2-Methoxy-4-nitrobenzoic acid

Base Information

• Chemical Name: 2-Methoxy-4-nitrobenzoic acid
• CAS No.: 2597-56-0
• Molecular Formula: C8H7NO5
• Molecular Weight: 197.147
• Hs Code.: 29189900
• European Community (EC) Number: 219-998-6
• NSC Number: 229300
• UNII: A9NZE47P3M
• DSSTox Substance ID: DTXSID20180636
• Nikkaji Number: J192.108H
• Wikidata: Q72517226
• Mol file: 2597-56-0.mol

Synonyms:2-Methoxy-4-nitrobenzoic acid;2597-56-0;4-Nitro-o-anisic acid;4-Nitro-2-methoxybenzoic acid;Benzoic acid, 2-methoxy-4-nitro-;MFCD00216573;A9NZE47P3M;EINECS 219-998-6;NSC-229300;nsc 229300;2-methoxy-4-nitro-benzoic acid;NSC229300;UNII-A9NZE47P3M;2-Methoxy4-nitrobenzoic acid;SCHEMBL380803;SCHEMBL13981886;DTXSID20180636;AMY15123;BCP31100;CL8988;2-Methoxy-4-nitrobenzoic acid, 98%;AKOS005147345;N,N-Bis(2-aminophenyl)ethylenediamine;AC-3997;AS-11476;SY009092;A5172;FT-0612798;EN300-104290;F0001-0863;Z1188342997

Chemical Property of 2-Methoxy-4-nitrobenzoic acid

Chemical Property:

• Appearance/Colour: white to off-white crystalline solid
• Vapor Pressure: 8.25E-07mmHg at 25°C
• Melting Point: 146-148 °C(lit.)
• Refractive Index: 1.588
• Boiling Point: 390.9 °C at 760 mmHg
• PKA: 3.13±0.13(Predicted)
• Flash Point: 190.2 °C
• PSA: 92.35000
• Density: 1.43 g/cm³
• LogP: 1.82480
• Solubility.: Acetic Acid, Methanol
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 197.03242232
• Heavy Atom Count: 14
• Complexity: 236

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-Methoxy-4-nitrobenzoic Acid ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC1=C(C=CC(=C1)[N+](=O)[O-])C(=O)O
• Uses: 2-Methoxy-4-nitrobenzoic Acid (cas# 2597-56-0) is a compound useful in organic synthesis. 2-Methoxy-4-nitrobenzoic acid may be used as a starting material in the following syntheses:2-Methoxy-4-nitrobenzamide, a nitroamide derivative.4-Amino-2-methoxybenzamide, an aminobenzamide derivative.N,2-Dimethoxy-N-methyl-4-nitrobenzamide, a Weinreb amide derivative.1-(2-Methoxy-4-nitrophenyl)-5-methylhex-2-yn-1-one, a ynone derivative.2,5-Constrained piperidine derivative, a potential CCR3 (Chemokine (C-C Motif) Receptor 3) antagonist.

Technology Process of 2-Methoxy-4-nitrobenzoic acid

There total 14 articles about 2-Methoxy-4-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: 100.0%

2-hydroxy-4-nitrobenzoic acid (619-19-2) + dimethyl sulfate (77-78-1) → 4-nitro-o-anisic acid (2597-56-0)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 1h;

DOI:10.1002/cmdc.201000462

Reference yield: 88.0%

methyl 2-methoxy-4-nitrobenzoate (39106-79-1) → 4-nitro-o-anisic acid (2597-56-0)

Guidance literature:

methyl 2-methoxy-4-nitrobenzoate; With sodium hydroxide; In methanol; water; at 60 ℃; for 0.5h;

With hydrogenchloride; In methanol; water;

DOI:10.1002/cmdc.201000462

Reference yield: 88.0%

2-hydroxy-4-nitrobenzoic acid (619-19-2) + methyl iodide (74-88-4) → 4-nitro-o-anisic acid (2597-56-0)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 80 ℃; for 16h; Inert atmosphere;

DOI:10.1021/jo200917d

upstream raw materials:

2-methyl-5-nitroanisole

2-methoxy-4-nitrobenzonitrile

2-chloromethyl-5-nitro-anisole

methyl 2-methoxy-4-nitrobenzoate

Downstream raw materials:

4-amino-2-methoxybenzoic acid

2-hydroxy-4-nitrobenzoic acid

2-methoxy-4-nitrobenzoyl chloride

2-methoxy-4,5-dinitrobenzoic acid

Refernces

• 1、 Fang, Kun,Li, Guijie,She, Yuanbin. "Metal-Free Aerobic Oxidation of Nitro-Substituted Alkylarenes to Carboxylic Acids or Benzyl Alcohols Promoted by NaOH". . p. 8092 - 8103. Retrieved 2018/06/25.
• 2、 -. "PRODRUGS OF OPIOIDS AND USES THEREOF". Page/Page column 61. . Retrieved 2011/08/08.