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3-Hydroxyphenylboronic acid

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Company Name: Hebei Xinsheng New Material Technology Co., LTD.
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Products Intro: Product Name:3-Hydroxyphenylboronic acid
CAS:87199-18-6
Purity:99.9% Package:1kg;|25kg
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Products Intro: Product Name:3-Hydroxyphenylboronic acid
CAS:87199-18-6
Purity:99% Package:1kg;34USD|1000kg;1.2USD
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Products Intro: Product Name:3-Hydroxyphenylboronic acid
CAS:87199-18-6
Purity:99% Package:1kg;10USD
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Products Intro: Product Name:3-Hydroxyphenylboronic acid
CAS:87199-18-6
Purity:98%(Min,HPLC) Package:1G;1KG;100KG
Company Name: Shanghai Daken Advanced Materials Co.,Ltd
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Products Intro: Product Name:3-Hydroxyphenylboronic acid
CAS:87199-18-6
Purity:99.00% Package:1KG,5KG,10KG

3-Hydroxyphenylboronic acid manufacturers

  • 3-Hydroxyphenylboronic acid
  • 3-Hydroxyphenylboronic acid pictures
  • $34.00 / 1kg
  • 2024-04-08
  • CAS:87199-18-6
  • Min. Order: 1kg
  • Purity: 99%
  • Supply Ability: g-kg-tons, free sample is available
3-Hydroxyphenylboronic acid Basic information
Product Name:3-Hydroxyphenylboronic acid
Synonyms:3-Hydroxyphenylboronic Acid (contains varying amounts of Anhydride);3-Hydroxyphenylboronic acid ,98%;3-Hydroxyphenylboronic acid,97%;N-fluorodiphenylsulfonamide;3-Hydroxyphenylboronic acid, May contain varying amounts of anhydride, 97%;m-Hydroxybenzeneboronic acid;3-Hydroxyphenylboronic acid >=95.0%;B-(3-hydroxy-phenyl)boronic acid
CAS:87199-18-6
MF:C6H7BO3
MW:137.93
EINECS:
Product Categories:Substituted Boronic Acids;blocks;BoronicAcids;Boronate Ester;Potassium Trifluoroborate;Boronic Acids & Esters;Phenyls & Phenyl-Het;Organic acids;Boronic Acid;B (Classes of Boron Compounds);Boronic Acids;Boronic Acids & Esters;Phenyls & Phenyl-Het;Boronic Acids;Boronic Acids and Derivatives;Aryl;Organoborons
Mol File:87199-18-6.mol
3-Hydroxyphenylboronic acid Structure
3-Hydroxyphenylboronic acid Chemical Properties
Melting point 210-213 °C (dec.) (lit.)
Boiling point 370.0±44.0 °C(Predicted)
density 1.32±0.1 g/cm3(Predicted)
storage temp. Keep in dark place,Sealed in dry,Room Temperature
form Crystalline Powder, Crystals and/or Chunks
pkapK1:8.55;pK2:10.84 (25°C)
color Pink to gray to tan
BRN 3240771
InChIInChI=1S/C6H7BO3/c8-6-3-1-2-5(4-6)7(9)10/h1-4,8-10H
InChIKeyWFWQWTPAPNEOFE-UHFFFAOYSA-N
SMILESB(C1=CC=CC(O)=C1)(O)O
CAS DataBase Reference87199-18-6(CAS DataBase Reference)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38-22
Safety Statements 37/39-26-36/37/39
WGK Germany 3
HazardClass IRRITANT
HS Code 29319090
MSDS Information
ProviderLanguage
SigmaAldrich English
ACROS English
ALFA English
3-Hydroxyphenylboronic acid Usage And Synthesis
Chemical Propertieswhite to light yellow crystal powder
Usessuzuki reaction
Uses3-Hydroxyphenylboronic acid (3-HPBA) can be used as a reagent:
  • In Suzuki-Miyaura coupling reactions with aryl halides for the formation of C-C bond in the presence of Pd catalyst.
  • ?To synthesize boron/nitrogen-doped polymer nano/microspheres by hydrothermal polymerization with formaldehyde and ammonia.??????
  • To prepare carbon quantum dots based on 3-HPBA as selective fructose sensor.?????
  • In the development of modified electrodes for electrochemical biosensors.

Synthesis
Trimethyl borate

121-43-7

3-Bromophenol

591-20-8

3-Hydroxyphenylboronic acid

87199-18-6

(vi) Preparation of 3-hydroxyphenylboronic acid: m-Bromophenol (8.65 g, 50 mmol) was dissolved in anhydrous tetrahydrofuran (150 mL) and sodium hydride (60%, 2.4 g, 60 mmol) was added at room temperature. After 1 hour of reaction, sec-butyl lithium (1.3 M, 50 mL, 65 mmol) was added slowly and dropwise to the reaction solution at -78 °C. Stirring was continued at this temperature for 30 min, followed by the addition of trimethyl borate (15 mL). The reaction system was gradually warmed to room temperature and maintained for 2 hours. Upon completion of the reaction, the reaction was quenched with deionized water (50 mL) and extracted with dichloromethane (2 x 100 mL). The organic phases were combined, dried with anhydrous magnesium sulfate and concentrated under reduced pressure to afford 3-hydroxyphenylboronic acid as a white solid (4.0 g, 58% yield), and the product was used directly in the subsequent Suzuki coupling reaction without further purification.

References[1] Patent: US2003/187022, 2003, A1
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