ChemicalBook > CAS DataBase List > 4-Hydroxyphenylboronic acid

4-Hydroxyphenylboronic acid

Product Name
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
Formula Weight
137.93
MOL File
71597-85-8.mol
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4-Hydroxyphenylboronic acid Property

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)
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Safety

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
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
8.43854
Product name
4-Hydroxyphenylboronic acid
Purity
≥97% (acidimetric)
Packaging
1g
Price
$80.1
Updated
2024/03/01
Sigma-Aldrich
Product number
8.43854
Product name
4-Hydroxyphenylboronic acid
Purity
≥97% (acidimetric)
Packaging
5G
Price
$287
Updated
2024/03/01
Sigma-Aldrich
Product number
523976
Product name
4-Hydroxyphenylboronic acid
Purity
≥95.0%
Packaging
1g
Price
$62.2
Updated
2024/03/01
Sigma-Aldrich
Product number
523976
Product name
4-Hydroxyphenylboronic acid
Purity
≥95.0%
Packaging
5g
Price
$134
Updated
2024/03/01
TCI Chemical
Product number
H1228
Product name
4-Hydroxyphenylboronic Acid (contains varying amounts of Anhydride)
Packaging
1g
Price
$44
Updated
2024/03/01
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4-Hydroxyphenylboronic acid Chemical Properties,Usage,Production

Chemical Properties

off-white to light brown powder

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.

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.

Synthesis Reference(s)

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

4-Hydroxyphenylboronic acid Preparation Products And Raw materials

Raw materials

Tetrahydrofuran 4-Bromophenol Triisopropyl borate n-Butyllithium

Preparation Products

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4-Hydroxyphenylboronic acid Suppliers

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View Lastest Price from 4-Hydroxyphenylboronic acid manufacturers

Shanghai Daken Advanced Materials Co.,Ltd
Product
(4-hydroxyphenyl)boronic acid 71597-85-8
Price
US $0.00/KG
Min. Order
1KG
Purity
98.00%
Supply Ability
1000KG/month
Release date
2021-11-02
Henan Fengda Chemical Co., Ltd
Product
4-Hydroxyphenylboronic acid 71597-85-8
Price
US $34.00-1.20/kg
Min. Order
1kg
Purity
99%
Supply Ability
g-kg-tons, free sample is available
Release date
2024-04-08
Hebei Xinsheng New Material Technology Co., LTD.
Product
4-Hydroxyphenylboronic acid 71597-85-8
Price
US $35.00-25.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20 Ton
Release date
2023-10-30

71597-85-8, 4-Hydroxyphenylboronic acidRelated Search:

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