Chinomethionate Chemical Properties

Melting point:

172°

Boiling point:

476.6±55.0 °C(Predicted)

Density 

1.4147 (rough estimate)

vapor pressure 

2.6 x 10^-5 Pa (20 °C)

refractive index 

1.6800 (estimate)

storage temp. 

0-6°C

solubility 

Chloroform (Slightly), Methanol (Slightly, Heated)

form 

Solid

Water Solubility 

1 mg l^-1 (20 °C)

pka

-5.28±0.20(Predicted)

color 

Yellow crystals

Merck 

13,7048

LogP

3.78 at 20℃

NIST Chemistry Reference

Quinomethionate(2439-01-2)

EPA Substance Registry System

Chinomethionate (2439-01-2)

Safety Information

Hazard Codes 

Xn,N

Risk Statements 

20/21/22-36-43-48/22-50/53-62

Safety Statements 

24-37-60-61

RIDADR 

UN3077 9/PG 3

RTECS 

FG1400000

HS Code 

29349990

Hazardous Substances Data

2439-01-2(Hazardous Substances Data)

Toxicity

LD50 in male, female rats (mg/kg): 1800, 1100 orally (Gaines)

Chinomethionate Usage And Synthesis

Description

Chinomethionate is a quinoxaline fungicide and acaricide introduced in 1968 to control powdery mildew and spider mites on fruits, ornamentals, cucurbits, cotton, coffee, tea, tobacco, walnuts, vegetables and glasshouse crops. It is nonsystemic, with contact activity only.

Chemical Properties

Chinomethionate is a tan to yellow crystals. Soluble in benzene, toluene, and dioxane; insoluble in water. It has been shown to have low toxicity to mammals, birds and bees, but is highly toxic to fish and some aquatic invertebrates.

Uses

Chinomethionat exhibits both acaricidal and fungicidal activities. It is a selective, non-systemic contact fungicide with both protective and eradicant control of powdery mildews on fruits, cucurbits, vegetables, ornamentals, tobacco and glasshouse crops.

Definition

ChEBI: A dithioloquinoxaline that results from the formal condensation of 6-methylquinoxaline-2,3-dithiol with phosgene. It has been used as a fungicide and acaricide for the control of mites and powdery mildew on citrus, vegetables, and walnuts, but is not appro ed for use in the EU.

General Description

Yellow crystals. Non-corrosive. Used as a selective fungicide.

Air & Water Reactions

Hydrolyzed in alkaline solution.

Reactivity Profile

A member of the quinoxaline, dithiolane family.

Hazard

Toxic by ingestion and inhalation.

Flammability and Explosibility

Not classified

Safety Profile

Moderately toxic by intraperitoneal, ingestion, and skin contact routes. A pesticide. When heated to decomposition it emits very toxic fumes of NOx and SOx.

Environmental Fate

Chemical/Physical. Reacts with ammonia forming 6-methyl-2,3-quinoxalinedithiol.

Metabolic pathway

Limited information is available to describe the degradation and metabolic fate of chinomethionat. Hydrolytic cleavage of the dithiocarbonate ring is the primary degradation reaction in water, plants and animals.

Degradation

Chinomethionat was degraded at pH 4,7 and 9 at 22 °C with DT₅₀ values of 10 days, 3.3 days and 3.6 hours, respectively. It is degraded under alkaline conditions to yield 6-methyl-2,3-quinoxalinedithiol (2) (PM) as shown in Scheme 1. Clark and Loeffler (1980) reported the extensive photodegradation of chinomethionat in benzene in a nitrogen atmosphere under UV light to yield dimeric condensation products and benzene insertion products.

Mode of action

Chinomethionate reacts with sulfur-containing amino acids in proteins, thereby disrupting the function of many enzymes and other proteins. Because there is no single target site, target site resistance is unlikely.

Chinomethionate(2439-01-2)Related Product Information

• ACEQUINOCYL
• Bensulfuron methyl
• METSULFURON METHYL
• Dimethyl disulfide
• Methyl acetate
• Methyl acrylate
• Mesityl oxide
• Methyl cyclopentenolone
• Kresoxim-methyl
• Methylparaben
• Thiophanate-methyl
• VERNOLATE
• 4-Methyl-2-pentanone
• Quinoxaline
• Methyl
• Methyl bromide
• 6-Methylquinoxaline
• S,S'-Dimethyl dithiocarbonate