Review Article

Ethoxyquin: An Antioxidant Used in Animal Feed

Table 2

Physical and chemical properties of ethoxyquin.

Properties of EQ

Molecular formulaC14H19NO
Molecular mass217.34 [g mol−1]
IUPAC name1,2-dihydro-2,2,4-trimethylquinolin-6-yl ethyl ether
CAS name6-ethoxy-1,2-dihydro-2,2,4-trimethylquinoline
Chemical classQuinoline
Melting point0°Ca
Boiling point123–125°C at 2 mm Hga
SolubilityInsoluble in water, soluble in fat and animal and plant oils, and soluble in ethanol, methanol, DMSO, and DMF
Vapor density7.48 (AIR = 1)a
StabilityStable under ordinary conditions, storage temp. 0–6°C
Spectral propertiesIndex of refraction: 1.569–1.672 at 25°Ca
Max absorption: 354 nm. Intense mass spectral peaks: 202 m/z (100%), 108 m/z (53%), 174 m/z (48%), and 137 m/z (36%)a
13C NMR in CDCl3 EQ (8% solution) in ppm: 151.2 (EQ-C-6); 137.6 (EQ-C-4); 129.5 (EQ-C-3); 128.5 (EQ-C-9); 122.8 (EQ-C-10); 114.6 (EQ-C-8); 113.6 (EQ-C-7); 111.1 (EQ-C-5); 64.2 (EQ-CH2-O); 51.6 (EQ-C-2); 30.4 (EQ-CH3-4); 18.5 (EQ-CH3-4); 15.0 (EQ-CH3-CH2-O-)b

According to the National Library of Medicine HSDB Database (last revision date: 2003) [18].
bAccording to Błaszczyk and Skolimowski [19].
DMSO: dimethyl sulfoxide, DMF: N,N-dimethylformamide.