(2E)-4-(3-Hydroxy-2-nitrophenyl)-4-oxo-2-butenoic Acid

Base Information

• Chemical Name: (2E)-4-(3-Hydroxy-2-nitrophenyl)-4-oxo-2-butenoic Acid
• CAS No.: 224044-66-0
• Molecular Formula: C₁₀H₇NO₆
• Molecular Weight: 237.169
• DSSTox Substance ID: DTXSID00474146
• Nikkaji Number: J1.142.782K
• Wikidata: Q82303961
• Mol file: 224044-66-0.mol

Synonyms:224044-66-0;(2E)-4-(3-Hydroxy-2-nitrophenyl)-4-oxo-2-butenoic Acid;(E)-4-(3-Hydroxy-2-nitrophenyl)-4-oxobut-2-enoic acid;FT-0669897;DTXSID00474146

Chemical Property of (2E)-4-(3-Hydroxy-2-nitrophenyl)-4-oxo-2-butenoic Acid

Chemical Property:

• PSA: 120.42000
• LogP: 1.64710
• Solubility.: Dichloromethane, Methanol
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 237.02733694
• Heavy Atom Count: 17
• Complexity: 358

Purity/Quality:

95% ^*data from raw suppliers

(2E)-4-(3-Hydroxy-2-nitrophenyl)-4-oxo-2-butenoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C(=C1)O)[N+](=O)[O-])C(=O)C=CC(=O)O
• Isomeric SMILES: C1=CC(=C(C(=C1)O)[N+](=O)[O-])C(=O)/C=C/C(=O)O
• Uses: (2E)-4-(3-Hydroxy-2-nitrophenyl)-4-oxo-2-butenoic Acid is used in the preparation of human UV filters.

Technology Process of (2E)-4-(3-Hydroxy-2-nitrophenyl)-4-oxo-2-butenoic Acid

There total 2 articles about (2E)-4-(3-Hydroxy-2-nitrophenyl)-4-oxo-2-butenoic 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: 55.0%

1-(5-hydroxy-6-nitrophenyl)ethanone (53967-72-9) + Glyoxilic acid (298-12-4) → (E)-4-(3-hydroxy-2-nitrophenyl)-4-oxobut-2-enoic acid (93367-77-2,224044-66-0)

Guidance literature:

at 120 ℃; for 24h;

DOI:10.1016/j.tet.2007.03.133

Reference yield:

3-Hydroxyacetophenone (121-71-1) → (E)-4-(3-hydroxy-2-nitrophenyl)-4-oxobut-2-enoic acid (93367-77-2,224044-66-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 25 percent / Cu(NO₃)2*2.5H₂O / acetic acid; acetic anhydride / 10 - 15 °C

2: 55 percent / 24 h / 120 °C

With copper(II) nitrate; In acetic anhydride; acetic acid;

DOI:10.1016/j.tet.2007.03.133

upstream raw materials:

1-(5-hydroxy-6-nitrophenyl)ethanone

Glyoxilic acid

3-Hydroxyacetophenone