85107-53-5

Basic information

• Product Name: 2-(N,N-DIMETHYLAMINOMETHYL)PHENYLBORONIC ACID
• Synonyms: 2-((N,N-DIMETHYLAMINO)METHYL)BENZENEBORONIC ACID;2-(N,N-DIMETHYLAMINOMETHYL)PHENYLBORONIC ACID;2-((DIMETHYLAMINO)METHYL)PHENYLBORONIC ACID;AKOS BRN-0065;2-(N,N-DIMETHYLAMINOMETHY)PHENYLBORONIC ACID;2-(N,N-Dimethylaminomethyl)phenylboronic acid,98%;2-((dimethylamino0methyl)phenylboronicacid;boronic acid, [2-[(dimethylamino)methyl]phenyl]-
• CAS NO: 85107-53-5
• Molecular Formula: C₉H₁₄BNO₂
• Molecular Weight: 179.02
• Product Categories: Amino;Aryl;Organoborons;Boronic Acids;Boronate Ester;Boronic Acid;Potassium Trifluoroborate
• Mol File: 85107-53-5.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 309.1 °C at 760 mmHg
• Flash Point: 140.7 °C
• Appearance: Beige/Powder
• Density: 1.09 g/cm³
• Vapor Pressure: 8.19E-10mmHg at 25°C
• Refractive Index: 1.541
• Storage Temp.: 0-6°C
• PKA: 8.25±0.53(Predicted)
• CAS DataBase Reference: 2-(N,N-DIMETHYLAMINOMETHYL)PHENYLBORONIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(N,N-DIMETHYLAMINOMETHYL)PHENYLBORONIC ACID(85107-53-5)
• EPA Substance Registry System: 2-(N,N-DIMETHYLAMINOMETHYL)PHENYLBORONIC ACID(85107-53-5)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38-36
• Safety Statements: 37/39-26
• HazardClass: IRRITANT
• Hazardous Substances Data: 85107-53-5(Hazardous Substances Data)

Usage

Chemical Properties

beige powder

InChI:InChI=1/C17H23NO5/c1-17(2,3)23-16(21)18-9-13(14(10-18)15(19)20)11-5-7-12(22-4)8-6-11/h5-8,13-14H,9-10H2,1-4H3,(H,19,20)/t13-,14+/m0/s1

Upstream product

• 40138-16-7 2-formylbenzene boronic acid 
• 124-40-3 dimethyl amine 
• 506-59-2 N,N-dimethylammonium chloride 

Downstream Products

• 17304-09-5 o-(trimethylamino)phenylboronic acid ethyl ester 
• 17304-10-8 o-(trimethylamino)phenylboronic acid propyl ester 
• 1056668-39-3 O(B(C₆H₄C(O)CH₃)O)2BC₆H₄CH₂N(CH₃)2 
• 1056668-36-0 O(B(C₆H₄OCH₃)O)2BC₆H₄CH₂N(CH₃)2 
• 7294-51-1 2,4,6-tris(4-methoxyphenyl)boroxine 
• 1056668-33-7 O(B(C₆H₄F)O)2BC₆H₄CH₂N(CH₃)2 
• 448-59-9 tris(4-fluorophenyl)boroxine 
• 1366180-74-6 2-{2'-[(dimethylamino)methyl]biphenyl-4-yl}-4-hydroxy-1,6-naphthyridine-3-carbonitrile 
• 1192230-04-8 C₉H₁₄BNO₂*C₂₄BF₂₀^(1-)*H⁽¹⁺⁾ 

Relevant articles and documents

Environment Controls Biomolecule Release from Dynamic Covalent Hydrogels

Moldable hydrogels composed of dynamic covalent bonds are attractive biomaterials for controlled release, as the dynamic exchange of bonds in these networks enables minimally invasive application via injection. Despite the growing interest in the biomedical application of dynamic covalent hydrogels, there is a lack of fundamental understanding as to how the network design and local environment control the release of biomolecules from these materials. In this work, we fabricated boronic-ester-based dynamic covalent hydrogels for the encapsulation and in vitro release of a model biologic (β-galactosidase). We systematically investigated the role of network properties and of the external environment (temperature and presence of competitive binders) on release from these dynamic covalent hydrogels. We observed that surface erosion (and associated mass loss) governed biomolecule release. In addition, we developed a statistical model of surface erosion based on the binding equilibria in a boundary layer that described the rates of release. In total, our results will guide the design of dynamic covalent hydrogels as biomaterials for drug delivery applications.