1-(2-Hydroxy-3-nitrophenyl)ethanone

Base Information

• Chemical Name: 1-(2-Hydroxy-3-nitrophenyl)ethanone
• CAS No.: 28177-69-7
• Molecular Formula: C8H7 N O4
• Molecular Weight: 181.148
• European Community (EC) Number: 676-123-4
• NSC Number: 111935
• DSSTox Substance ID: DTXSID30296838
• Nikkaji Number: J767.305A
• Wikidata: Q72480650
• Mol file: 28177-69-7.mol

Synonyms:1-(2-hydroxy-3-nitrophenyl)ethanone;28177-69-7;2-Hydroxy-3-nitroacetophenone;1-(2-hydroxy-3-nitro-phenyl)-ethanone;2'-hydroxy-3'-nitroacetophenone;Ethanone, 1-(2-hydroxy-3-nitrophenyl)-;1-(2-hydroxy-3-nitrophenyl)ethan-1-one;MFCD02683784;NSC111935;SCHEMBL312392;2-Hydroxy-3-nitro-acetophenon;2-hydroxy-3-nitro acetophenone;DTXSID30296838;AMY16320;AKOS005144957;1-(2-Hydroxy-3-nitrophenyl)-ethanone;AC-9298;NSC 111935;NSC-111935;DS-18202;SY101337;CS-0058405;FT-0690616;2 inverted exclamation mark -Hydroxy-3 inverted exclamation mark -nitroacetophenone

Chemical Property of 1-(2-Hydroxy-3-nitrophenyl)ethanone

Chemical Property:

• Vapor Pressure: 0.0644mmHg at 25°C
• Melting Point: 98.5-99.5 °C
• Boiling Point: 223.5°Cat760mmHg
• PKA: 7.31±0.24(Predicted)
• Flash Point: 93.1°C
• PSA: 83.12000
• Density: 1.38g/cm³
• LogP: 2.02620
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 181.03750770
• Heavy Atom Count: 13
• Complexity: 223

Purity/Quality:

99%, ^*data from raw suppliers

2-Hydroxy-3-nitroacetophenone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1=C(C(=CC=C1)[N+](=O)[O-])O

Technology Process of 1-(2-Hydroxy-3-nitrophenyl)ethanone

There total 17 articles about 1-(2-Hydroxy-3-nitrophenyl)ethanone 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: 92.7%

3-Nitroacetophenone (121-89-1) → 2-hydroxy-3-nitroacetophenone (28177-69-7)

Guidance literature:

With palladium diacetate; acetic acid; at 70 - 75 ℃; for 8h; under 7500.75 Torr; Temperature; Reagent/catalyst; Pressure; Autoclave; Green chemistry;

Reference yield: 90.0%

5-amino-2-hydroxy-3-nitroacetophenone (108129-55-1) → 2-hydroxy-3-nitroacetophenone (28177-69-7)

Guidance literature:

With sulfuric acid; sodium nitrite; In ethanol; water; 1.) from 0 to 5 deg C, 20 min, 2.) 85 deg C, 20 min, 3.) RT, 1 h;

DOI:10.1021/jm00046a020

Reference yield: 76.0%

2-nitrophenyl acetate (610-69-5) → 2-hydroxy-3-nitroacetophenone (28177-69-7)

Guidance literature:

With N,N-dimethyl-formamide; zinc; at 64 ℃; for 13h; microwave irradiation;

DOI:10.1055/s-2004-829152

upstream raw materials:

o-hydroxyacetophenone

5-amino-2-hydroxy-3-nitroacetophenone

2-nitrophenyl acetate

1-(2-hydroxy-5-nitrophenyl)ethanone

Downstream raw materials:

4',8-dinitroflavone

4',8-diaminoflavone

Refernces

• 1、 -. "Synthesis method of 2-hydroxyl-3-nitroacetophenone". Paragraph 0018; 0022; 0026; 0027; 0028. . Retrieved 2017/04/27.
• 2、 Nirogi, Ramakrishna V. S.,Badange, Rajeshkumar,Reballi, Veena,Khagga, Mukkanti. "Design, synthesis and biological evaluation of novel benzopyran sulfonamide derivatives as 5-HT6 receptor ligands". . p. 2117 - 2124. Retrieved 2015/11/28.