ChemicalBook > CAS DataBase List > Ethoxyquin

Ethoxyquin

Product Name
Ethoxyquin
CAS No.
91-53-2
Chemical Name
Ethoxyquin
Synonyms
eq;Ethoxiquin;emq;Santoflex;ethoxyquine;ETMDQ;niflex;amea100;niflexd;antageaw
CBNumber
CB5296077
Molecular Formula
C14H19NO
Formula Weight
217.31
MOL File
91-53-2.mol
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Ethoxyquin Property

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
form 
Liquid
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)
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Safety

Hazard Codes 
Xn
Risk Statements 
22
Safety Statements 
24
RIDADR 
3082
WGK Germany 
1
RTECS 
VB8225000
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)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
E8260
Product name
Ethoxyquin
Purity
≥75% (capillary GC)
Packaging
100g
Price
$85.78
Updated
2025/07/31
Sigma-Aldrich
Product number
PHR3513
Product name
Ethoxyquin
Purity
Pharmaceutical Secondary Standard; Certified Reference Material
Packaging
500 mg
Price
$312
Updated
2025/07/31
Sigma-Aldrich
Product number
31519
Product name
Ethoxyquin
Purity
PESTANAL , analytical standard
Packaging
250mg
Price
$27.9
Updated
2025/07/31
TCI Chemical
Product number
E0237
Product name
6-Ethoxy-2,2,4-trimethyl-1,2-dihydroquinoline [Antioxidant for rubber]
Purity
>90.0%(GC)
Packaging
25g
Price
$45
Updated
2025/07/31
TCI Chemical
Product number
E0237
Product name
6-Ethoxy-2,2,4-trimethyl-1,2-dihydroquinoline [Antioxidant for rubber]
Purity
>90.0%(GC)
Packaging
500g
Price
$179
Updated
2025/07/31
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Ethoxyquin Chemical Properties,Usage,Production

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.

Synthesis

156-43-4

67-64-1

91-53-2

The general procedure for the synthesis of ethoxyquinoline from p-ethoxyaniline and acetone was as follows: 100 kg of p-aminoanisole, 30 kg of the solvent acetic anhydride and 5 kg of the catalyst cuprous chloride were added to the reaction tank and mixed thoroughly. Subsequently, the reaction mixture was heated to 130°C, and the titration rate of acetone was controlled by a rotameter at atmospheric pressure, and a total of 210 kg of acetone was titrated. The reaction lasted for 12 hours, during which the content of ethoxyquinoline in the reaction mixture was determined periodically. When the content of ethoxyquinoline reached 90% or higher, the reaction mixture was cooled to 75°C. Water and unreacted acetone produced during the reaction were recovered by condensation and the acetone was recycled.

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

References

[1] Heteroatom Chemistry, 2012, vol. 23, # 6, p. 598 - 604
[2] Chemische Berichte, 1921, vol. 54, p. 1723,1730
[3] Bioorganic and Medicinal Chemistry Letters, 2014, vol. 24, # 21, p. 5081 - 5085
[4] Patent: CN104961679, 2016, B. Location in patent: Paragraph 0023; 0044-0053
[5] European Journal of Pharmaceutical Sciences, 2018, vol. 118, p. 67 - 79

Ethoxyquin Preparation Products And Raw materials

Raw materials

Preparation Products

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Ethoxyquin Suppliers

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View Lastest Price from Ethoxyquin manufacturers

Hebei Chuanghai Biotechnology Co,.LTD
Product
Ethoxyquin 91-53-2
Price
US $10.70/kg
Min. Order
10kg
Purity
95%
Supply Ability
10000kg
Release date
2025-06-10
Hebei Chuanghai Biotechnology Co., Ltd
Product
powder Ethoxyquin 66% 91-53-2
Price
US $1.00/PCS
Min. Order
1PCS
Purity
99%
Supply Ability
10 mt
Release date
2024-10-28
HebeiShuoshengImportandExportco.,Ltd
Product
Ethoxyquin 91-53-2
Price
US $6.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
2000KG/Month
Release date
2024-08-08

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