85-38-1

Basic information

• Product Name: 3-Nitrosalicylic acid
• Synonyms: 3-nitro-salicylicaci;Benzoic acid, 2-hydroxy-3-nitro-;AURORA KA-2532;2-HYDROXY-3-NITROBENZOIC ACID;AKOS 94104;3-NITROSALICYLIC ACID;RARECHEM AL BE 0272;3-NITROSALICYLIC ACID 98+%
• CAS NO: 85-38-1
• Molecular Formula: C₇H₅NO₅
• Molecular Weight: 183.12
• Product Categories: Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;Aromatics;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 85-38-1.mol
• Article Data: 17

Chemical Properties

• Melting Point: 142-147 °C
• Boiling Point: 316.77°C (rough estimate)
• Flash Point: 179.2 °C
• Appearance: yellow crystalline powder
• Density: 1.6074 (rough estimate)
• Vapor Pressure: 0.000183mmHg at 25°C
• Refractive Index: 1.6280 (estimate)
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: DMSO (Sparingly), Methanol (Slightly)
• PKA: pK1:1.87 (25°C)
• Water Solubility: 1.3g/L(16 oC)
• Merck: 14,6631
• BRN: 2213132
• CAS DataBase Reference: 3-Nitrosalicylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Nitrosalicylic acid(85-38-1)
• EPA Substance Registry System: 3-Nitrosalicylic acid(85-38-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• RTECS: VO5300000
• Hazardous Substances Data: 85-38-1(Hazardous Substances Data)

Usage

Chemical Properties

Yellow crystalline powder

Uses

Different sources of media describe the Uses of 85-38-1 differently. You can refer to the following data:
1. 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.
2. 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.

InChI:InChI=1/C7H5NO5/c9-6-4(7(10)11)2-1-3-5(6)8(12)13/h1-3,9H,(H,10,11)/p-2

Upstream product

• 118-93-4 o-hydroxyacetophenone 
• 69-72-7 salicylic acid 
• 88-75-5 2-hydroxynitrobenzene 
• 50-78-2 aspirin 
• 56-23-5 tetrachloromethane 
• 7664-93-9 sulfuric acid 
• 90-02-8 salicylaldehyde 
• 28177-71-1 2-hydroxy-3-hydroxymethyl-1-nitrobenzene 
• 40751-88-0 2-methoxy-3-nitrobenzoic acid 
• 321-14-2 5-chloro-2-hydroxybenzoic acid 
• 2516-96-3 2-chloro-5-nitrobenzoic acid 
• 3970-35-2 2-chloro-3-nitrobezoic acid 
• 54234-72-9 potassium 3-nitrosalicylate 
• 573-54-6 2-bromo-3-nitro-benzoic acid 

Downstream Products

• 75024-21-4 3-nitro-2-propoxy-benzoic acid 
• 573-56-8 2,6-dinitrophenol 
• 609-99-4 3,5-dinitrosalicylic acid 
• 570-23-0 3-aminosalicylic acid 
• 22621-43-8 2-hydroxy-5-iodo-3-nitro-benzoic acid 
• 20294-48-8 diiodo-4,6 nitro-2 phenol 
• 35748-36-8 2-hydroxy-3-nitrobenzoyl chloride 
• 88-75-5 2-hydroxynitrobenzene 
• 68507-87-9 2-hydroxy-3-nitro-benzoic acid o-anisidide 
• 68507-88-0 4'-methoxy-2-hydroxy-3-nitrobenzanilide 
• 68507-86-8 2-hydroxy-3-nitro-benzoic acid-(2-nitro-anilide) 
• 188758-10-3 2-hydroxy-3-nitro-benzoic acid-[2]naphthylamide 
• 68507-89-1 2'-methyl-2-hydroxy-3-nitrobenzanilide 
• 95487-50-6 3-Nitro-salicylsaeure-hexadecylamid 

Relevant articles and documents

Continuous flow nitration of salicylic acid

Continuous flow nitration of salicylic acid using HNO3/AcOH was studied in the SS316 tubular microreactor. At specific reaction conditions, complete conversion of the reactant was achieved in less than 7 min. It yielded only mononitro derivatives with a higher selectivity of 5-nitrosalicylic acid. Presence of the lower amount of acetic acid in the reaction mixture was seen to be detrimental, leading to precipitation of the desired product (5-nitrosalicylic acid). Reaction at higher temperatures yielded byproducts. The continuous mode operation using the system comprising the microdevices was demonstrated for 2 h with consistent composition at the outlet

Advanced Real-Time Process Analytics for Multistep Synthesis in Continuous Flow**

In multistep continuous flow chemistry, studying complex reaction mixtures in real time is a significant challenge, but provides an opportunity to enhance reaction understanding and control. We report the integration of four complementary process analytical technology tools (NMR, UV/Vis, IR and UHPLC) in the multistep synthesis of an active pharmaceutical ingredient, mesalazine. This synthetic route exploits flow processing for nitration, high temperature hydrolysis and hydrogenation reactions, as well as three inline separations. Advanced data analysis models were developed (indirect hard modeling, deep learning and partial least squares regression), to quantify the desired products, intermediates and impurities in real time, at multiple points along the synthetic pathway. The capabilities of the system have been demonstrated by operating both steady state and dynamic experiments and represents a significant step forward in data-driven continuous flow synthesis.

Fast and efficient nitration of salicylic acid and some other aromatic compounds over H3PO4/TiO2-ZrO2 using nitric acid

TiO2-ZrO2 (1/1)-surf with Ti and Zr molar ratio of 1/1 was prepared with surfactant through a sol-gel method. The optimum experimental condition was investigated for nitration of salicylic acid. Then, a number of nitration reactions were carried out with a variety of aromatic compounds in the optimum condition. The 25 wt% H3PO4/TiO2-ZrO2 (1/1)-surf catalyst showed good selectivity and yield in a short time for the nitration of salicylic acid and some other aromatic compounds.