BENZYLOXYPHENYLBORONIC ACID
  • AKOS BRN-0054
  • 4-BENZYLOXYPHENYLBORONIC ACID
  • 4-BENZYLOXYBENZENEBORONIC ACID
  • 4-Benzyloxyphenylboronic
  • 4-BEZYLOXYPHENYLBORONICACID
  • 4-BENZYLOXYPHENYBORONIC ACID
  • 4-BENZYLOXYINDOLE
  • 4-(Benzyloxy)-phenylboronsure
  • 4-(Benzyloxy)phenylboronic acid >=95.0%
  • 4-Benzyloxyphenylboronic Acid (contains varying amounts of Anhydride)
  • 4-Benzyloxybenzeneboronic acid,98%
  • ρ-benzyloxyphenylboronic acid
  • 4-Benzyloxybenzeneboronic acid(contains varying aMounts of Anhydride)
  • Boronic acid, B-[4-(phenylmethoxy)phenyl]-
  • ρ-BENZYLOXYPHENYLBORONIC ACID
  • 4-Benzyloxybenzeneboronicaci
  • 4-Benzyloxy-Phenylboronic Acid extrapure, 97%
  • (4-phenylmethoxyphenyl)boronic acid
  • 4-Benzyloxyphenylboronic acid - [B1640]
  • 146631-00-7
  • C13H133BO3
  • C13H13BO
  • BORONIC ACID
  • Boronic Acids
  • B (Classes of Boron Compounds)
  • Boronate Ester
  • Potassium Trifluoroborate
  • Boronic acids
  • B (Classes of Boron Compounds)
  • Boronic Acids
  • Boronic Acids and Derivatives
  • Heterocyclic Compounds
  • Aryl
  • Boronic acid
  • Organoborons
  • blocks
  • BoronicAcids