5-Nitrosalicylic acid

Base Information

• Chemical Name: 5-Nitrosalicylic acid
• CAS No.: 96-97-9
• Molecular Formula: C7H5NO5
• Molecular Weight: 183.12
• Hs Code.: 29182990
• European Community (EC) Number: 202-548-8
• NSC Number: 183
• UNII: 82L9G7FYZ3
• DSSTox Substance ID: DTXSID2059142
• Nikkaji Number: J26.976J
• Wikidata: Q238554
• Metabolomics Workbench ID: 61566
• ChEMBL ID: CHEMBL1940317
• Mol file: 96-97-9.mol

Synonyms:5-Nitrosalicylic acid;2-Hydroxy-5-nitrobenzoic acid;96-97-9;Anilotic acid;Benzoic acid, 2-hydroxy-5-nitro-;5-Nitro-2-hydroxybenzoic acid;2-hydroxy-5-nitro-benzoic acid;Salicylic acid, 5-nitro-;MFCD00007338;5-nitro-salicylic acid;UNII-82L9G7FYZ3;82L9G7FYZ3;CHEBI:61281;NSC 183;NSC-183;EINECS 202-548-8;AI3-08840;EC 202-548-8;2-hydroxy-5-nitrobenzoic acid (5-nitrosalicylic acid);5-nitrosalicylsyre;6R7;Mesalamine impurity N;5-nitro salicylic acid;5-nitro salicyclic acid;5NSA;5-nitro-2-oxido-benzoate;5-NITROSALICYCLIC ACID;SCHEMBL129889;NSC183;CHEMBL1940317;DTXSID2059142;5-nitro-2-oxidanyl-benzoic acid;5-nitrosalicylic acid monohydrate;5-NITROSALICYLIC ACID [MI];AMY28238;STK259706;2-Hydroxy-5-nitrobenzoic acid, 99%;AKOS003241764;CS-W017068;5-nitro-2-hydroxobenzoic acid monohydrate;AC-13724;AS-10805;SY012884;MESALAZINE IMPURITY N [EP IMPURITY];FT-0620722;N0257;EN300-41267;C19789;S10804;A845661;AK-918/40744396;Q238554;W-100125;Z276119910;2-hydroxy-5-nitrobenzoic acid;5-Nitrosalicylic Acid;5-Nitro-2-hydroxybenzoic Acid

Chemical Property of 5-Nitrosalicylic acid

Chemical Property:

• Appearance/Colour: yellow powder
• Vapor Pressure: 4.36E-07mmHg at 25°C
• Melting Point: 228-230 °C(lit.)
• Refractive Index: 1.6280 (estimate)
• Boiling Point: 399.1 °C at 760 mmHg
• PKA: pK1:2.12 (25°C)
• Flash Point: 183.9 °C
• PSA: 103.35000
• Density: 1.631 g/cm³
• LogP: 1.52180
• Storage Temp.: Storage temperature: no restrictions.
• Solubility.: water: soluble1g in 1475ml(lit.)
• Water Solubility.: Soluble in water 1g/1475ml .
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 183.01677226
• Heavy Atom Count: 13
• Complexity: 223

Purity/Quality:

≥98% ^*data from raw suppliers

5-Nitrosalicylic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Nitrobenzoic Acids
• Canonical SMILES: C1=CC(=C(C=C1[N+](=O)[O-])C(=O)O)O
• Uses: 5-Nitrosalicylic Acid is a salicylic acid derivative with anti-inflammatory effect against colitis.

Technology Process of 5-Nitrosalicylic acid

There total 107 articles about 5-Nitrosalicylic 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: 97.0%

2-chloro-5-nitrobenzoic acid (2516-96-3) → 5-nitrosalicylic acid (96-97-9)

Guidance literature:

With pyridine; water; potassium carbonate; copper; for 0.25h; sonication;

DOI:10.1081/SCC-120018940

Reference yield: 95.0%

methyl 2-hydroxy-5-nitrobenzoate (17302-46-4) + 4-nitro-benzoic acid (62-23-7) → 4-nitrobenzoic acid methyl ester (619-50-1) + 5-nitrosalicylic acid (96-97-9)

Guidance literature:

4-nitro-benzoic acid; With potassium carbonate; In N,N-dimethyl acetamide; at 110 ℃; for 0.5h;

methyl 2-hydroxy-5-nitrobenzoate; at 110 ℃; for 24h; Temperature;

DOI:10.1055/s-0033-1340285

Reference yield: 95.0%

2-hydroxy-5-nitrobenzyl alcohol (39224-61-8) → 5-nitrosalicylic acid (96-97-9)

Guidance literature:

With sodium hypochlorite; water; at 25 ℃; for 0.583333h;

DOI:10.1039/d0gc01749c

upstream raw materials:

salicylic acid

tetrachloromethane

4-nitro-phenol

2-chloro-5-nitro-benzamide

Downstream raw materials:

5-nitro-2-propoxybenzoic acid

2-butanoyloxy-5-nitrobenzoic acid

2-hydroxy-5-nitro-benzoic acid-(4-nitro-phenyl ester)

2-hydroxy-5-nitro-benzoic acid-(2,5-dichloro-anilide)

Refernces

• 1、 Hamah-Ameen, Baram Ahmed,Kazemnejadi, Milad,Mahmoudi, Boshra,Rostami, Amin. "Catalytic oxidation of alcohols and alkyl benzenes to carbonyls using Fe3O4?SiO2?(TEMPO)-: Co -(Chlorophyll-CoIII) as a bi-functional, self-co-oxidant nanocatalyst". . p. 6600 - 6613. Retrieved 2020/11/16.
• 2、 Chaudhary, Renu,Natarajan, Palani,Rani, Neetu,Sakshi,Venugopalan, Paloth. "3-(Ethoxycarbonyl)-1-(5-methyl-5-(nitrosooxy)hexyl)pyridin-1-ium cation: A green alternative to tert-butyl nitrite for synthesis of nitro-group-containing arenes and drugs at room temperature". supporting information. . Retrieved 2019/12/30.