4-Amino-3-nitrophenylboronic acid

Base Information

• Chemical Name: 4-Amino-3-nitrophenylboronic acid
• CAS No.: 89466-07-9
• Molecular Formula: C₆H₇BN₂O₄
• Molecular Weight: 181.944
• Hs Code.: 2931900090
• DSSTox Substance ID: DTXSID10584649
• Wikidata: Q72440051
• Mol file: 89466-07-9.mol

Synonyms:4-Amino-3-nitrophenylboronic acid;89466-07-9;(4-amino-3-nitrophenyl)boronic acid;4-Amino-3-nitrophenylboronicacid;(4-amino-3-nitro-phenyl)boronic acid;SCHEMBL854057;AMY1182;DTXSID10584649;IRTXQNNJQZNKRP-UHFFFAOYSA-N;MFCD07437851;AKOS015854756;AKOS015894333;AB41937;AS-53686;CS-0174691;P16879;A843201;4-Amino-3-nitrophenylboronic acid, technical grade, 90%

Chemical Property of 4-Amino-3-nitrophenylboronic acid

Chemical Property:

• Vapor Pressure: 1.68E-08mmHg at 25°C
• Melting Point: 215-225 °C (dec.)
• Boiling Point: 439.5°C at 760 mmHg
• PKA: 7.17±0.10(Predicted)
• Flash Point: 219.6°C
• PSA: 112.30000
• Density: 1.48g/cm³
• LogP: -0.03880
• Storage Temp.: 2-8°C
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 182.0498869
• Heavy Atom Count: 13
• Complexity: 196

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-Amino-3-nitrophenylboronic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=CC(=C(C=C1)N)[N+](=O)[O-])(O)O
• Uses: 4-Amino-3-nitrophenylboronic acid can be used as a reactant to prepare difluoromethoxy-3-nitrobiphenyl-4-amine by coupling with 1-bromo-2-(difluoromethoxy)-benzene in the presence of a palladium catalyst.

Technology Process of 4-Amino-3-nitrophenylboronic acid

There total 3 articles about 4-Amino-3-nitrophenylboronic 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:

acetic acid-(4-dihydroxyboranyl-2-nitro-anilide) (99768-11-3) → 4-amino-3-nitrophenylboronic acid (89466-07-9)

Guidance literature:

With sulfuric acid;

Reference yield:

(4-methyl-3-nitrophenyl)boronic acid (80500-27-2) → 4-amino-3-nitrophenylboronic acid (89466-07-9)

Guidance literature:

Multi-step reaction with 3 steps

1: KMnO₄; aq. NaOH solution

2: PCl₅; NaN₃ / anschlissend mit Acetanhydrid und wss.H₃PO₄

3: aqueous H₂SO₄

With sodium hydroxide; potassium permanganate; sodium azide; phosphorus pentachloride; sulfuric acid;

Reference yield:

3-nitro-4-carboxyphenyl boronic acid (80500-28-3) → 4-amino-3-nitrophenylboronic acid (89466-07-9)

Guidance literature:

Multi-step reaction with 2 steps

1: PCl₅; NaN₃ / anschlissend mit Acetanhydrid und wss.H₃PO₄

2: aqueous H₂SO₄

With sodium azide; phosphorus pentachloride; sulfuric acid;

upstream raw materials:

acetic acid-(4-dihydroxyboranyl-2-nitro-anilide)

(4-methyl-3-nitrophenyl)boronic acid

3-nitro-4-carboxyphenyl boronic acid

Downstream raw materials:

2-(5-tert-butyl-4-chloro-2-methyl-2H-pyrazol-3-yl)-5-(2,6-difluoro-phenyl)-1H-benzimidazole

5-tert-butyl-4-chloro-2-methyl-2H-pyrazole-3-carboxylic acid (2',6'-difluoro-3-nitro-biphenyl-4-yl)-amide

3-[5-(2-difluoromethoxyphenyl)-1H-benzimidazol-2-yl]-1-oxa-2-azaspiro[4.5]dec-2-ene hydrochloride

3-[5-(2-difluoromethoxyphenyl)-1H-benzimidazol-2-yl]-1-oxa-2-azaspiro[4.5]dec-2-ene