1,2-dihydro-2,2,4-trimethyl-6-ethoxyquinoline
Ethoxyquin
CAS: 91-53-2
Molecular Formula: C14H19NO
1,2-dihydro-2,2,4-trimethyl-6-ethoxyquinoline - Names and Identifiers
| Name | Ethoxyquin |
| Synonyms | amea100 antageaw Ethoxyquin Ethoxyquine AntioxidantAW antioxidantec Ethoxy Quinoline Anti-oxidizing quinoline 6-Ethoxy-2,2,4-trimethylquinoline 2,2,4-trimethyl-6-ethoxy-1,2-dihydroquinoline 6-ethoxy-1,2-dihydro-2,2,4-trimethyl-quinolin 6-Ethoxyl-2,2,4-trimethyl-1,2-dihydrquinoline 6-ethoxy-2,2,4-trimethyl-1,2-dihydroquinoline 6-Ethoxy-1,2-dihydro-2,2,4-trimethylquinoline 1,2-dihydro-2,2,4-trimethyl-6-ethoxyquinoline 2,2,4-trimethyl-6-ethoxy-1,2-di hydroquinoline |
| CAS | 91-53-2 |
| EINECS | 202-075-7 |
| InChI | InChI=1/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 |
1,2-dihydro-2,2,4-trimethyl-6-ethoxyquinoline - Physico-chemical Properties
| Molecular Formula | C14H19NO |
| Molar Mass | 217.31 |
| Density | 1.03 g/mL at 20 °C (lit.) |
| Melting Point | <0°C |
| Boling Point | 123-125°C |
| Flash Point | 137 °C |
| Water Solubility | <0.1 g/100 mL at 20 ºC |
| Solubility | ethanol: 50mL/L, clear, brown |
| Vapor Presure | 0.035Pa at 25℃ |
| Appearance | neat |
| Color | Yellow to Very Dark Brown to Thick |
| Merck | 14,3753 |
| BRN | 158223 |
| pKa | 5.02±0.70(Predicted) |
| Storage Condition | 2-8°C |
| Stability | Stable. Combustible. Incompatible with oxidizing agents, strong acids. Polymerizes if heated. May polymerize upon exposure to light and air. |
| Refractive Index | 1.569~1.571 |
| Physical and Chemical Properties | boiling point 169℃ (1466Pa), 123~125℃ (266Pa), refractive index 1.569~1.672 (25℃). Not soluble in water, soluble in benzene, gasoline, aether, carbon tetrachloride, acetone and dichloroethane |
| Use | As a food preservative, it is a special effect agent, antioxidant and preservative to prevent apple skin disease. |
1,2-dihydro-2,2,4-trimethyl-6-ethoxyquinoline - Risk and Safety
| Hazard Symbols | Xn - Harmful |
| Risk Codes | 22 - Harmful if swallowed |
| Safety Description | 24 - Avoid contact with skin. |
| UN IDs | 3082 |
| WGK Germany | 1 |
| RTECS | VB8225000 |
| FLUKA BRAND F CODES | 2-8-10 |
| HS Code | 29334900 |
| Hazard Class | 9 |
| Packing Group | III |
| Toxicity | LD50 orally in rats, mice: 1920, 1730 mg/kg (Piul'skaya) |
1,2-dihydro-2,2,4-trimethyl-6-ethoxyquinoline - Nature
Open Data Verified Data
light amber oily viscous liquid. Soluble in benzene, gasoline, alcohol, acetone, ether, carbon tetrachloride, dichloroethane, insoluble in water.
Last Update：2024-01-02 23:10:35
1,2-dihydro-2,2,4-trimethyl-6-ethoxyquinoline - Preparation Method
Open Data Verified Data
It is generally obtained by the condensation of p-aminophenyl ether with acetone under the action of a catalyst.
Last Update：2022-01-01 10:10:00
1,2-dihydro-2,2,4-trimethyl-6-ethoxyquinoline - Use
Open Data Verified Data
ethoxyquinoline has fresh-keeping and antioxidant effects. Mainly used for fruit preservation, prevention and treatment of apple skin disease, pear and banana black skin disease. China's provisions can be used for Apple preservation, according to the production needs of the appropriate amount of use, the residue of 1 mg/kg. Can also be used for vitamin A, vitamin D, beta carotene, fat and other substances antioxidant.
Last Update：2022-01-01 10:10:00
1,2-dihydro-2,2,4-trimethyl-6-ethoxyquinoline - Safety
Open Data Verified Data
oral LD50 of rats and mice: 1920mg/kg, 1730mg/kg.
