3-Nitrosalicylic acid

Base Information

• Chemical Name: 3-Nitrosalicylic acid
• CAS No.: 85-38-1
• Molecular Formula: C7H5NO5
• Molecular Weight: 183.12
• Hs Code.: 29182900
• European Community (EC) Number: 628-816-8
• NSC Number: 182
• UNII: 47661X4L2C
• DSSTox Substance ID: DTXSID80234048
• Nikkaji Number: J3.886E
• Wikidata: Q27259019
• Mol file: 85-38-1.mol

Synonyms:3-Nitrosalicylic acid;2-Hydroxy-3-nitrobenzoic acid;85-38-1;Benzoic acid, 2-hydroxy-3-nitro-;Salicylic acid, 3-nitro-;2-hydroxy-3-nitro-benzoic acid;NSC 182;BRN 2213132;AI3-08930;UNII-47661X4L2C;NSC-182;MFCD00024240;47661X4L2C;4-10-00-00228 (Beilstein Handbook Reference);3-Nitro-salicylsaure;3-nitrosalicyclic acid;Salicylic acid, 3-nitro;WLN: WNR BQ CVQ;SCHEMBL71887;2-Hydroxy-3-nitrobenzoic aci;N-Boc-3,4-dehydro-L-proline;NSC182;DTXSID80234048;3-NITROSALICYLIC ACID [MI];STK688148;AKOS000282179;AM808249;AS-46787;SY107293;LS-144385;MESALAZINE IMPURITY R [EP IMPURITY];3-Nitrosalicylic acid, >=99.0% (HPLC);CS-0097789;FT-0616266;N0251;EN300-98791;A20356;F10498;AE-562/40897208;J-509624;W-110781;Q27259019;Z1255465064

Chemical Property of 3-Nitrosalicylic acid

Chemical Property:

• Appearance/Colour: yellow crystalline powder
• Vapor Pressure: 0.000183mmHg at 25°C
• Melting Point: 142-147 °C
• Refractive Index: 1.6280 (estimate)
• Boiling Point: 389 °C at 760 mmHg
• PKA: pK1:1.87 (25°C)
• Flash Point: 179.2 °C
• PSA: 103.35000
• Density: 1.631 g/cm³
• LogP: 1.52180
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: DMSO (Sparingly), Methanol (Slightly)
• Water Solubility.: 1.3g/L(16 oC)
• XLogP3: 1.4
• 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

3-Nitrosalicylic 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: C1=CC(=C(C(=C1)[N+](=O)[O-])O)C(=O)O
• Uses: A nitrohumic acid which has been shown to bind to Molybdenum to impart fertility to soil and water and is a key element in the activity of nitrogenase. 3-Nitrosalicylic acid (3NSA) is generally used as a corrosion inhibitor. It can be used as a supporting electrolyte for the electrodeposition of pyrrole on zinc for corrosion protection. 3NSA can also be used as a ligand for the synthesis of complexes with iron and aluminum for chelating therapy.

Technology Process of 3-Nitrosalicylic acid

There total 37 articles about 3-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: 99.8%

salicylic acid (69-72-7,25496-36-0,8052-31-1) → 3-nitrosalicylic acid (85-38-1)

Guidance literature:

With iron(III) hexacyanoferrate(II); nitric acid; acetic acid; at 50 ℃; Reagent/catalyst; regioselective reaction; Flow reactor;

Reference yield: 96.0%

2-chloro-3-nitrobezoic acid (3970-35-2) → 3-nitrosalicylic acid (85-38-1)

Guidance literature:

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

DOI:10.1081/SCC-120018940

Reference yield: 84.0%

2-bromo-3-nitro-benzoic acid (573-54-6) → 3-nitrosalicylic acid (85-38-1)

Guidance literature:

With copper(I) oxide; 2-pyridinealdoxime; cesium hydroxide; tetrabutylammomium bromide; In water; at 100 ℃; for 48h; Inert atmosphere;

DOI:10.1002/chem.200903468

upstream raw materials:

o-hydroxyacetophenone

2-chloro-3-nitrobezoic acid

salicylic acid

tetrachloromethane

Downstream raw materials:

2-hydroxy-3-nitro-benzoic acid o-anisidide

4'-methoxy-2-hydroxy-3-nitrobenzanilide

2-hydroxy-3-nitro-N-(4-nitrophenyl)benzamide

2-hydroxy-3-nitro-N-tetradecylbenzamide

Refernces

• 1、 -. "Method for selectively synthesizing 3-nitrosalicylic acid in continuous flow region". Paragraph 0047-0087. . Retrieved 2021/03/24.
• 2、 Saikia, Susmita,Borah, Ruli. "2-Methyl-1,3-disulfoimidazolium polyoxometalate hybrid catalytic systems as equivalent safer alternatives to concentrated sulfuric acid in nitration of aromatic compounds". . . Retrieved 2019/08/20.