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

• ChemBase ID: 104981
• Molecular Formular: C14H19NO
• Molecular Mass: 217.30676
• Monoisotopic Mass: 217.14666423
• SMILES: CCOc1cc2c(NC(C)(C)C=C2C)cc1
• Canonical SMILES: CCOc1ccc2c(c1)C(=CC(N2)(C)C)C
• InChI: InChI=1S/C14H19NO/c1-5-16-11-6-7-13-12(8-11)10(2)9-14(3,4)15-13/h6-9,15H,5H2,1-4H3
• InChIKey: DECIPOUIJURFOJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-ethoxy-2,2,4-trimethyl-1,2-dihydroquinoline
• IUPAC Traditional name: ethoxyquin
• Synonyms: 6-Ethoxy-2,2,4-trimethyl-1,2-dihydroquinoline; 1,2-Dihydro-2,2,4-trimethyl-6-ethoxyquinoline; EMQ; Santoflex A; Santoquin; Santoquine; 1,2-Dihydro-6-ethoxy-2,2,4-trimethylquinoline; Ethoxyquin; 6-Ethoxy-1,2-dihydro-2,2,4-trimethylquinoline; ETHOXYQUIN; 1,2-二氢-6-乙氧基-2,2,4-三甲基喹啉; 6-乙氧基-1,2-二氢-2,2,4-三甲基喹啉; 乙氧基喹啉

Database IDs

• CAS Number: 91-53-2
• EC Number: 202-075-7
• MDL Number: MFCD00023883
• Beilstein Number: 158223
• PubChem SID: 24899231; 24845388; 24894671; 162093078; 24868973
• PubChem CID: 3293
• CHEMBL: 172064
• Chemspider ID: 3177
• Unique Ingredient Identifier: 9T1410R4OR
• Wikipedia Title: Ethoxyquin
• E Number: E324

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 2.8444989
• LogD (pH = 7.4): 3.0004482
• Log P: 3.0028498
• Molar Refractivity: 69.6758 cm^3
• Polarizability: 26.000189 Å^3
• Polar Surface Area: 21.26 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; ethanol: soluble50 mL/L, clear, brown; Methanol
• Apperance: Yellow to Brown Liquid
• Melting Point: < 0°C; < 25 °C
• Boiling Point: 123°C; 123–125 °C at 2 mmHg; 123-125°C
• Density: 1.03 g/mL at 20 °C(lit.); 1.030 g/ml

Safety Information

• Storage Condition: -20°C Freezer; Room Temperature (15-30°C), Desiccate, Store Under Nitrogen
• RTECS: VB8225000
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 1
• Risk Statements: 22; R:22
• Safety Statements: 24; S:24
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter

Product Information

• Purity: ≥75% (capillary GC); ≥75% (GC); 90%; 95+%
• Grade: analytical standard; PESTANAL®, analytical standard
• Packaging: ampule of 250 mg
• Empirical Formula (Hill Notation): C14H19NO

DETAILS

MP Biomedicals - 02157963

Purity: 90%
1 ml = approx. 1.03 g

Sigma Aldrich - E8260

Packaging
100, 250 g in glass bottle

Sigma Aldrich - 31519

Legal Information
PESTANAL is a registered trademark of Sigma-Aldrich Laborchemikalien GmbH

Sigma Aldrich - 02810

Other Notes
Increased synthesis of glutathione S-transferase in response to anticarcinogenic antioxidants1

Toronto Research Chemicals - E892800

Antioxidant in feed and food; antidegradation agent for rubber.

REFERENCES

• Wilson, R.H., et al.: Agric. Food Chem., 7, 206 (1959)
• Skaare, J.U., et al.: Xenobiotica, 9, 649 (1959)
• Prochaska, H., et al.: Cancer Res., 48, 4776 (1959)
• Bammler, T., et al.: Toxicol. Sci., 54, 30 (1959)
• Hayes, J., et al.: Cancer, 174, 103 (1959)