Ethoxyquin

Base Information

• Chemical Name: Ethoxyquin
• CAS No.: 91-53-2
• Deprecated CAS: 8047-04-9,8047-14-1,124448-33-5,124448-33-5,8047-14-1
• Molecular Formula: C14H19NO
• Molecular Weight: 217.311
• Hs Code.: 2933.40
• European Community (EC) Number: 202-075-7
• NSC Number: 6795
• UNII: 9T1410R4OR
• DSSTox Substance ID: DTXSID9020582
• Nikkaji Number: J3.556D
• Wikipedia: Ethoxyquin
• Wikidata: Q1657816
• NCI Thesaurus Code: C63640
• Pharos Ligand ID: FDDXNZ4CH713
• Metabolomics Workbench ID: 48568
• ChEMBL ID: CHEMBL172064
• Mol file: 91-53-2.mol

Synonyms:1,2-Dihydro-6-Ethoxy-2,2,4-Trimethylquinoline;6-ethoxy-2,2,4-trimethyl-1,2-dihydroquinoline;6-ETMDQ;Ethoxyquin;Santoquin

Chemical Property of Ethoxyquin

Chemical Property:

• Appearance/Colour: Yellow liquid
• Vapor Pressure: 0.00014mmHg at 25°C
• Melting Point: <0 °C
• Refractive Index: 1.569~1.571
• Boiling Point: 333.1 °C at 760 mmHg
• PKA: 5.02±0.70(Predicted)
• Flash Point: 137.8 °C
• PSA: 21.26000
• Density: 0.976 g/cm³
• LogP: 3.83070
• Storage Temp.: 0-6°C
• Solubility.: ethanol: 50 mL/L, clear, brown
• Water Solubility.: <0.1 g/100 mL at 20℃
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 217.146664230
• Heavy Atom Count: 16
• Complexity: 283

Purity/Quality:

95% ^*data from raw suppliers

Ethoxyquin ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22
• Safety Statements: 24

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Uses -> Animal Feed Additives
• Canonical SMILES: CCOC1=CC2=C(C=C1)NC(C=C2C)(C)C
• Recent ClinicalTrials: Oxidant Status and Effect of Antioxidant in Immune Thrombocytopenia
• Description: Ethoxyquin is used as an antioxidant in animal feed and caused contact dermatitis in a worker at an animal feed mill.
• Uses: Antioxidant in feed and food; antidegradation agent for rubber. Antifungal Ethoxyquin is an antioxidant used in the preservation of color in chili powder, ground chili, and paprika.

Technology Process of Ethoxyquin

There total 5 articles about Ethoxyquin 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: 92.0%

4-Ethoxyaniline (156-43-4) + acetone (67-64-1) → Ethoxyquin (91-53-2)

Guidance literature:

at 60 - 110 ℃; for 8h; under 760.051 Torr; Temperature; Ionic liquid;

Reference yield: 80.9%

Aceton-<4-aethoxy-phenylimin> (63302-38-5) + ((2-methyl-1,3-dioxolan-2-yl)methyl)magnesium chloride → Ethoxyquin (91-53-2)

Guidance literature:

Aceton-<4-aethoxy-phenylimin>; ((2-methyl-1,3-dioxolan-2-yl)methyl)magnesium chloride; In tetrahydrofuran; toluene; at 20 - 60 ℃; for 12h;

With hydrogenchloride; In water; at 20 ℃; for 5h; Concentration;

Reference yield:

4-Hydroxy-4-methyl-2-pentanone (123-42-2) + 4-Ethoxyaniline (156-43-4) → Ethoxyquin (91-53-2)

Guidance literature:

With toluene-4-sulfonic acid; at 87 - 150 ℃;

upstream raw materials:

4-Ethoxyaniline

acetone

4-Hydroxy-4-methyl-2-pentanone

Aceton-<4-aethoxy-phenylimin>

Downstream raw materials:

6-ethoxy-2,2,4-trimethyl-1-phenylcarbamoyl-1,2-dihydro-quinoline

6-ethoxy-1-(3,4-dichloro-phenylcarbamoyl)-2,2,4-trimethyl-1,2-dihydro-quinoline

2,4-dimethyl-6-ethoxy-quinoline

6-ethoxy-2,2,4-trimethyl-1,3-dihydroquinoline

Refernces

• 1、 -. "Preparation method of anti-aging agent AW". Paragraph 0027-0031. . Retrieved 2021/08/25.
• 2、 Ribeiro, Carlos J.A.,Kankanala, Jayakanth,Shi, Ke,Kurahashi, Kayo,Kiselev, Evgeny,Ravji, Azhar,Pommier, Yves,Aihara, Hideki,Wang, Zhengqiang. "New fluorescence-based high-throughput screening assay for small molecule inhibitors of tyrosyl-DNA phosphodiesterase 2 (TDP2)". . p. 67 - 79. Retrieved 2018/04/02.