2-Amino-4-methylbenzoic acid

Base Information

• Chemical Name: 2-Amino-4-methylbenzoic acid
• CAS No.: 2305-36-4
• Molecular Formula: C8H9 N O2
• Molecular Weight: 151.165
• Hs Code.: 29224999
• European Community (EC) Number: 218-976-3
• NSC Number: 39155
• UNII: 2WD667BJ5T
• DSSTox Substance ID: DTXSID30177613
• Nikkaji Number: J80.449E
• Wikidata: Q27454817
• ChEMBL ID: CHEMBL3934153
• Mol file: 2305-36-4.mol

Synonyms:2-Amino-4-methylbenzoic acid;2305-36-4;4-Methylanthranilic acid;Benzoic acid, 2-amino-4-methyl-;2-Amino-p-toluic Acid;p-Toluic acid, 2-amino-;2-Azanyl-4-Methyl-Benzoic Acid;EINECS 218-976-3;MFCD00047853;NSC-39155;4-methylanthranilate;2-amino-4-methyl-benzoic acid;3-Amino-4-carboxytoluene;2-Carboxy-5-methylaniline;2-Amino-4-methylbenzoicacid;4M0;p-methyl amino-benzoic acid;SCHEMBL283554;2-Amino-4-methyl benzoic acid;2WD667BJ5T;CHEMBL3934153;2-Amino-4-methylbenzoic acid #;DTXSID30177613;CHEBI:194602;NSC39155;BBL100889;NSC 39155;STL554683;AKOS005255369;AC-1187;CS-W004921;PS-4705;SB76543;2-amino-4-methylbenzoic acid, AldrichCPR;BP-30188;SY030949;AM20060095;FT-0611122;EN300-76367;A19955;J-507870;Q27454817;F0001-0805;Benzoic acid, 2-amino-4-methyl- (9CI);2-Amino-p-toluic acid;TERT-BUTYL4-(2-METHYL-4-OXO-4,5,6,7-TETRAHYDRO-1H-PYRROLO[3,2-C]PYRIDIN-1-YL)PIPERIDINE-1-CARBOXYLATE

Chemical Property of 2-Amino-4-methylbenzoic acid

Chemical Property:

• Appearance/Colour: white crystalline powder
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 174-177 ºC
• Boiling Point: 329.8 °C at 760 mmHg
• PKA: 5.11±0.10(Predicted)
• Flash Point: 153.3 °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: 2.7
• 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-4-methylbenzoic Acid ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C(C=C1)C(=O)O)N
• Uses: 2-Amino-4-methylbenzoic Acid performs a herbicidal function in Agriculture. A plant growth-regulator.

Technology Process of 2-Amino-4-methylbenzoic acid

There total 18 articles about 2-Amino-4-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: 100.0%

4-methyl-2-nitrobenzoic acid (27329-27-7) → 4-methylanthranilic acid (2305-36-4)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In ethanol; at 20 ℃; under 760.051 Torr;

DOI:10.1055/s-0035-1562792

Reference yield: 87.0%

2-bromo-4-methylbenzoic acid (7697-27-0) → 4-methylanthranilic acid (2305-36-4)

Guidance literature:

With ammonium hydroxide; L-2-O-methyl-chiro-inositol; copper(II) acetate monohydrate; In 1-methyl-pyrrolidin-2-one; at 110 ℃; for 12h;

DOI:10.1055/s-0039-1690707

Reference yield: 70.0%

mononitro-p-xylene (89-58-7) → 4-methylanthranilic acid (2305-36-4)

Guidance literature:

With selenium; nitrobenzene; sodium hydroxide; In methanol; water; dimethyl sulfoxide; at 90 ℃; for 5h; Inert atmosphere;

DOI:10.1039/d0gc04407e

upstream raw materials:

6-methylindoline-2,3-dione

7-methyl-3-m-tolyl-1H-quinazoline-2,4-dione

4-methyl-2-nitrobenzoic acid

2-amino-4-methylbenzamide

Downstream raw materials:

7-methyl-2H-3,1-benzoxazine-2,4(1H)-dione

2-acetylamino-4-methylbenzoic acid

4-methyl-2-(4-methylphenylsulfonamido)benzoic acid

7-methylquinazoline-2,4-(1H,3H)-dione

Refernces

• 1、 Jiang, Xuefeng,Li, Yiming,Lin, Zhenyang,Wang, Yuhong,Yang, Tilong. "Selenium-catalyzed intramolecular atom- And redox-economical transformation ofo-nitrotoluenes into anthranilic acids". supporting information. p. 2986 - 2991. Retrieved 2021/05/05.
• 2、 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.