Ethoxyquin Chemical Properties

Melting point:

<0°C

Boiling point:

123-125°C

Density 

1.03 g/mL at 20 °C (lit.)

vapor pressure 

0.035Pa at 25℃

refractive index 

1.569~1.571

Flash point:

137 °C

storage temp. 

2-8°C

solubility 

ethanol: 50 mL/L, clear, brown

pka

5.02±0.70(Predicted)

color 

Yellow to Very Dark Brown

Water Solubility 

<0.1 g/100 mL at 20 ºC

Merck 

14,3753

BRN 

158223

Stability:

Stable. Combustible. Incompatible with oxidizing agents, strong acids. Polymerizes if heated. May polymerize upon exposure to light and air.

InChIKey

DECIPOUIJURFOJ-UHFFFAOYSA-N

LogP

3.39

CAS DataBase Reference

91-53-2(CAS DataBase Reference)

NIST Chemistry Reference

Quinoline, 6-ethoxy-1,2-dihydro-2,2,4-trimethyl-(91-53-2)

EPA Substance Registry System

Ethoxyquin (91-53-2)

Safety Information

Hazard Codes 

Xn

Risk Statements 

22

Safety Statements 

24

RIDADR 

3082

WGK Germany 

1

RTECS 

VB8225000

F 

2-8-10

HazardClass 

9

PackingGroup 

III

HS Code 

29334900

Hazardous Substances Data

91-53-2(Hazardous Substances Data)

Toxicity

LD50 orally in rats, mice: 1920, 1730 mg/kg (Piul'skaya)

MSDS

• Language:English Provider:1,2-Dihydro-6-ethoxy-2,2,4-trimethylquinoline
• Language:English Provider:SigmaAldrich

Ethoxyquin Usage And Synthesis

Description

Ethoxyquin is used as an antioxidant in animal feed and caused contact dermatitis in a worker at an animal feed mill.

Chemical Properties

Transparent yellow or brown viscous liquid. Discolors and stains badly. Soluble in benzene, gasoline, ether, ethanol, carbon tetrachloride, acetone, dichloroethane, insoluble in water.

Uses

Ethoxyquin is an antioxidant used in the preservation of color in chili powder, ground chili, and paprika.

Uses

Antioxidant in feed and food; antidegradation agent for rubber.

Definition

ChEBI: Ethoxyquin is a quinoline that is 1,2-dihydroquinoline bearing three methyl substituents at position 2, 2 and 4 as well as an ethoxy substituent at position 6. It has a role as a herbicide, an UDP-glucuronosyltransferase activator, a neuroprotective agent, a Hsp90 inhibitor, a genotoxin, a food antioxidant, a geroprotector and an antifungal agrochemical. It is a member of quinolines and an aromatic ether.

General Description

Clear light yellow to dark brown viscous liquid. Discolors and stains badly. Mercaptan-like odor.

Air & Water Reactions

Polymerizes and darkens in color on exposure to light and air. Insoluble in water.

Reactivity Profile

Ethoxyquin may undergo a hazardous polymerization at temperatures above 320° F. Tends to polymerize and darken in color on exposure to light and air. Not compatible with oxidizing agents and with strong acids .

Hazard

Toxic by ingestion.

Fire Hazard

Ethoxyquin is combustible.

Agricultural Uses

Insecticide, Fungicide, Plant growth regulator, Ingredient in other products: Used for preharvest or postharvest preservation of color in apples and pears. It is used as an antioxidant to preserve color in paprika and ground and powdered chili. Ethoxyquin is also a chemical preservative used in animal feed to prevent ingredients from reacting with oxygen and becoming rancid. It has been known to cause birth defects in pet birds and dogs. Not approved for use in EU countries[ 115]. Registered for use in the U.S.

Trade name

CHEMLEY®[C]; DECCOQUIN 305®; EMQ®; EQ®; NIFLEX®; NIX-SCALD®[C]; SANTOFLEX A®; SANTOFLEX AW®; SANTOQUIN®; SANTOQUINE®; STOP-SCALD®

Contact allergens

Ethoxyquin is used as an antioxidant in animal feed and caused contact dermatitis in a worker at an animal feed mill

Safety Profile

Poison by intraperitoneal route. Moderately toxic by ingestion. Mutation data reported. Combustible when exposed to heat or flame; can react with oxidizing materials. When heated to decomposition it emits toxic fumes of NOx.

Potential Exposure

Quinoline insecticide, fungicide and plant growth regulator. Also and ingredient in other products. Used for preharvest or postharvest preservation of color in apples and pears. It is used as an anti-oxidant to preserve color in paprika and ground and powdered chili. Ethoxyquin also is a chemical preservative used in animal feed to prevent ingredients from reacting with oxygen and becoming rancid. It has been known to cause birth defects in pet birds and dogs

Shipping

UN3082 Environmentally hazardous substances, liquid, n.o.s., Hazard class: 9; Labels: 9-Miscellaneous hazardous material, Technical Name Required

Purification Methods

Purify Ethoxyquin by fractional distillation in vacuo whereby the distillate solidifies to a glass. [Knoevenagel Chem Ber 54 1723, 1730 1921.] The methiodide has m 179o (from EtOH), and the 1-phenylcarbamoyl derivative has m 146-147o (from EtOH). [Beaver et al. J Am Chem Soc 79 1236 1957, Beilstein 21 III/IV 95.]

Incompatibilities

Polymerization can occur on contact with strong light and/or water. Decomposes in temperatures above 150℃. Keep away from oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); strong acids.

Waste Disposal

Do not discharge into drains or sewers. Dispose of waste material as hazardous waste using a licensed disposal contractor to an approved landfill. Consult with environmental regulatory agencies for guidance on acceptable disposal practices. If allowed, Incineration with effluent gas scrubbing is recommended. Containers must be disposed of properly by following package label directions or by contacting your local or federal environmental control agency, or by contacting your regional EPA office

Ethoxyquin(91-53-2)Related Product Information

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