2-Amino-5-methylbenzoic acid

Base Information

• Chemical Name: 2-Amino-5-methylbenzoic acid
• CAS No.: 2941-78-8
• Molecular Formula: C8H9NO2
• Molecular Weight: 151.165
• Hs Code.: 29224999
• European Community (EC) Number: 220-932-3
• NSC Number: 50786,39154
• UNII: 418XAJ22V2
• DSSTox Substance ID: DTXSID40183629
• Nikkaji Number: J80.595E
• Wikidata: Q27258423
• Mol file: 2941-78-8.mol

Synonyms:2-Amino-5-methylbenzoic acid;2941-78-8;5-Methylanthranilic acid;6-Amino-m-toluic acid;Benzoic acid, 2-amino-5-methyl-;m-Toluic acid, 6-amino-;MFCD00007909;5-methyl-2-aminobenzoic acid;UNII-418XAJ22V2;2-Azanyl-5-Methyl-Benzoic Acid;418XAJ22V2;EINECS 220-932-3;NSC-39154;NSC-50786;5-methylanthranilate;2-amino-5-methyl-benzoic acid;2-Carboxy-4-methylaniline;2-amino-5-methyl benzoic acid;5-methyl-anthranilic acid;2-Amino-5-metylbenzoic acid;2-amino 5-methylbenzoic acid;5-methyl 2-aminobenzoic acid;SCHEMBL221528;2 Amino-5-methyl benzoic acid;DTXSID40183629;BCP24480;NSC39154;NSC50786;NSC 39154;NSC 50786;STK500243;2-Amino-5-methylbenzoic acid, 99%;AKOS000275369;AC-2790;CS-W002036;PS-4160;SB75721;BP-12775;SY002917;AM20050530;FT-0602780;EN300-30694;Q-103156;Q27258423;F1943-0103;Z111833788;5M0

Chemical Property of 2-Amino-5-methylbenzoic acid

Chemical Property:

• Appearance/Colour: light-brown solid
• Vapor Pressure: 0.000171mmHg at 25°C
• Melting Point: 175 °C (dec.)(lit.)
• Refractive Index: 1.5810 (estimate)
• Boiling Point: 316.6 °C at 760 mmHg
• PKA: 2.27±0.10(Predicted)
• Flash Point: 145.3 °C
• PSA: 63.32000
• Density: 1.254 g/cm³
• LogP: 1.85660
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 151.063328530
• Heavy Atom Count: 11
• Complexity: 158

Purity/Quality:

99% ^*data from raw suppliers

2-Amino-5-methylbenzoic Acid ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=CC(=C(C=C1)N)C(=O)O

Technology Process of 2-Amino-5-methylbenzoic acid

There total 21 articles about 2-Amino-5-methylbenzoic 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: 97.0%

5,5'-dimethyl-1H,1'H-[2,2']biindolylidene-3,3'-dione (6492-69-9) → 2-Amino-5-methylbenzoic acid (2941-78-8)

Guidance literature:

5,5'-dimethyl-1H,1'H-[2,2']biindolylidene-3,3'-dione; With bromamine B; sodium hydroxide; palladium dichloride; In water; acetonitrile; at 60 ℃; for 2h; pH=12;

In water; Acidic conditions;

DOI:10.1080/00397910903457274

Reference yield: 96.0%

5-methyl-1H-indole (614-96-0) → 2-Amino-5-methylbenzoic acid (2941-78-8)

Guidance literature:

5-methyl-1H-indole; With bromamine B; sodium hydroxide; palladium dichloride; In water; acetonitrile; at 60 ℃; for 3.33333h; pH=12;

In water; Acidic conditions;

DOI:10.1080/00397910903457274

Reference yield: 85.0%

→ 2-Amino-5-methylbenzoic acid (2941-78-8)

Guidance literature:

resin-bound 5-methyl-2-nitrobenzoic acid; With aluminium; nickel dichloride; at 20 ℃; for 60h;

With trifluoroacetic acid;

DOI:10.1016/S0040-4039(03)01049-9

upstream raw materials:

5-methyl-indole-2,3-dione

2-amino-5-methylbenzonitrile

5-methyl-2-nitrobenzoic acid

2,4-dioxo-3-(p-tolyl)-6-methyl-1,2,3,4-tetrahydroquinazoline

Downstream raw materials:

5-Methylsalicylic acid

4,4'-dimethyl-diphenic acid

5-methyl-2-nitroso-benzoic acid

2-acetamido-5-methylbenzoic acid

Refernces

• 1、 Wei, Zhao,Zhang, Jinlong,Yang, Huameng,Jiang, Gaoxi. "Br?nsted Acid-Catalyzed Asymmetric Ring-Closing Alkylation of Inert N-substituted Pyrroles with α, β-Unsaturated Ketones". supporting information. p. 3694 - 3697. Retrieved 2019/07/12.
• 2、 Aitken, R. Alan,Murray, Lorna. "Gas-phase domino cyclization of phosphonium ylides leading to the total synthesis of Eustifoline D". supporting information. p. 4328 - 4332. Retrieved 2017/10/17.