Methyl 2-hydroxy-5-nitrobenzoate

Base Information

• Chemical Name: Methyl 2-hydroxy-5-nitrobenzoate
• CAS No.: 17302-46-4
• Molecular Formula: C8H7NO5
• Molecular Weight: 197.147
• Hs Code.: 2918290000
• European Community (EC) Number: 241-330-7
• UNII: 1BZI3G8JIL
• DSSTox Substance ID: DTXSID30169497
• Nikkaji Number: J129.125D
• Wikidata: Q83039215
• Mol file: 17302-46-4.mol

Synonyms:methyl 2-hydroxy-5-nitrobenzoate;17302-46-4;Methyl 5-nitrosalicylate;5-nitrosalicylic acid methyl ester;1BZI3G8JIL;2-Hydroxy-5-nitrobenzoic acid methyl ester;Methyl 5-nitro-2-hydroxybenzoate;benzoic acid, 2-hydroxy-5-nitro-, methyl ester;EINECS 241-330-7;MFCD00024695;methyl-5-nitrosalicylate;UNII-1BZI3G8JIL;methyl 5-nitro-salicylate;Oprea1_013461;SCHEMBL391334;DTXSID30169497;Methyl-2-hydroxy-5-nitrobenzoate;methyl-2-hydroxy-5-nitro-benzoate;STL577361;AKOS002254529;AM86693;CS-W013211;Salicylic acid, 5-nitro-, methyl ester;AC-25152;AS-10806;SY056854;FT-0637526;H11277;EN300-6729451

Chemical Property of Methyl 2-hydroxy-5-nitrobenzoate

Chemical Property:

• Vapor Pressure: 9.76E-05mmHg at 25°C
• Melting Point: 114-117°C
• Boiling Point: 328.7 °C at 760 mmHg
• PKA: 6.82±0.22(Predicted)
• Flash Point: 152.6 °C
• PSA: 92.35000
• Density: 1.432 g/cm³
• LogP: 1.61020
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform, DCM, Methanol
• Water Solubility.: Insoluble in water.
• XLogP3: 2.7
• 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% ^*data from raw suppliers

5-NitrosalicylicAcidMethylEster ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=C(C=CC(=C1)[N+](=O)[O-])O
• Uses: 5-Nitrosalicylic Acid Methyl Ester is an salicylic acid derivative with anti-inflammatory effect against colitis.

Technology Process of Methyl 2-hydroxy-5-nitrobenzoate

There total 35 articles about Methyl 2-hydroxy-5-nitrobenzoate 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: 95.0%

methanol (67-56-1) + 5-nitrosalicylic acid (96-97-9) → methyl 2-hydroxy-5-nitrobenzoate (17302-46-4)

Guidance literature:

With sulfuric acid; for 20h; Heating;

DOI:10.3987/COM-98-8294

Reference yield: 91.0%

C11H18N3O2(1+)*F6P(1-) + acetoacetic acid methyl ester (105-45-3) → methyl 2-hydroxy-5-nitrobenzoate (17302-46-4) + 2-(1-pyrrolidinyl)-5-nitro-benzoic acid, methyl ester (259269-68-6)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; at 20 ℃; for 12h;

DOI:10.1021/ol0265362

Reference yield: 89.0%

C13H22N3O2(1+)*F6P(1-) + acetoacetic acid methyl ester (105-45-3) → methyl 2-hydroxy-5-nitrobenzoate (17302-46-4) + 2-(1-piperidinyl)-5-nitro-benzoic zcid, methyl ester (81215-40-9)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; at 20 ℃; for 12h;

DOI:10.1021/ol0265362

upstream raw materials:

methyl salicylate

methanol

4-hydroxy-6-nitro-2H-chromene-2-one

4-chloro-3,6-dinitrocoumarin

Downstream raw materials:

2-butanoyloxy-5-nitrobenzoic acid

2-hydroxy-5-nitrobenzhydrazide

N,N'-<1,5-Naphthylen>-bis-benzimidsaeure-bis<4-nitro-2-methoxycarbonyl-phenylester>

5',5''-dinitro-N,N'-disalicyloyl-1,2-ethanediamine