66472-86-4 Usage
Description
3-Aminobenzeneboronic acid hemisulfate salt is a boronic acid derivative that exists as a white to slightly beige crystalline powder. It is known for its utility in various chemical and pharmaceutical applications due to its unique chemical properties.
Uses
Used in Pharmaceutical Synthesis:
3-Aminobenzeneboronic acid hemisulfate salt is used as an intermediate in the pharmaceutical industry for the synthesis of various compounds. Its role as an intermediate is crucial in the development of new drugs and medications.
Used in Chromatographic Separation:
In the field of biochemistry and molecular biology, 3-Aminobenzeneboronic acid hemisulfate salt serves as an adsorbent additive for the chromatographic separation of 3'-terminal polynucleotides from RNA. This application is vital for the purification and analysis of specific RNA sequences.
Used in Glucose Sensing:
3-Aminobenzeneboronic acid hemisulfate salt is utilized in the synthesis of Phenylboronic acid-functionalized inverse opal hydrogels within microfluidic flow cells for glucose sensing. This application is significant in the development of advanced glucose monitoring systems, particularly for diabetes management.
Used in Protein Immobilization:
In the realm of protein chemistry and chromatography, 3-Aminobenzeneboronic acid hemisulfate salt is used in the creation of Phenylboronic acid-salicylhydroxamic acid-derived complexing reagents for protein immobilization on chromatographic support. This application aids in the study and manipulation of proteins for various research and industrial purposes.
Used in Voltammetric Sensing:
3-Aminobenzeneboronic acid hemisulfate salt is also employed in the preparation of phenylboronic acid (PBA) monolayer-modified Au electrodes for the voltammetric sensing of uridine and cytidine. This application is essential in the field of electrochemistry and molecular detection, contributing to the advancement of sensor technology.
Preparation
3-Aminobenzeneboronic acid hemisulfate salt synthesis: Benzenamine, 3-bromo-N-(diphenylmethylene)- (80,0 g; 0.24 moles) was added to the cryogenic reactor along with 1.4 equivalents of triisopropyl borate and dissolved in tetrahydrofuran. The resulting solution was cooled to -80°C under an inert atmosphere and 1.35 equivalents of n-butyllithium (as a solution in n-hexane) was added maintaining the internal temperature. When complete conversion was achieved, the reaction mixture was added to a dilute mixture of sulfuric acid (1 M) and toluene. The layers were separated to obtain an aqueous solution of 3-aminophenylboronic acid hydrogen sulfate (assay yield: 85%). 3-Aminobenzeneboronic acid hemisulfate salt can be obtained by precipitating a 0.5 M aqueous solution at pH 7.2 (pH corrected with 33% aqueous NaOH) at a temperature of 0-5°C. Filtration and drying under vacuum at 40°C for 8 hours yielded 21.7 g of 3-Aminobenzeneboronic acid hemisulfate salt (0.16 moles; 66% molar yield).
Check Digit Verification of cas no
The CAS Registry Mumber 66472-86-4 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 6,6,4,7 and 2 respectively; the second part has 2 digits, 8 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 66472-86:
(7*6)+(6*6)+(5*4)+(4*7)+(3*2)+(2*8)+(1*6)=154
154 % 10 = 4
So 66472-86-4 is a valid CAS Registry Number.
InChI:InChI=1/C6H8BNO2.H2O4S/c8-6-3-1-2-5(4-6)7(9)10;1-5(2,3)4/h1-4,9-10H,8H2;(H2,1,2,3,4)
