3-Carboxy-5-nitrophenylboronic acid

Base Information

• Chemical Name: 3-Carboxy-5-nitrophenylboronic acid
• CAS No.: 101084-81-5
• Molecular Formula: C7H6BNO6
• Molecular Weight: 210.939
• Hs Code.: 29319090
• European Community (EC) Number: 640-185-0
• DSSTox Substance ID: DTXSID30378365
• Nikkaji Number: J3.257.909D
• Wikidata: Q72515649
• Mol file: 101084-81-5.mol

Synonyms:3-Carboxy-5-nitrophenylboronic acid;101084-81-5;3-borono-5-nitrobenzoic acid;5-Nitro-3-carboxyphenylboronic acid;3-nitro-5-carboxyphenylboronic acid;(3-carboxy-5-nitrophenyl)boronic acid;Benzoic acid, 3-borono-5-nitro-;MFCD00757433;5-CARBOXY-3-NITROBENZENEBORONIC ACID;3-(Dihydroxyboryl)-5-nitrobenzoic Acid;3-Carboxy-5-nitrobenzeneboronic Acid;3-(dihydroxyboranyl)-5-nitrobenzoic acid;3-borono-5-nitrobenzoicacid;SCHEMBL559935;DTXSID30378365;WNIFCLWDGNHGMX-UHFFFAOYSA-N;BCP18406;AKOS004116110;AB07032;AC-1218;CS-W015085;AS-12925;SY025009;C2385;FT-0601782;O10949;J-512160

Chemical Property of 3-Carboxy-5-nitrophenylboronic acid

Chemical Property:

• Vapor Pressure: 6.36E-11mmHg at 25°C
• Melting Point: 229°C(lit.)
• Refractive Index: 1.619
• Boiling Point: 502.6 °C at 760 mmHg
• PKA: 3.49±0.10(Predicted)
• Flash Point: 257.8 °C
• PSA: 123.58000
• Density: 1.62 g/cm³
• LogP: -0.50400
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 211.0288171
• Heavy Atom Count: 15
• Complexity: 265

Purity/Quality:

99% ^*data from raw suppliers

3-Carboxy-5-nitrophenylboronic acid ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=CC(=CC(=C1)[N+](=O)[O-])C(=O)O)(O)O
• Uses: Reactant for:Copper-catalyzed chlorination Parallel solid-phase synthesis of azabicyclooctylidenemethylbenzamides as μ- and d-opioid agonistsUsed for:Immobilization of glucose oxidase and acetylcholinesterase on boronic acid-activated silica surfaces suzuki reaction

Technology Process of 3-Carboxy-5-nitrophenylboronic acid

There total 1 articles about 3-Carboxy-5-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: 63.0%

3-Carboxyphenylboronic acid (25487-66-5) → (3-carboxy-5-nitrophenyl)boronic acid (101084-81-5)

Guidance literature:

With sulfuric acid; nitric acid; for 0.5h; Cooling with ice;

Reference yield: 99.0%

(3-carboxy-5-nitrophenyl)boronic acid (101084-81-5) → C7H8BNO5

Guidance literature:

With borane-THF; In tetrahydrofuran; at 10 ℃;

Reference yield: 97.1%

(3-carboxy-5-nitrophenyl)boronic acid (101084-81-5) → (3-amino-5-carboxylphenyl)boronic acid (116378-40-6)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; for 6h;

upstream raw materials:

3-Carboxyphenylboronic acid

Downstream raw materials:

(3-amino-5-carboxylphenyl)boronic acid

1-nitro-3-carboxy-5-(diethyl 2-phosphonofuran-5-yl)benzene

(3-(chlorocarbonyl)-5-nitrophenyl)boronic acid

3-chloro-5-nitrobenzoic acid

Refernces

• 1、 Ramalingam, Kondareddiar,Nowotnik, David P.. "SYNTHESES OF SOME ISOTHIOCYANATOPHENYLBORONIC ACIDS". . p. 729 - 734. Retrieved 2007/10/03.