3-Aminobenzoic acid

Base Information

• Chemical Name: 3-Aminobenzoic acid
• CAS No.: 99-05-8
• Deprecated CAS: 915120-54-6,1190921-66-4
• Molecular Formula: C7H7NO2
• Molecular Weight: 137.138
• Hs Code.: 2936.29
• European Community (EC) Number: 202-724-4
• NSC Number: 15012
• UNII: G2X3B3O37U
• DSSTox Substance ID: DTXSID3059183
• Nikkaji Number: J43.331D
• Wikipedia: 3-Aminobenzoic_acid
• Wikidata: Q223045
• Metabolomics Workbench ID: 37913
• ChEMBL ID: CHEMBL307782
• Mol file: 99-05-8.mol

Synonyms:3-aminobenzoic acid;3-aminobenzoic acid, monosodium salt;m-aminobenzoic acid;meta-aminobenzoic acid

Chemical Property of 3-Aminobenzoic acid

Chemical Property:

• Appearance/Colour: White to off white crystalline powder
• Vapor Pressure: 1.41E-05mmHg at 25°C
• Melting Point: 178-180 °C(lit.)
• Refractive Index: 1.5323 (estimate)
• Boiling Point: 352.5 °C at 760 mmHg
• PKA: 4.78(at 25℃)
• Flash Point: 167 °C
• PSA: 63.32000
• Density: 1.315 g/cm³
• LogP: 1.54820
• Storage Temp.: Store at 0°C
• Solubility.: 5.9 g/L (15°C)
• Water Solubility.: 5.9 g/L (15 ºC)
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 137.047678466
• Heavy Atom Count: 10
• Complexity: 136

Purity/Quality:

98% ^*data from raw suppliers

3-Aminobenzoic acid ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Aminobenzoic Acids
• Canonical SMILES: C1=CC(=CC(=C1)N)C(=O)O
• Uses: 3-Aminobenzoic acid is used as an intermediate for dyes, pesticides and other organic synthesis. It finds its application as crystalline Intermediate for azo dyes, pharmaceuticals, and X-ray contrast media.

Technology Process of 3-Aminobenzoic acid

There total 100 articles about 3-Aminobenzoic 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: 100.0%

3-nitrobenzoic acid (121-92-6) → meta-aminobenzoic acid (99-05-8,159139-79-4)

Guidance literature:

With graphitic carbon nitride; hydrazine hydrate; In water; at 70 ℃; for 36h; chemoselective reaction; Irradiation; Sealed tube; Green chemistry;

DOI:10.1002/asia.201800515

Reference yield: 92.0%

carbon dioxide (124-38-9,18923-20-1) + 3-Iodoaniline (626-01-7) → meta-aminobenzoic acid (99-05-8,159139-79-4)

Guidance literature:

With C₂₆H₃₀B₁₀Cl₂P₂Pd; In toluene; at 60 ℃; for 10h; under 760.051 Torr;

Reference yield: 72.0%

3-Nitrobenzyl alcohol (619-25-0) → meta-aminobenzoic acid (99-05-8,159139-79-4)

Guidance literature:

With potassium hydroxide; In 1,3,5-trimethyl-benzene; at 160 ℃; for 24h; Inert atmosphere;

DOI:10.1016/j.jorganchem.2020.121453

upstream raw materials:

3-(3-nitro-benzylidenamino)-benzoic acid

3-aminophthalic acid

3-amino-4-chloro-benzoic acid

2-chloro-5-aminobenzoic acid

Downstream raw materials:

3-(1,3-dioxoisoindolin-2-yl)benzoic acid

3-[8]quinolylmethylenamino-benzoic acid

3-(4-methyl-[2]quinolylamino)-benzoic acid

3-(3-[2]furyl-3-oxo-propionylamino)-benzoic acid

Refernces

• 1、 Hosseiny, Malihesadat,Khosroyar, Susan,Kiani, Zahra,Motavalizadehkakhky, Alireza,Zhiani, Rahele. "Selective reduction of nitro-compounds to primary amines by tetrapyridinoporphyrazinato zinc (II) supported on DFNS". . . Retrieved 2021/06/14.
• 2、 Mironenko,Belskaya,Stepanova,Gulyaeva,Trenikhin,Likholobov. "Palladium Supported on Carbon Nanoglobules as a Promising Catalyst for Selective Hydrogenation of Nitroarenes". . p. 888 - 900. Retrieved 2019/11/11.