5-Hydroxy-2-nitrobenzonitrile

Base Information

• Chemical Name: 5-Hydroxy-2-nitrobenzonitrile
• CAS No.: 13589-74-7
• Molecular Formula: C7H4 N2 O3
• Molecular Weight: 164.12
• Hs Code.: 2926909090
• DSSTox Substance ID: DTXSID60448646
• Wikidata: Q82267731
• Mol file: 13589-74-7.mol

Synonyms:5-Hydroxy-2-nitrobenzonitrile;13589-74-7;5-hydroxy-2-nitro-benzonitrile;2-Nitro-5-hydroxy-benzonitrile;3-Cyano-4-nitrophenol;SCHEMBL2658860;DTXSID60448646;IVDZYHBBWXCWGN-UHFFFAOYSA-N;AKOS005208238;AB25572;AC-14737;BS-26472;FT-0692742;EN300-237934;J-517602;F2147-0179

Chemical Property of 5-Hydroxy-2-nitrobenzonitrile

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 119-120 °C
• Refractive Index: 1.629
• Boiling Point: 398.2°Cat760mmHg
• PKA: 5.69±0.10(Predicted)
• Flash Point: 194.6°C
• PSA: 89.84000
• Density: 1.49g/cm³
• LogP: 1.69528
• Storage Temp.: 2-8°C
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 164.02219199
• Heavy Atom Count: 12
• Complexity: 227

Purity/Quality:

97% ^*data from raw suppliers

5-hydroxy-2-nitrobenzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1O)C#N)[N+](=O)[O-]
• Use Description: 2-NITRO-5-HYDROXY-BENZONITRILE is a chemical compound with diverse applications across different fields. In the pharmaceutical industry, it serves as a key intermediate in the synthesis of various drugs and pharmaceutical compounds due to its versatile reactivity, playing a vital role in drug discovery and development. In the field of agrochemicals, it can be utilized in the creation of pesticides and herbicides, contributing to crop protection and agricultural efficiency. Additionally, 2-NITRO-5-HYDROXY-BENZONITRILE finds use in academic research as a starting material for the development of new molecules, facilitating studies in organic chemistry and chemical biology. Its versatility and significance in these fields underscore its importance as a valuable compound for advancing scientific research and practical applications.

Technology Process of 5-Hydroxy-2-nitrobenzonitrile

There total 6 articles about 5-Hydroxy-2-nitrobenzonitrile 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: 23.0%

m-cyanophenol (873-62-1) → 3-hydroxy-4-nitrobenzonitrile (18495-15-3) + 5-hydroxy-2-nitrobenzenecarbonitrile (13589-74-7) + 3-hydroxy-2-nitrobenzonitrile (129298-23-3)

Guidance literature:

With nitric acid; acetic acid; at 30 - 35 ℃; for 2h;

DOI:10.1039/d1ob00235j

Reference yield:

3-chloro-6-nitrobenzonitrile (34662-31-2) → 5-hydroxy-2-nitrobenzenecarbonitrile (13589-74-7)

Guidance literature:

3-chloro-6-nitrobenzonitrile; With potassium acetate; In acetonitrile; for 14h; Heating / reflux;

With sodium hydroxide; In water; for 2h;

With hydrogenchloride; In water;

Reference yield:

5-phenyl-methoxy-2-nitrobenzonitrile (38713-61-0) → 5-hydroxy-2-nitrobenzenecarbonitrile (13589-74-7)

Guidance literature:

With boron tribromide; In dichloromethane;

upstream raw materials:

potassium cyanide

4-chlorobenzonitrile

m-cyanophenol

3-chloro-6-nitrobenzonitrile

Downstream raw materials:

5-isopropoxy-2-nitrobenzonitrile

(2S,3S,4S,5R,6S)-3,4,5-Triacetoxy-6-{3-cyano-4-[4-(diethoxy-phosphorylmethyl)-benzoylamino]-phenoxy}-tetrahydro-pyran-2-carboxylic acid methyl ester

(2S,3S,4S,5R,6S)-3,4,5-Triacetoxy-6-(4-amino-3-cyano-phenoxy)-tetrahydro-pyran-2-carboxylic acid methyl ester

Acetic acid 3-cyano-4-[4-(diethoxy-phosphorylmethyl)-benzoylamino]-phenyl ester