4-Nitrosalicylic acid

Base Information

• Chemical Name: 4-Nitrosalicylic acid
• CAS No.: 619-19-2
• Molecular Formula: C7H5NO5
• Molecular Weight: 183.12
• Hs Code.: 29182900
• European Community (EC) Number: 210-584-0
• NSC Number: 882
• UNII: F8R8J54RAF
• DSSTox Substance ID: DTXSID5060695
• Nikkaji Number: J62.748H
• Wikidata: Q72496236
• ChEMBL ID: CHEMBL4062583
• Mol file: 619-19-2.mol

Synonyms:4-Nitrosalicylic acid;2-Hydroxy-4-nitrobenzoic acid;619-19-2;Benzoic acid, 2-hydroxy-4-nitro-;P-NITROSALICYLIC ACID;4-Nitro-2-hydroxybenzoic acid;Salicylic acid, 4-nitro-;4-Nitro-salicylsaure;4-Nitro-salicylsaure [German];2-hydroxy-4-nitro-benzoic acid;NSC 882;EINECS 210-584-0;MFCD00071505;BRN 2213722;F8R8J54RAF;NSC-882;4-10-00-00231 (Beilstein Handbook Reference);p-Nitrosalicylsaure;4-Nitrosalicylicacid;BARIUMLAURATE;UNII-F8R8J54RAF;2-hydroxy-nitrobenzoic acid;2-Hydroxy4-nitrobenzoic acid;SCHEMBL578933;NSC882;CHEMBL4062583;DTXSID5060695;2-Hydroxy-4-nitrobenzoic acid, 97%;AKOS005147287;AC-1807;CS-W007918;GS-4304;2-HYDROXY-4-NITRO BENZOIC ACID;SY020979;LS-144386;AM20060694;FT-0632589;N0256;EN300-56862;A20358;Z858215338;2-Hydroxy-nitrobenzoic acid, Pharmaceutical Secondary Standard;Certified Reference Material

Chemical Property of 4-Nitrosalicylic acid

Chemical Property:

• Appearance/Colour: White to yellow crystalline powder
• Vapor Pressure: 9.48E-07mmHg at 25°C
• Melting Point: 235-239 °C(lit.)
• Refractive Index: 1.663
• Boiling Point: 389.046 °C at 760 mmHg
• PKA: 2.11±0.13(Predicted)
• Flash Point: 179.176 °C
• PSA: 103.35000
• Density: 1.632 g/cm³
• LogP: 1.52180
• Storage Temp.: Sealed in dry,Room Temperature
• 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:

99% ^*data from raw suppliers

4-Nitrosalicylic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xn
• Statements: 22-36/37/38
• 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: 4-Nitrosalicylic Acid is a metabolite in the degradation pathway of 2-chloro-4-nitrobenzoic acid by acinetobacter strain RKJ12. These Secondary Standards are qualified as Certified Reference Materials. These are suitable for use in several analytical applications including but not limited to pharma release testing, pharma method development for qualitative and quantitative analyses, food and beverage quality control testing, and other calibration requirements.

Technology Process of 4-Nitrosalicylic acid

There total 32 articles about 4-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%

4-nitro-o-anisic acid (2597-56-0) + boron tribromide (10294-33-4) → 2-hydroxy-4-nitrobenzoic acid (619-19-2)

Guidance literature:

In dichloromethane; at 0 - 20 ℃; for 2h;

Reference yield: 97.0%

4-nitro-o-anisic acid (2597-56-0) → 2-hydroxy-4-nitrobenzoic acid (619-19-2)

Guidance literature:

With boron tribromide; In dichloromethane;

DOI:10.1016/S0960-894X(03)00748-0

Reference yield: 96.0%

2-(hydroxymethyl)-5-nitrophenol (57356-40-8) → 2-hydroxy-4-nitrobenzoic acid (619-19-2)

Guidance literature:

With sodium hypochlorite; water; at 25 ℃; for 0.5h;

DOI:10.1039/d0gc01749c

upstream raw materials:

2-methyl-5-nitrophenol

7-nitro-4H-benzo[1,3]dioxine

2-chloro-4-nitrobenzoic acid

2-hydroxy-4-nitro-benzonitrile

Downstream raw materials:

2-butoxy-4-nitro-benzoic acid butyl ester

4-nitro-2-propoxy-benzoic acid

2-hydroxy-4-nitro-benzoic acid-(2-diethylamino-ethyl ester)

2-hydroxy-4-nitro-benzoic acid butyl ester

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、 Rajanna,Muppidi, Suresh,Pasnoori, Srinivas,Saiprakash. "Sodium perborate/NaNO2/KHSO4-triggered synthesis and kinetics of nitration of aromatic compounds". . p. 6023 - 6038. Retrieved 2018/09/21.