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71597-85-8

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71597-85-8 Usage

Uses

Different sources of media describe the Uses of 71597-85-8 differently. You can refer to the following data:
1. suzuki reaction
2. 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.
3. 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

Check Digit Verification of cas no

The CAS Registry Mumber 71597-85-8 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 7,1,5,9 and 7 respectively; the second part has 2 digits, 8 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 71597-85:
(7*7)+(6*1)+(5*5)+(4*9)+(3*7)+(2*8)+(1*5)=158
158 % 10 = 8
So 71597-85-8 is a valid CAS Registry Number.
InChI:InChI=1/C6H7BO3/c8-6-3-1-5(2-4-6)7(9)10/h1-4,8-10H

71597-85-8 Well-known Company Product Price

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  • TCI America

  • (H1228)  4-Hydroxyphenylboronic Acid (contains varying amounts of Anhydride)  

  • 71597-85-8

  • 1g

  • 150.00CNY

  • Detail
  • TCI America

  • (H1228)  4-Hydroxyphenylboronic Acid (contains varying amounts of Anhydride)  

  • 71597-85-8

  • 5g

  • 580.00CNY

  • Detail
  • Alfa Aesar

  • (L15594)  4-Hydroxybenzeneboronic acid, 97%   

  • 71597-85-8

  • 1g

  • 290.0CNY

  • Detail
  • Alfa Aesar

  • (L15594)  4-Hydroxybenzeneboronic acid, 97%   

  • 71597-85-8

  • 5g

  • 920.0CNY

  • Detail

71597-85-8SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 4-Hydroxyphenylboronic acid

1.2 Other means of identification

Product number -
Other names (4-hydroxyphenyl)boronic acid

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:71597-85-8 SDS

71597-85-8Relevant articles and documents

Method for preparing boric acid derivative (by machine translation)

-

Paragraph 0038-0039; 0046-047, (2020/12/29)

The invention provides a preparation method of p-hydroxyphenylboronic acid. The method is characterized by comprising the following -0.1 mpa steps: at 0 - 10 °C vacuum conditions and temperature, heating the alkoxyl phenylboronic acid and acid first chloride compound in organic solvent, then heating the aqueous layer minutes every interval until 10 °C 15 the temperature is raised to, and then 30 - 100 °C carrying out 1 - 2h constant temperature reaction to obtain the intermediate pH. The aqueous layer 9-11 is further recrystallized by organic solvent 3-4 to obtain intermediate compound and second alkali adjusting system pH. 3rd. The p-hydroxyphenylboronic acid is obtained. The method has the advantages that the reaction temperature is relatively mild, the reaction time can be obviously shortened, the consumption of the catalyst is reduced, and the method has higher yield and purity. (by machine translation)

Transition-Metal-Free Borylation of Aryl Bromide Using a Simple Diboron Source

Han, Min Su,Lim, Taeho,Ryoo, Jeong Yup

, p. 10966 - 10972 (2020/09/23)

In this study, we developed a simple transition-metal-free borylation reaction of aryl bromides. Bis-boronic acid (BBA), was used, and the borylation reaction was performed using a simple procedure at a mild temperature. Under mild conditions, aryl bromides were converted to arylboronic acids directly without any deprotection steps and purified by conversion to trifluoroborate salts. The functional group tolerance was considerably high. The mechanism study suggested that this borylation reaction proceeds via a radical pathway.

An efficient method for the hydrolysis of potassium organotrifluoroborates promoted by montmorillonite K10

Silva, Renato L.,Santos, Cosme S.,Santos, Jonh A. M.,Oliveira, Roberta A.,Menezes, Paulo H.,Freitas, Juliano C. R.

, p. 1777 - 1785 (2018/09/04)

An efficient and non-expensive method for conversion of diverse potassium organotrifluoroborates to their corresponding boronic acids promoted by montmorillonite K10 using water as the reaction solvent is described. Further interconversion of potassium organotrifluoroborates to their corresponding boronic esters, via boronic acid intermediates was also successfully accomplished. The products were obtained in good yields, being the rate of hydrolysis influenced by the type of substituent present in the boronic acid.

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