3-Acrylamidophenylboronic acid

Base Information

• Chemical Name: 3-Acrylamidophenylboronic acid
• CAS No.: 99349-68-5
• Molecular Formula: C9H10BNO3
• Molecular Weight: 190.994
• Hs Code.: 2931900090
• European Community (EC) Number: 690-696-8
• DSSTox Substance ID: DTXSID50438076
• Nikkaji Number: J418.361D
• Wikidata: Q82253703
• Mol file: 99349-68-5.mol

Synonyms:3-AAPBA;3-acrylamidophenylboronic acid

Chemical Property of 3-Acrylamidophenylboronic acid

Chemical Property:

• Melting Point: 129-146°C
• PKA: 8.05±0.10(Predicted)
• PSA: 69.56000
• Density: 1.22±0.1 g/cm3(Predicted)
• LogP: -0.43610
• Storage Temp.: 2-8°C
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 191.0753733
• Heavy Atom Count: 14
• Complexity: 220

Purity/Quality:

98% ^*data from raw suppliers

3-(Acrylamido)phenylboronic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=CC(=CC=C1)NC(=O)C=C)(O)O
• Uses: suzuki reaction This acrylamide monomer contains a glucose sensitive boronic acid commonly used for intelligent polymers solutions and gels;for drug delivery systems;sensors;actuator systems;and bioreactors.

Technology Process of 3-Acrylamidophenylboronic acid

There total 5 articles about 3-Acrylamidophenylboronic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 69.8%

3-Aminophenylboronic acid (30418-59-8,280563-63-5) + acryloyl chloride (814-68-6,25189-84-8) → (3-acrylamidophenyl)boronic acid (99349-68-5)

Guidance literature:

3-Aminophenylboronic acid; With sodium hydroxide;

acryloyl chloride; at -5 - 20 ℃; for 2.5h;

DOI:10.1016/j.polymer.2020.122624

Reference yield:

3-Aminophenylboronic acid (30418-59-8,280563-63-5) + acrylic acid (79-10-7) → (3-acrylamidophenyl)boronic acid (99349-68-5)

Guidance literature:

With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In sodium hydroxide; at 4 ℃; for 1h; pH=4.8;

DOI:10.1023/A:1012033718302

Reference yield:

acryloyl chloride (814-68-6,25189-84-8) + 3-aminophenylboronic acid hydrochloric salt (85006-23-1) → (3-acrylamidophenyl)boronic acid (99349-68-5)

Guidance literature:

With sodium hydroxide; at 4 - 20 ℃;

DOI:10.1002/chem.201703067

upstream raw materials:

3-Aminophenylboronic acid

acrylic acid

acryloyl chloride

3-aminophenylboronic acid hydrochloric salt

Downstream raw materials:

N-(3-(1-(4-methoxybenzyl)-3-methyl-1H-pyrazolo[3,4-b]pyridin-5-yl)phenyl)-acrylamide

N-(3-(2,5-dichloropyrimidin-4-yl)phenyl)acrylamide

N-(3-(2-chloro-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyramidin-4-yl)phenyl)acrylamide

N-(3-(5-chloro-2-((3-(4-methylpiperazin-1-yl)phenyl)amino)pyrimidin-4-yl)phenyl)acrylamide