3-Aminobenzeneboronic acid hemisulfate salt

3-Aminobenzeneboronic acid hemisulfate salt Basic information

Product Name:	3-Aminobenzeneboronic acid hemisulfate salt
Synonyms:	M-AMINOPHENYLBORONIC ACID HEMISULFATE;M-AMINOPHENYLBORONIC ACID HEMISULFATE SALT;M-AMINOPHENYL BORONIC ACID, HEMISULPHATE;M-AMINOPHENYLBORIC ACID HEMISULFATE;M-APBA;(3-aminophenyl)-boronicacisulfate(2:1);3-aminophenylboric acid hemisulphate;3-Aminophenylboronic acid hemisulfate salt, >=95%
CAS:	66472-86-4
MF:	C12H18B2N2O8S
MW:	371.96692
EINECS:	266-376-5
Product Categories:	B (Classes of Boron Compounds);Boronic Acids;Boronic acid;Organometallics;Substituted Boronic Acids
Mol File:	66472-86-4.mol

3-Aminobenzeneboronic acid hemisulfate salt Chemical Properties

Melting point	≥300 °C
storage temp.	Inert atmosphere,2-8°C
Water Solubility	Soluble in water
form	Crystalline Powder
color	White to slightly beige
Sensitive	Hygroscopic
BRN	8094151
InChIKey	XMVGYYBQCXVVHU-UHFFFAOYSA-N
CAS DataBase Reference	66472-86-4

Safety Information

Hazard Codes	Xi
Risk Statements	36/37/38
Safety Statements	26-36-37/39
WGK Germany	3
F	3-10
HazardClass	IRRITANT
HS Code	29310095

MSDS Information

Provider	Language
3-Aminobenzeneboronic acid hemisulfate salt	English
SigmaAldrich	English
ACROS	English
ALFA	English

3-Aminobenzeneboronic acid hemisulfate salt Usage And Synthesis

Chemical Properties	White to slightly beige crystalline powder
Uses	3-Aminobenzeneboronic acid hemisulfate salt is a boronic acid derivative, which can be used as an intermediate in pharmaceutical synthesis. Adsorbent additive for the chromatographic separation of 3'-terminal polynucleotides from RNA.
Application	3-Aminophenylboronic acid hemisulfate salt is used in the synthesis of: Phenylboronic acid-functionalized inverse opal hydrogels within microfluidic flow cells for glucose sensing. Phenylboronic acid-salicylhydroxamic acid-derived complexing reagent for protein immobilization on chromatographic support. It can also be used in the preparation of phenylboronic acid (PBA) monolayer-modified Au electrode for the voltammetric sensing of uridine and cytidine.
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).

3-Aminobenzeneboronic acid hemisulfate salt Preparation Products And Raw materials

Raw materials

Benzenamine, 3-bromo-N-(diphenylmethylene)--->Triisopropyl borate-->Aniline-->n-Butyllithium

(2-AMINOPHENYL)BORONIC ACID PINACOL ESTER HYDROCHLORIDE 3-AMINOPHENYLBORONIC ACID HYDROCHLORIDE 3-Aminobenzeneboronic acid 4-AMINOPHENYLBORONIC ACID HYDROCHLORIDE (2-Aminophenyl)boronic acid hydrochloride 4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)aniline hydrochloride 3-Aminophenylboronic acid pinacol ester 4-Aminophenylboronic acid pinacol ester 3-Aminophenylboronic acid monohydrate 3-AMINOBENZENEBORONIC ACID, PINACOL ESTER HYDROCHLORIDE 2-Aminophenylboronic acid 9-phenanthrenylboronic acid 3-Aminobenzeneboronic acid hemisulfate salt Methylboronic acid ANILINE SULFATE Phenylboronic acid Aniline Ammonium sulfate

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3-Aminobenzeneboronic acid hemisulfate salt

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