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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
Molecular Weight:
228.05
MDL Number:
MFCD01075705
MOL File:
146631-00-7.mol
MSDS File:
SDS
Last updated:2025-07-24 18:13:44
Product description Number Pack Size Price
4-(Benzyloxy)phenylboronic acid ≥95.0% 666920 2g $81.5
4-(Benzyloxy)phenylboronic acid ≥95.0% 666920 10g $282
4-Benzyloxyphenylboronic Acid (contains varying amounts of Anhydride) B2145 1g $31
4-Benzyloxyphenylboronic Acid (contains varying amounts of Anhydride) B2145 5g $93
4-BenzyloxybenzeneboronicAcid B287060 10g $95
More product size

4-Benzyloxybenzeneboronic acid Properties

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)
UNSPSC Code 12352103

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H335-H315-H319
Precautionary statements  P261-P280a-P304+P340-P305+P351+P338-P405-P501a-P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313
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
NFPA 704
0
2 0

4-Benzyloxybenzeneboronic acid price More Price(47)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 666920 4-(Benzyloxy)phenylboronic acid ≥95.0% 146631-00-7 2g $81.5 2023-06-20 Buy
Sigma-Aldrich 666920 4-(Benzyloxy)phenylboronic acid ≥95.0% 146631-00-7 10g $282 2023-06-20 Buy
TCI Chemical B2145 4-Benzyloxyphenylboronic Acid (contains varying amounts of Anhydride) 146631-00-7 1g $31 2025-07-31 Buy
TCI Chemical B2145 4-Benzyloxyphenylboronic Acid (contains varying amounts of Anhydride) 146631-00-7 5g $93 2025-07-31 Buy
TRC B287060 4-BenzyloxybenzeneboronicAcid 146631-00-7 10g $95 2021-12-16 Buy
Product number Packaging Price Buy
666920 2g $81.5 Buy
666920 10g $282 Buy
B2145 1g $31 Buy
B2145 5g $93 Buy
B287060 10g $95 Buy

4-Benzyloxybenzeneboronic acid Chemical Properties,Uses,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

4-Benzyloxybromobenzene

6793-92-6

4-Benzyloxybenzeneboronic acid

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

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View Lastest Price from 4-Benzyloxybenzeneboronic acid manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
4-Benzyloxybenzeneboronic acid pictures 2021-07-13 4-Benzyloxybenzeneboronic acid
146631-00-7
US $15.00-10.00 / KG 1KG 99%+ HPLC Monthly supply of 1 ton Zhuozhou Wenxi import and Export Co., Ltd
4-Benzyloxybenzeneboronic acid pictures 2021-07-10 4-Benzyloxybenzeneboronic acid
146631-00-7
US $15.00-10.00 / KG 1KG 99%+ HPLC Monthly supply of 1 ton Zhuozhou Wenxi import and Export Co., Ltd
 4-Benzyloxybenzeneboronic acid pictures 2019-07-06 4-Benzyloxybenzeneboronic acid
146631-00-7
US $8.00 / kg 1kg 99% 10MT Career Henan Chemical Co

4-Benzyloxybenzeneboronic acid Spectrum

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