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DINOBUTON

Basic information Safety Supplier Related

DINOBUTON Basic information

Product Name:
DINOBUTON
Synonyms:
  • ACREX
  • ACARELTE UO
  • 2-SEC-BUTYL-4,6-DINITROPHENYLISO-PROPYLCARBONATE
  • TALAN
  • DRAWINOL
  • DINOBUTON
  • Dinobuton(content>10%)
  • Dinobuton liquid(content>2%)
CAS:
973-21-7
MF:
C14H18N2O7
MW:
326.3
EINECS:
213-546-1
Product Categories:
  • D
  • DAlphabetic
  • DID - DINPesticides
  • Dinitrophenol compounds
  • Fungicides
  • Pesticides
  • AcaricidesPesticides&Metabolites
  • Alpha sort
  • Pesticides&Metabolites
Mol File:
973-21-7.mol
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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)
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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)
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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.

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