2-Aminophenylboronic acid

Base Information

• Chemical Name: 2-Aminophenylboronic acid
• CAS No.: 5570-18-3
• Molecular Formula: C6H8BNO2
• Molecular Weight: 136.946
• Hs Code.: 29310095
• DSSTox Substance ID: DTXSID50901275
• Nikkaji Number: J757.608K
• Wikidata: Q72440467
• Mol file: 5570-18-3.mol

Synonyms:2-Aminophenylboronic acid;5570-18-3;(2-aminophenyl)boronic Acid;2-Aminobenzeneboronic acid;MFCD01074645;(2-Aminophenyl)boronicacid;O-AMINOPHENYLBORONIC ACID;NoName_370;2-amino-phenylboronic acid;2-aminophenyl boronic acid;2-amino benzeneboronic acid;2-Amino-benzeneboronic acid;2-amino phenyl boronic acid;SCHEMBL56105;B-(2-Aminophenyl)boronic acid;B-(2-aminophenyl)-boronic acid;DTXSID50901275;DIRRKLFMHQUJCM-UHFFFAOYSA-N;BBL100496;STL554290;AKOS005254589;AB08088;AS-3109;CS-W000948;PB43047;SY037284;A8041;FT-0611228;EN300-195189;2-[(3,4-DICHLOROBENZOYL)AMINO]ACETICACID;Q-102194;Z1201620794

Chemical Property of 2-Aminophenylboronic acid

Chemical Property:

• Melting Point: 188-190 °C
• Refractive Index: 1.558
• Boiling Point: 346.9 °C at 760 mmHg
• PKA: 8.83±0.53(Predicted)
• Flash Point: 163.6 °C
• PSA: 66.48000
• Density: 1.23 g/cm³
• LogP: -0.47020
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 137.0648087
• Heavy Atom Count: 10
• Complexity: 110

Purity/Quality:

98% ^*data from raw suppliers

2-Aminophenylboronic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 26-36/37/39-37-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=CC=CC=C1N)(O)O
• Uses: 2-Aminobenzeneboronic acid derivative is used in the synthesis of quinolines by reacting with alpha, beta unsaturated ketones. Its hydrochloride derivative is used in the preparation of designed boronate ligands for glucose-selective holographic sensors. 2-Aminophenylboronic acid is used in the preparation of affinity sites for antibacterial drugs like ampicillin. A useful synthesis intermediate.

Technology Process of 2-Aminophenylboronic acid

There total 10 articles about 2-Aminophenylboronic 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: 83.0%

2-nitrophenylboronic acid (5570-19-4) → 2-aminophenylboronic acid (5570-18-3)

Guidance literature:

With hydrogenchloride; iron; In ethanol; water; at 50 ℃; for 3h; Inert atmosphere;

Reference yield: 78.1%

2-iodophenylamine (615-43-0) + water (7732-18-5) + bis(pinacol)diborane (73183-34-3) → 2-aminophenylboronic acid (5570-18-3)

Guidance literature:

2-iodophenylamine; bis(pinacol)diborane; With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In dimethyl sulfoxide; at 80 ℃; for 18h; Inert atmosphere;

water; With sodium periodate; ammonium chloride; In methanol; at 20 ℃; for 18h;

Reference yield: 64.0%

→ 2-aminophenylboronic acid (5570-18-3)

Guidance literature:

upstream raw materials:

2-nitrophenylboronic acid

2-anilineboronic acid pinacol ester

phenylboronic acid

nitric acid

Downstream raw materials:

2-anilineboronic acid pinacol ester

2-aminophenylboronic acid (+)-pinanediol ester

2-acetamidophenylboronic acid

2'-amino-N-(3,4-dimethyl-5-isoxazolyl)-N'-(methoxyethoxymethyl)<1,1'-biphenyl>-2-sulfonamide

Refernces

• 1、 -. "A compound with anti-tumor activity of the multitarget kinase inhibitor and its preparation method". Paragraph 0063-0064. . Retrieved 2017/04/14.
• 2、 -. "Novel inhibitors of bacterial biofilms and related methods". Paragraph 0184-0185. . Retrieved 2014/05/06.