Last Update：2022-01-01 10:10:01
1,2-dihydro-2,2,4-trimethyl-6-ethoxyquinoline - Reference Information
| LogP | 3.39 |
| NIST chemical information | information provided by: webbook.nist.gov (external link) |
| EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
| trait | light amber oily liquid. Boiling Point: 169 °c ↑ 1466.5Pa ↑, 123-125 °c ↑ 266.6Pa ↑ ﹚. Relative density 1.029-1.031 ﹙ 25 °c/25 °c ﹚. The refractive index is 672 − 1 − 25 ° C. − 1 ﹚. Insoluble in water, soluble in benzene, gasoline, ether, alcohol, carbon tetrachloride, acetone and two chlorinated alkanes. |
| Application | ethoxyquinoline gradually turns dark brown after long standing in light air, it is widely used as an antioxidant additive in feed in the vocabulary industry. |
| identification test | a solution of 1 mg of sample in 10ml of acetonitrile should exhibit strong fluorescence when observed under short-wavelength ultraviolet light. |
| content analysis | accurately weigh a sample of about 200mg and put it in a beaker containing 50ml of glacial acetic acid, immediately titrated with 0.1mol/L perchloric acid in glacial acetic acid to determine the end point by potentiometry. At the same time, the blank test was carried out and the necessary correction was made. Each mL of 0.1mol/L perchloric acid corresponds to 21.73mg of ethoxyquin (C14H19NO). |
| toxicity | GRAS(FDA,§ 172.140,2000). LD50 800mg/kg (rat, oral). |
| usage limit | GB 2760-96: fresh-keeping Apple, limited to GMP, residue @ ≤ 1 mg/kg. FDA,§ 172.140(2000): color protection @ |
| Use | is mainly used for rubber anti-aging, to prevent ozone-induced cracking has excellent protective performance, particularly suitable for use in dynamic conditions of rubber products used as food preservatives, is to prevent apple skin disease effects of agents, antioxidants, preservatives ethoxyquinoline generally spray on the surface of the feed, can effectively prevent feed oil rancidity and protein oxidation, and can prevent the deterioration of vitamins, with antioxidant effect. Feed dosage 100-150g/kg. ethoxyquinoline has fresh-keeping and antioxidant effects. Mainly used for fruit preservation, prevention and treatment of apple skin disease, pear and banana black skin disease. China's provisions can be used for Apple preservation, according to the production needs of the appropriate amount of use, the residue of 1 mg/kg. Can also be used for vitamin A, vitamin D, beta carotene, fat and other substances antioxidant. The effect is basically the same as BHA and BHT, but the price is cheap. ethoxyquinoline is the best antioxidant and suitable for complete feed. It has high antioxidant efficiency, safe and non-toxic, easy to use, no accumulation in animals and other characteristics. It prevents oxidative spoilage of the feed and maintains the energy of the animal protein feed. In feed mixing and storage process can prevent the destruction of vitamin A, vitamin E, lutein. Prevents the oxidative loss of fat-soluble vitamins and pigments. Inhibition of self Fever, improve the quality of fish meal, but also can make the animal weight gain. Improve the conversion rate of feed, promote the animal to pigment full effect, prevent vitamin A, E deficiency, prolong the shelf life of feed, with higher market price. Ethoxyquinoline powder is recognized as the most effective, economical and practical feed antioxidant in the world. |
| production method | is generally obtained by condensation of p-aminophenyl ether with acetone under the action of a catalyst. The p-aminophenyl Ether and the catalyst (p-toluenesulfonic acid or iodine) were condensed with acetone vapor at 155-165 °c under stirring. The water formed by the reaction and the unreacted acetone were condensed and fed to an acetone recovery apparatus to recover the acetone. After completion of the reaction, the product was obtained by distillation. Each ton of product consumption of aminophenyl ether 1000kg, acetone 800kg, benzene sulfonic acid 100kg. 1%I2 can also be used as catalyst to condense at 120~130 ℃ acetone vapor is introduced into p-aminophenyl ether, which is cyclized at 120~130 ℃ under the catalysis of 1% iodine, it was then isolated by distillation. |
| category | toxic substances |
| toxicity grade | poisoning |
| Acute toxicity | oral-rat LD50 800 mg/kg; Oral-mouse LD50: 1584 mg/kg |
| flammability hazard characteristics | flammable, spicy and irritating smoke |
| storage and transportation characteristics | warehouse low temperature, ventilation, dry; Fire protection; And oxidant, separate storage of food raw materials |
| fire extinguishing agent | water, carbon dioxide, dry powder, foam |
| toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |
Last Update：2024-04-09 21:11:58
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