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4-Hydroxyphenylboronic acid

CAS No.
71597-85-8
Chemical Name:
4-Hydroxyphenylboronic acid
Synonyms
ACF2;AKOS BRN-0188;4-BORONOPHENOL;RARECHEM AH PB 0222;4-Hydroxybenzeneboronic;4-DIHYDROXYBORANYL-PHENOL;4-Hydroxyphenylboronicaci;4-HYDROXYPHENYLBORONIC ACID;4-HYDROXYBENZENEBORONIC ACID;(P-HYDROXYPHENYL)BORONIC ACID
CBNumber:
CB5691083
Molecular Formula:
C6H7BO3
Molecular Weight:
137.93
MDL Number:
MFCD01074628
MOL File:
71597-85-8.mol
MSDS File:
SDS
Last updated:2023-11-30 21:41:49

4-Hydroxyphenylboronic acid Properties

Melting point >230 °C (lit.)
Boiling point 351.4±44.0 °C(Predicted)
Density 1.32±0.1 g/cm3(Predicted)
storage temp. Inert atmosphere,Room Temperature
solubility soluble in Acetonitrile, DMSO, Methanol
form Powder
pka 9.09±0.10(Predicted)
color Off-white to light brown
Water Solubility 25 g/L
BRN 2963491
InChIKey COIQUVGFTILYGA-UHFFFAOYSA-N
CAS DataBase Reference 71597-85-8(CAS DataBase Reference)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319
Precautionary statements  P264-P280-P302+P352-P305+P351+P338-P332+P313-P337+P313
Hazard Codes  Xi,C
Risk Statements  36/37/38-34
Safety Statements  26-36-37/39-45-36/37/39-27
WGK Germany  3
TSCA  No
HS Code  2931 90 00
HazardClass  IRRITANT
NFPA 704
0
2 0

4-Hydroxyphenylboronic acid price More Price(40)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 8.43854 4-Hydroxyphenylboronic acid ≥97% (acidimetric) 71597-85-8 1g $80.1 2024-03-01 Buy
Sigma-Aldrich 8.43854 4-Hydroxyphenylboronic acid ≥97% (acidimetric) 71597-85-8 5G $287 2024-03-01 Buy
Sigma-Aldrich 523976 4-Hydroxyphenylboronic acid ≥95.0% 71597-85-8 1g $62.2 2024-03-01 Buy
Sigma-Aldrich 523976 4-Hydroxyphenylboronic acid ≥95.0% 71597-85-8 5g $134 2024-03-01 Buy
TCI Chemical H1228 4-Hydroxyphenylboronic Acid (contains varying amounts of Anhydride) 71597-85-8 1g $44 2024-03-01 Buy
Product number Packaging Price Buy
8.43854 1g $80.1 Buy
8.43854 5G $287 Buy
523976 1g $62.2 Buy
523976 5g $134 Buy
H1228 1g $44 Buy

4-Hydroxyphenylboronic acid Chemical Properties,Uses,Production

Chemical Properties

off-white to light brown powder

Uses

4-Hydroxyphenylboronic acid can be used as a reactant in:

  • Suzuki-Miyaura coupling and Stille coupling reactions.
  • Palladium-catalyzed aminocarbonylation and cross-coupling reactions.
  • Suzuki reaction for preparation of bio-supported palladium nanoparticles as phosphine-free catalysts.
  • Cu2O-catalyzed aerobic oxidative cross-coupling of tetrazoles.

It can also be used to prepare/promote:
  • PDK1 inhibitory activity (cancer cell growth, survival, and tumorigenesis inhibitor).
  • Rod-like dendronized polymers containing G4 and G5 ester dendrons via macromonomer approach by living ROMP.
  • Estrone-derived cyclopamine analogs as Sonic Hedgehog signaling inhibitors for anti-cancer chemotherapeutics.
  • Enzymatic inhibitors for the treatment of Gram-negative bacterial infections.
  • Oligoarenes by Suzuki-Miyaura palladium-catalyzed cross-coupling.

Uses

4-Hydroxybenzeneboronic acid is used for Suzuki-Miyaura coupling and Stille coupling and potential for introducing different alkyl groups, palladium-catalyzed aminocarbonylation and cross-coupling reactions, bio-supported palladium nanoparticles as phosphine-free catalyst for Suzuki reaction in water and Cu2O-catalyzed aerobic oxidative cross-coupling of tetrazoles. It is also used in preparation of rod-like dendronized polymers.

Synthesis Reference(s)

Tetrahedron Letters, 37, p. 6705, 1996 DOI: 10.1016/S0040-4039(96)01468-2

5720-07-0
71597-85-8
Synthesis of 4-Hydroxyphenylboronic acid from 4-Methoxyphenylboronic acid
Global( 420)Suppliers
Supplier Tel Email Country ProdList Advantage
Hebei Xinsheng New Material Technology Co., LTD.
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View Lastest Price from 4-Hydroxyphenylboronic acid manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
(4-hydroxyphenyl)boronic acid pictures 2024-01-23 (4-hydroxyphenyl)boronic acid
71597-85-8
US $0.00 / KG 1KG 98.00% 1000KG/month Shanghai Daken Advanced Materials Co.,Ltd
4-Hydroxyphenylboronic acid pictures 2023-11-30 4-Hydroxyphenylboronic acid
71597-85-8
US $0.00-0.00 / kg 1kg 99.9% 30000 Kg Hebei Xinsheng New Material Technology Co., LTD.
4-Hydroxyphenylboronic acid pictures 2023-10-30 4-Hydroxyphenylboronic acid
71597-85-8
US $35.00-25.00 / kg 1kg 99% 20 Ton Hebei Xinsheng New Material Technology Co., LTD.
RARECHEM AH PB 0222 (P-HYDROXYPHENYL)BORONIC ACID BORONIC ACID, (4-HYDROXYPHENYL)- 4-Boronophenol~4-Hydroxyphenylboronic acid 4-Hydroxybenzeneboronic 4-BORONOPHENOL 4-HYDROXYPHENYLBORONIC ACID 4-HYDROXYBENZENEBORONIC ACID AKOS BRN-0188 4-DIHYDROXYBORANYL-PHENOL 4-Hydroxyphenylboronic Acid (contains varying amounts of Anhydride) 4-Hydroxyphenylboronic acid,97% 4-Hydroxyphenylboronic acid ,98% 4-Hydroxyphenylboronic acid, 97% 1GR 4-Hydroxyphenylboronic acid, 97% 5GR Boronic acid, B-(4-hydroxyphenyl)- BORONIC ACID, B-(4-HYDROXYPHENYL)-; 4-Hydroxyphenylboronic acid (contains Anhydride) p-hydroxy-benzeneboronic acid 4-Hydroxyphenylboronic acid >=95.0% 4-Hydroxybenzeneboronic acid 97% 4-Hydroxyphenylboronicaci ACF2 71597-85-8 71579-85-8 C5H7BO2 C6H7BO3 C6H7O3B BORONIC ACID Boronic Acids and Derivatives Boronic Acids Aryl Organometallic Reagents OLED materials,pharm chemical,electronic Boronate Ester Potassium Trifluoroborate Boronic Acids Boronic Acid Boronic Acids Boronic Acids and Derivatives Organic acids B (Classes of Boron Compounds) Alcohols and Derivatives Boron, Nitrile, Thio,& TM-Cpds Aryl Organoborons blocks BoronicAcids bc0001