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

Base Information

• Chemical Name: 1-(3-Hydroxy-2-nitrophenyl)ethanone
• CAS No.: 53967-72-9
• Molecular Formula: C8H7NO4
• Molecular Weight: 181.148
• Hs Code.: 2914700090
• DSSTox Substance ID: DTXSID20469796
• Nikkaji Number: J2.221.680E
• Wikidata: Q82297662
• Mol file: 53967-72-9.mol

Synonyms:1-(3-Hydroxy-2-nitrophenyl)ethanone;53967-72-9;3'-Hydroxy-2'-nitroacetophenone;1-(3-hydroxy-2-nitrophenyl)ethan-1-one;MFCD06251784;SCHEMBL4469803;BZNKOXMJWOAKKK-UHFFFAOYSA-;DTXSID20469796;AKOS016007168;DS-2563;AC-27176;SY108583;CS-0042567;FT-0669894;F11143;A870592;3 inverted exclamation mark -Hydroxy-2 inverted exclamation mark -nitroacetophenone;InChI=1/C8H7NO4/c1-5(10)6-3-2-4-7(11)8(6)9(12)13/h2-4,11H,1H3

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

Chemical Property:

• Melting Point: 134–136°C
• PSA: 83.12000
• LogP: 2.02620
• Storage Temp.: Refrigerator
• Solubility.: Chloroform, Dichloromethane
• 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:

97% ^*data from raw suppliers

3''-Hydroxy-2''-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)O)[N+](=O)[O-]
• Uses: 3''-Hydroxy-2''-nitroacetophenone (cas# 53967-72-9) is a compound useful in organic synthesis.

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

There total 6 articles about 1-(3-Hydroxy-2-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: 29.0%

3-Hydroxyacetophenone (121-71-1) → 1-(5-hydroxy-6-nitrophenyl)ethanone (53967-72-9)

Guidance literature:

With sulfuric acid; nitric acid; at -20 ℃; for 0.416667h;

DOI:10.1021/ja0541175

Reference yield: 25.0%

3-Hydroxyacetophenone (121-71-1) → 1-(5-hydroxy-6-nitrophenyl)ethanone (53967-72-9) + 2,6-dinitro-3-hydroxyacetophenone

Guidance literature:

With sulfuric acid; nitric acid; at -20.1 ℃; for 0.25h;

DOI:10.1107/S0108270195007451

Reference yield: 22.0%

3-Hydroxyacetophenone (121-71-1) → 1-(5-hydroxy-2-nitrophenyl)ethan-1-one (30879-49-3) + 1-(5-hydroxy-4-nitrophenyl)ethanone (89942-63-2) + 1-(5-hydroxy-6-nitrophenyl)ethanone (53967-72-9)

Guidance literature:

With acetic acid; potassium nitrate; at 20 - 60 ℃;

DOI:10.1002/cbdv.201000307

upstream raw materials:

3-Hydroxyacetophenone

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

2-nitro-3-methoxybenzoyl chloride

Downstream raw materials:

2'-amino-3'-hydroxyacetophenone

(E)-4-(3-hydroxy-2-nitrophenyl)-4-oxobut-2-enoic acid

methyl 2-methoxy-2-(3-acetyl-2-nitrophenoxy)acetate

methyl (3-acetyl-2-nitrophenoxy)acetate