2-Methyl-6-nitrobenzoic acid

Base Information

• Chemical Name: 2-Methyl-6-nitrobenzoic acid
• CAS No.: 13506-76-8
• Molecular Formula: C8H7NO4
• Molecular Weight: 181.148
• Hs Code.: 29163990
• European Community (EC) Number: 236-833-3
• UN Number: 2811
• UNII: JM85Y56DX1
• DSSTox Substance ID: DTXSID7025639
• Nikkaji Number: J135.795F
• Wikidata: Q27281578
• ChEMBL ID: CHEMBL1300395
• Mol file: 13506-76-8.mol

Synonyms:2-METHYL-6-NITROBENZOIC ACID;13506-76-8;6-Nitro-o-toluic acid;6-Methyl-2-nitrobenzoic acid;Benzoic acid, 2-methyl-6-nitro-;2-methyl-6-nitro-benzoic acid;o-Toluic acid, 6-nitro-;EINECS 236-833-3;MFCD00007267;UNII-JM85Y56DX1;MLS002152875;JM85Y56DX1;DTXSID7025639;SMR001224490;2-methyl-6-nitrobenzoicacid;Nitrotoluylsaure;NCGC00091581-01;nitro-ortho-toluic acid;GenBank BX315092;2-methyl-nitrobenzoic acid;SCHEMBL33666;cid_16097;2-Nitro-6-methylbenzoic acid;DTXCID205639;CHEMBL1300395;BDBM74245;HMS3039A14;Tox21_200201;BBL103670;CL8056;LS-789;STL557480;2-Methyl-6-nitrobenzoic acid, 97%;AKOS001309987;AC-3082;CS-W007508;GS-4418;METHYL-6-NITROBENZOIC ACID, 2-;NCGC00091581-02;NCGC00257755-01;513506-76-8;SY003788;CAS-13506-76-8;A2886;A4326;AM20060849;FT-0612995;EN300-24070;J-510027;Q27281578;Z168878268

Chemical Property of 2-Methyl-6-nitrobenzoic acid

Chemical Property:

• Appearance/Colour: light orange to yellow-brown crystalline powder
• Vapor Pressure: 1.38E-05mmHg at 25°C
• Melting Point: 153-157 °C(lit.)
• Refractive Index: 1.5468 (estimate)
• Boiling Point: 352.8 °C at 760 mmHg
• PKA: pK1:1.87 (25°C)
• Flash Point: 159.6 °C
• PSA: 83.12000
• Density: 1.392 g/cm³
• LogP: 2.12460
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: DMSO, Methanol
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 181.03750770
• Heavy Atom Count: 13
• Complexity: 223
• Transport DOT Label: Poison

Purity/Quality:

99%+ ^*data from raw suppliers

2-Methyl-nitrobenzoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(=CC=C1)[N+](=O)[O-])C(=O)O
• Uses: 2-Methyl-nitrobenzoic acid acts as herbicide due to the anthranilic acid moiety within the substructure.

Technology Process of 2-Methyl-6-nitrobenzoic acid

There total 13 articles about 2-Methyl-6-nitrobenzoic 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: 64.0%

2,3-dimethylnitrobenzene (83-41-0) → 2-methyl-6-nitrobenzoic acid (13506-76-8)

Guidance literature:

With oxygen; sodium hydroxide; In ethanol; at 65 ℃; for 24h; under 13501.4 Torr; Autoclave;

Reference yield:

2,3-dimethylnitrobenzene (83-41-0) → 2-methyl-3-nitrobenzic acid (1975-50-4) + 2-methyl-6-nitrobenzoic acid (13506-76-8) + 3-nitrophthalic acid (603-11-2) + C8H7NO5

Guidance literature:

With oxygen; nitric acid; at 145 - 150 ℃; for 8h; under 26252.6 - 30003 Torr; Temperature; Pressure;

Reference yield:

2,3-dimethylnitrobenzene (83-41-0) → 2-methyl-3-nitrobenzic acid (1975-50-4) + 2-methyl-6-nitrobenzoic acid (13506-76-8) + 3-nitrophthalic acid (603-11-2)

Guidance literature:

With potassium permanganate; cetyltrimethylammonim bromide; In water; at 75 ℃; for 4h; Product distribution; effect of the amount of KMnO₄; further catalysts;

upstream raw materials:

2-methyl-6-nitro-benzoic acid amide

carbon dioxide

2-bromo-3-nitrotoluene

2,3-dimethylnitrobenzene

Downstream raw materials:

2-methyl-6-nitrobenzoyl chloride

2-amino-6-methylbenzoic acid

2-methyl-6-nitrobenzoic anhydride

methyl 2-methyl-6-nitrobenzoate

Refernces

• 1、 -. "CO-production method 3 - nitro -2 - methyl benzoic acid and 3 -nitrophthalic acid (by machine translation)". Paragraph 0019; 0023; 0027; 0031; 0035; 0041; 0045-0047. . Retrieved 2020/07/15.
• 2、 -. "Method for preparing nitro aromatic acid/nitro alpha-aryl alcohol through oxidizing substituted alkyl nitrobenzene by oxygen". Paragraph 0121; 0122; 0123. . Retrieved 2017/09/01.