The following Pesticide Hazard Tricolour (PHT) alerts are based on the data in the tables below. An absence of an alert does not imply the substance has no implications for human health, biodiversity or the environment but just that we do not have the data to form a judgement. The alerts for Highly Hazardous Pesticides (HHPs) are based on applying the FAO/WHO (Type 1) and the PAN (Type II) criteria to PPDB data. Further details on the HHP indicators are given in the tables below. Neither the PHT nor the HHP hazard alerts take account of usage patterns or exposure, thus they do not represent risk.
PHT: Environmental fate
PHT: Ecotoxicity
PHT: Human health
Highly Hazardous Pesticide
Human health Moderate alert: Mammals acute toxicity: Moderate
Warning: Significant data are missing
GENERAL INFORMATION
Description
An obsolete acaricide and fungicide
Example pests controlled
Powdery mildew; Downy mildew; Leafspot; Scab
Example applications
Poatoes; Tomatoes; Peppers; Fruit including grape; strawberries; melons
Efficacy & activity
-
GB regulatory status
GB COPR regulatory status
Not approved
Date COPR inclusion expires
Not applicable
GB LERAP status
No UK approval for use as a plant protection agent
EC Regulation 1107/2009 (repealing 91/414)
EC Regulation 1107/2009 status
Not approved
Dossier rapporteur/co-rapporteur
Not applicable
Date EC 1107/2009 inclusion expires
Not applicable
EU Candidate for substitution (CfS)
Not applicable
Listed in EU database
No
Approved for use (✓) under EC 1107/2009 in the following EU Member States
ATAustria
BEBelgium
BGBulgaria
CYCyprus
CZCzech Republic
DEGermany
DKDenmark
EEEstonia
ELGreece
ESSpain
FIFinland
FRFrance
HRCroatia
HUHungary
IEIreland
ITItaly
LTLithuania
LULuxembourg
LVLatvia
MTMalta
NLNetherlands
PLPoland
PTPortugal
RORomania
SESweden
SISlovenia
SKSlovakia
Approved for use (✓) under EC 1107/2009 by Mutual Recognition of Authorisation and/or national regulations in the following EEA countries
ISIceland
NONorway
Additional information
Also used in
-
Chemical structure
Isomerism
Dinosulfon exhibits optical isomerism due to a single chiral centre in its 1-methylbutyl (or sec-amyl) side chain ether-linked to the oxygen at the 4-position of the phenolic ring, producing two enantiomers: (R)- and (S)-configurations. This stereogenic carbon, featuring a methyl group, an ethyl group, a hydrogen, and the phenoxy moiety, creates non-superimposable mirror images, while the 2,6-dinitro substituents on the benzene ring and the lack of double bonds or additional asymmetric elements prevent geometric or diastereomeric isomerism. Technical-grade material is manufactured as a racemic mixture.
Considered obsolete but may be available in some countries
Introduction & key dates
1968, first reported
Example manufacturers & suppliers of products using this active now or historically
DowElanco
Example products using this active
-
Formulation and application details
Typically formulated as wettable powders and emulsifiable concentrates
Commercial production
Dinosulfon is produced commercially through a controlled multi step organic synthesis that yields its thiocarbonate ester structure. Industrial production begins with nitration of a substituted phenolic precursor to introduce nitro groups, followed by alkylation with a branched heptyl side chain. This intermediate is then reacted with methylthiocarbonyl chloride (or similar thiocarbonyl reagents) to form the S methyl O [2 (1 methylheptyl) 4,6 dinitrophenyl] thiocarbonate, the active ingredient. The crude product undergoes purification by solvent extraction and recrystallisation to remove impurities, and is subsequently dried and milled into a stable powder.
Impact on climate of production and use
-
ENVIRONMENTAL FATE
Property
Value
Source; quality score; and other information
Interpretation
Solubility - In water at 20 °C at pH 7 (mg l⁻¹)
-
-
-
Solubility - In organic solvents at 20 °C (mg l⁻¹)
-
-
-
Melting point (°C)
-
-
-
Boiling point (°C)
-
-
-
Degradation point (°C)
-
-
-
Flashpoint (°C)
-
-
-
Octanol-water partition coefficient at pH 7, 20 °C
P
-
-
-
Log P
-
-
-
Fat solubility of residues
Solubility
-
-
-
Data type
-
-
-
Density (g ml⁻¹)
-
-
-
Dissociation constant pKa) at 25 °C
-
-
-
-
Vapour pressure at 20 °C (mPa)
-
-
-
Henry's law constant at 25 °C (Pa m³ mol⁻¹)
-
-
-
Volatilisation as max % of applied dose lost
From plant surface
-
-
-
From soil surface
-
-
-
Maximum UV-vis absorption L mol⁻¹ cm⁻¹
-
-
-
Surface tension (mN m⁻¹)
-
-
-
Degradation
Property
Value
Source; quality score; and other information
Interpretation
General biodegradability
-
Soil degradation (days) (aerobic)
DT₅₀ (typical)
-
-
-
DT₅₀ (lab at 20 °C)
-
-
-
DT₅₀ (field)
-
-
-
DT₉₀ (lab at 20 °C)
-
-
-
DT₉₀ (field)
-
-
-
DT₅₀ modelling endpoint
-
-
-
Note
-
Dissipation rate RL₅₀ (days) on plant matrix
Value
-
-
-
Note
-
Dissipation rate RL₅₀ (days) on and in plant matrix
Value
-
-
-
Note
-
Aqueous photolysis DT₅₀ (days) at pH 7
Value
-
-
-
Note
-
Aqueous hydrolysis DT₅₀ (days) at 20 °C and pH 7
Value
-
-
-
Note
-
Water-sediment DT₅₀ (days)
-
-
-
Water phase only DT₅₀ (days)
-
-
-
Sediment phase only DT₅₀ (days)
-
-
-
Air degradation
As this parameter is not normally measured directly, a surrogate measure is used: ‘Photochemical oxidative DT₅₀’. Where data is available, this can be found in the Fate Indices section below.
Decay in stored produce DT₅₀
-
Soil adsorption and mobility
Property
Value
Source; quality score; and other information
Interpretation
Linear
Kd (mL g⁻¹)
-
-
-
Koc (mL g⁻¹)
-
Notes and range
-
Freundlich
Kf (mL g⁻¹)
-
-
-
Kfoc (mL g⁻¹)
-
1/n
-
Notes and range
-
pH sensitivity
-
Fate indices
Property
Value
Source; quality score; and other information
Interpretation
GUS leaching potential index
-
-
-
SCI-GROW groundwater index (μg l⁻¹) for a 1 kg ha⁻¹ or 1 l ha⁻¹ application rate
Value
Cannot be calculated
-
-
Note
-
Potential for particle bound transport index
-
-
-
Potential for loss via drain flow
-
-
-
Photochemical oxidative DT₅₀ (hrs) as indicator of long-range air transport risk
-
-
-
Bio-concentration factor
BCF (l kg⁻¹)
-
-
-
CT₅₀ (days)
-
-
Known metabolites
None
ECOTOXICOLOGY
Terrestrial ecotoxicology
Property
Value
Source; quality score; and other information
Interpretation
Mammals - Acute oral LD₅₀ (mg kg⁻¹)
> 1000
Q3 Q = Miscellaneous data from online sources 3 = Unverified data of known source
Lewis, K.A., Tzilivakis, J., Warner, D. and Green, A. (2016) An international database for pesticide risk assessments and management. Human and Ecological Risk Assessment: An International Journal, 22(4), 1050-1064. DOI: 10.1080/10807039.2015.1133242
Human health
Warning:
