DINOBUTON Chemical Properties

Melting point:

61-62℃

Boiling point:

464.35°C (rough estimate)

Density 

1.2731 (rough estimate)

refractive index 

1.5110 (estimate)

Water Solubility 

Insoluble in water

Merck 

13,3315

BRN 

2065340

CAS DataBase Reference

973-21-7

EPA Substance Registry System

Dinobuton (973-21-7)

Safety Information

Hazard Codes 

T,N

Risk Statements 

25-50/53

Safety Statements 

37-45-60-61

RIDADR 

2779

WGK Germany 

3

RTECS 

FF9100000

HazardClass 

6.1(b)

PackingGroup 

III

HS Code 

29209090

Hazardous Substances Data

973-21-7(Hazardous Substances Data)

Toxicity

LD50 in male, female rats (mg/kg): 59, 71 orally (Gaines)

DINOBUTON Usage And Synthesis

Uses

Dinobuton is a non-systemic fungicide, active against powdery mildews in apples, cotton and vegetables.

Uses

Miticide.

Definition

ChEBI: Dinobuton is a C-nitro compound.

Metabolic pathway

Dinobuton is metabolised in plants and animals via common metabolic pathways. The primary reaction is hydrolytic cleavage of the carbonate-dinitrophenyl linkage to yield dinoseb. Further reduction of the nitro-groups of dinoseb yields the corresponding monoamino and diamino analogues. Acetylation and deamination via hydroxylation/ elimination, and oxidation of the sec-butyl moiety also occurred. N- and O-Conjugation as glucosides and glucuronides occurred in both plants and animals. The metabolic pathways of dinobuton are presented in Scheme 1.

Degradation

There is limited information on the hydrolytic stability of dinobuton (1). Marchenko and Vakulenko (1983) reported that the hydrolysis DT₅₀ values of dinobuton in pH 2, 7 and 11 buffer solutions at 22 °C were 15 days, 17 days and 4 hours, respectively. In vitro studies showed the rapid hydrolysis of dinobuton to dinoseb [ 2-sec-butyl-4,6-dinitrophenol (2)] by tissue homogenates of spider mites and animal tissues. Once generated, dinoseb was stable to hydrolytic and photolytic degradation under acidic condition but was readily degraded under alkaline conditions (Brestkin et al., 1978; Molnar, 1935). Uncharacterised complex polar materials were reported as photodecomposition products of dinoseb (Matsuo and Casida, 1970). Grechko et al. (1986) reported that the DTW for dinobuton in aqueous solution under UV light irradiation (365 nm) was <30 min.

DINOBUTON(973-21-7)Related Product Information

• METHYL ISOPROPYL CARBONATE
• 2-sec-Butylphenol
• 4,6-Dinitro-2-sec-butylphenol
• 4-METHOXY-3-NITROANILINE
• 2-Methyl-4,6-dinitrophenol
• Fast Scarlet RC Base
• 1-ISOPROPYL-4-NITROBENZENE
• DINOSEB METHYL ETHER
• 2-METHYL-4,6-DINITROANISOLE
• 1-Methoxy-2,4-dinitrobenzene
• 2-ISOPROPYL-6-NITROPHENOL
• DINOBUTON
• N-PROPYLCARBAMATE
• 5-NITRO-2-METHOXY-1-ISOPROPYLBENZOL
• 2-ISOPROPYL-4-NITROPHENOL
• Phenol, 2-amino-6-(1-methylethyl)- (9CI)
• 2-Methyl-6-nitroanisole
• o-Anisidine, 3-isopropyl- (5CI)