3-Amino-5-boronobenzoic acid

Base Information

• Chemical Name: 3-Amino-5-boronobenzoic acid
• CAS No.: 116378-40-6
• Molecular Formula: C7H8BNO4
• Molecular Weight: 180.956
• Hs Code.: 2931900090
• European Community (EC) Number: 689-050-8
• DSSTox Substance ID: DTXSID60372250
• Wikidata: Q72434151
• Mol file: 116378-40-6.mol

Synonyms:3-amino-5-boronobenzoic acid;116378-40-6;3-Amino-5-carboxylphenylboronic acid;3-Amino-5-carboxyphenylboronic acid;Benzoic acid, 3-amino-5-borono-;3-amino-5-(dihydroxyboranyl)benzoic acid;3-Amino-5-carboxybenzeneboronic acid;3-amino-5-borono-benzoic Acid;3-amino-5-boronobenzoicacid;SCHEMBL1619056;DTXSID60372250;VVQAAMZMJNXCOP-UHFFFAOYSA-N;MFCD02179466;AKOS006228019;AB11189;(3-Amino-5-carboxylphenyl)boronic acid;AS-55776;CS-0133781;FT-0600743;(3-AMINO-5-CARBOXYPHENYL)BORONIC ACID;D95627;EN300-7358561;A803606;3-Amino-5-(dihydroxyboryl)benzoic acid, AldrichCPR

Chemical Property of 3-Amino-5-boronobenzoic acid

Chemical Property:

• Vapor Pressure: 9.86E-13mmHg at 25°C
• Melting Point: 210-212
• Refractive Index: 1.63
• Boiling Point: 545.498 °C at 760 mmHg
• PKA: 3.35±0.10(Predicted)
• Flash Point: 283.707 °C
• PSA: 103.78000
• Density: 1.491 g/cm³
• LogP: -0.77200
• Storage Temp.: 2-8°C
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 181.0546379
• Heavy Atom Count: 13
• Complexity: 199

Purity/Quality:

98%min ^*data from raw suppliers

3-Amino-5-carboxylphenylboronicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=CC(=CC(=C1)N)C(=O)O)(O)O

Technology Process of 3-Amino-5-boronobenzoic acid

There total 3 articles about 3-Amino-5-boronobenzoic 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: 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;

Reference yield:

3-Carboxyphenylboronic acid (25487-66-5) → (3-amino-5-carboxylphenyl)boronic acid (116378-40-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 53 percent / conc. H₂SO₄; fuming HNO₃ / 0.75 h / 20 °C

2: 92 percent / H₂ / Raney Ni / ethanol / 4 h / 2585.74 Torr

With sulfuric acid; hydrogen; nitric acid; nickel; In ethanol; 1: Nitration / 2: Hydrogenation;

Reference yield:

→ (3-amino-5-carboxylphenyl)boronic acid (116378-40-6)

Guidance literature:

/BRN= 3278887/;

upstream raw materials:

(3-carboxy-5-nitrophenyl)boronic acid

3-Carboxyphenylboronic acid

Downstream raw materials:

N-(acetyl)-N-(1'-cyclohexylaminocarbonyl-2'-methylpropane)-3-amino-5-(isopropylaminocarbonyl)phenylboronic acid

C₅₃H₈₂N₆O₉SSi

C₅₂H₇₈N₈O₆Si

C₅₂H₇₉N₅O₇Si

Refernces

• 1、 -. "INHIBITORS OF CORONAVIRUS PROTEASE AND METHODS OF USE THEREOF". Page/Page column 272. . Retrieved 2008/06/13.
• 2、 -. "Boronic acid adducts of metal dioxime complexes useful in labelling proteins and other amine-containing compounds". . . Retrieved 2008/06/13.