2-Methyl-3-nitrobenzoic acid

Base Information

• Chemical Name: 2-Methyl-3-nitrobenzoic acid
• CAS No.: 1975-50-4
• Molecular Formula: C8H7NO4
• Molecular Weight: 181.148
• Hs Code.: H3C6H3(NO2)COOH MOL WT. 181.15
• European Community (EC) Number: 217-826-4
• UN Number: 2811
• UNII: 0SI17D349B
• DSSTox Substance ID: DTXSID7025637
• Nikkaji Number: J199.793I
• Wikidata: Q27237202
• ChEMBL ID: CHEMBL1487536
• Mol file: 1975-50-4.mol

Synonyms:2-METHYL-3-NITROBENZOIC ACID;1975-50-4;3-Nitro-o-toluic acid;Benzoic acid, 2-methyl-3-nitro-;MFCD00007160;3-nitro-2-methylbenzoic acid;3-Nitro-2-methyl benzoic acid;EINECS 217-826-4;UNII-0SI17D349B;DTXSID7025637;0SI17D349B;2-Methyl-3-nitrobenzoicacid;2-methyl-3-nitro-benzoic acid;NCGC00091604-01;methyl 3-nitrobenzoic acid;3-nitro-2-methybenzoic acid;Oprea1_641068;SCHEMBL33663;MLS002454366;2-methyl-3-nitro benzoic acid;DTXCID405637;CHEMBL1487536;HMS3039B15;BCP24500;Tox21_201228;5H-OCTAFLUOROPENTANOYLFLUORIDE;BBL019291;LS-976;STL199615;2-Methyl-3-nitrobenzoic acid, 99%;AKOS000120247;AKOS025395639;AC-2645;AM84672;PS-6005;METHYL-3-NITROBENZOIC ACID, 2-;NCGC00091604-02;NCGC00258780-01;SMR001371990;SY002381;CAS-1975-50-4;A4324;CS-0030570;FT-0612948;M0892;EN300-20432;M-4208;J-509956;Q27237202;F2191-0034;Z104478182

Chemical Property of 2-Methyl-3-nitrobenzoic acid

Chemical Property:

• Appearance/Colour: white crystal powder
• Vapor Pressure: 4.21E-05mmHg at 25°C
• Melting Point: 182-184 °C(lit.)
• Refractive Index: 1.5468 (estimate)
• Boiling Point: 337.1 °C at 760 mmHg
• PKA: 3.03±0.20(Predicted)
• Flash Point: 151.9 °C
• PSA: 83.12000
• Density: 1.392 g/cm³
• LogP: 2.12460
• Storage Temp.: Store below +30°C.
• Water Solubility.: <0.1 g/100 mL at 22℃
• XLogP3: 1.6
• 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:

99.0% min ^*data from raw suppliers

3-Nitro-o-toluicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,Xn
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 26-36-36/37/39-22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C=CC=C1[N+](=O)[O-])C(=O)O
• Uses: 3-Nitro-o-toluic Acid, is a building block used for the synthesis of various compounds. It is an intermediate for the synthesis of 4-(Piperazin-1-ylmethyl)-N1-arylsulfonyl indole derivatives as 5-HT6 receptor ligands. 2-Methyl-3-nitrobenzoic acid was used as starting reagent in the synthesis of methyl 2-methyl-3-nitrobenzoate and 2,3-unsubstituted indoles.

Technology Process of 2-Methyl-3-nitrobenzoic acid

There total 16 articles about 2-Methyl-3-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: 87.0%

2,3-dimethylnitrobenzene (83-41-0) → 2-methyl-3-nitrobenzic acid (1975-50-4)

Guidance literature:

With dihydrogen peroxide; cobalt(II) acetate; manganese(II) acetate; hexanoic acid; at 60 ℃; for 12h; Temperature; Reagent/catalyst;

Reference yield: 84.0%

2-methyl-3-nitro-benzoic acid methyl ester (59382-59-1) + 4-fluorobenzaldehyde (459-57-4) → 2-[trans-2-(4-fluorophenyl)-vinyl]-3-nitrobenzoic acid (917614-64-3) + 2-methyl-3-nitrobenzic acid (1975-50-4)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dimethyl sulfoxide; at 20 - 50 ℃; for 12.5h;

DOI:10.1016/j.tet.2006.05.007

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;

upstream raw materials:

ortho-methylbenzoic acid

2-Methyl-benzoic acid methyl ester

2-methyl-3-nitrobenzonitrile

2,3-dimethylnitrobenzene

Downstream raw materials:

N-methoxy-N,2-dimethyl-3-nitrobenzamide

3,5-dinitro-o-toluic acid

2-methyl-N-[2-[(2-methyl-3-nitrobenzoyl)amino]phenyl]-3-nitrobenzamide

2-(2-methyl-3-nitrophenyl)-1H-benzimidazole

Refernces

• 1、 -. "Method for co-production 2-methyl-6-nitrobenzoic acid and 3-nitro-2-methylbenzoic acid". Paragraph 0022; 0025; 0028; 0033. . Retrieved 2020/10/14.
• 2、 -. "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.