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dinoseb (Ref: HOE 26150)
** DNBP ** dinosebe ** dinitro-general ** DN 289 ** Translations

Environmental Fate - Ecotoxicology - Human Health - A to Z Index - Home

SUMMARY

Dinoseb is a banned herbicide that was once widely used. It has a moderate aqueous solubility, is volatile and has a high potential for leaching to groundwater. It is not generally persistent in soil systems but can be persistent in water. It is highly toxic to mammals and may cause development/reproduction effects. Dinoseb is also a know irritant. It is highly toxic to birds, moderately toxic to fish but presents less of a risk to honeybees.

GENERAL INFORMATION Click here for an explantaion of the general chemical status information
for dinoseb

Description: An obsolete dinitrophenol herbicide that was used for post-emergence weed control in a variety of crops including cereals, vegetables and some soft fruit

Example pests controlled: Crabgrass; Barnyardgrass; Pigweed; Lambsquarters; Foxtails; Sorrel

Example applications: Soybeans; Cereals; Cotton; Fruit including citrus, grapes, bluebrries, currants, gooseberries; Nuts; Lucerne

Efficacy & activity: -

Availability status: Obsolete, Banned

Introduction & key dates: 1945, first reported

EC Regulation 1107/2009 (repealing 91/414):
Status Not approved
Dossier rapporteur/co-rapporteur Not applicable
Date inclusion expires Expired
EU Candidate for substitution (CfS) Not applicable
Listed in EU database Yes

Approved for use () or known to be used () in the following European countries: Click to access a note on the approvals information on this site

AT

BE

BG

CY

CZ

DE

DK

EE

EL

ES

FI

FR

HR

HU

IE

IT

LT

LU

LV

MT

NL

PL

PT

RO

SE

SI

SK

UK

Chemical structure: Click here for further information on the general chemical status information used on this site
Isomerism A chiral molecule
Chemical formula C10H12N2O5
Canonical SMILES CCC(C)C1=CC(=CC(=C1O)[N+](=O)[O-])[N+](=O)[O-]
Isomeric SMILES No data
International Chemical Identifier key (InChIKey) OWZPCEFYPSAJFR-UHFFFAOYSA-N
International Chemical Identifier (InChI) InChI=1S/C10H12N2O5/c1-3-6(2)8-4-7(11(14)15)5-9(10(8)13)12(16)17/h4-6,13H,3H2,1-2H3
2D structure diagram/image available? Yes

Click to access the Cambridge Crystallographic Data Centre (CCDC) website
Cambridge Crystallographic Data Centre diagrams:
Common Name Relationship Link
Dinoseb Unstated isomer Click here for the CCDC structure diagram

General status: Click here for further information on the general chemical status information used on this site
Pesticide type Herbicide
Substance group Dinitrophenol
Minimum active substance purity >95%
Known relevant impurities -
Substance origin Synthetic
Mode of action Contact. Inhibits respiratory electron transport and is an uncoupler of oxidative phosphorylation via disruption of proton gradient - membrane disruption.
CAS RN 88-85-7
EC number 201-861-7
CIPAC number 46
US EPA chemical code 037505
PubChem CID 6950
CLP index number 609-025-00-7
Molecular mass (g mol-1) 240.22
PIN (Preferred Identification Name) rac-2-[(2R)-butan-2-yl]-4,6-dinitrophenol
IUPAC name (RS)-2-sec-butyl-4,6-dinitrophenol
CAS name 2-(1-methylpropyl)-4,6-dinitrophenol
Other status information Chemical subject to PIC regulations; Marine Pollutant; Rotterdam Convention (Class O)
Relevant Environmental Water Quality Standards -
Herbicide Resistance Classification (HRAC) M
Herbicide Resistance Classification (WSSA) 24
Insecticide Resistance Classification (IRAC) Not applicable
Fungicide Resistance Classification (FRAC) Not applicable
Examples of recorded resistance -
Physical state Dark reddish brown solid or orange viscous liquid depending upon temperature
Related substances & organisms -

Formulations:
Property Click here for information on the general product and branding information used on this site Value
Example manufacturers & suppliers of products using this active now or historically
  • DowElanco
  • Hoeschst
  • Schering
Example products using this active
  • Aretit
  • Ivosit
  • Supersevtox
  • Premerge
  • Caldon: Chemox
  • Subitex
  • Nitrapone
UK LERAP status No UK approval for use as a pesticide under EC Regulation 1107/2009
Formulation and application details Available in a variety of formulations including soluble liquids and emulsifiable concentrates.


ENVIRONMENTAL FATE

for dinoseb

Property Click here for information on the parameters used to describe environmental fate on this site Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with fate data Interpretation Click here for information on the way in which we interpret environmental fate data
Solubility - In water at 20oC (mg l-1) 52 G4 Moderate
Solubility - In organic solvents at 20oC (mg l-1) 480000 R3 - Ethanol -
270000 L3 - Ethanol -
Melting point (oC) 38 L3 -
Boiling point (oC) - - -
Degradation point (oC) - - -
Flashpoint (oC) 177 L3 -
Octanol-water partition coefficient at pH 7, 20oC P 1.95 X 1002 Calculated -
Log P 2.29 H4 Low
Bulk density (g ml-1)/Specific gravity 1.35 Q2 -
Dissociation constant (pKa) at 25oC 4.62 DW4 -
Note: Weak acid
Vapour pressure at 20oC (mPa) 6.7 G4 Moderately volatile
Henry's law constant at 25oC (Pa m3 mol-1) 6.01 X 10-04 H4 Non-volatile
GUS leaching potential index Click here for a note on the limitations of the GUS index 3.73 Calculated High leachability
SCI-GROW groundwater index (μg l-1) for a 1 kg ha-1 or 1 l ha-1 application rate Click here for a note on the limitations of the SCI-GROW index Value 6.36 X 10-01 Calculated -
Note -
Potential for particle bound transport index Click here for a note on the limitations of the potential for particle bound transport index - Calculated Low
Maximum UV-vis absorption L mol-1 cm-1 - - -
Surface tension (mN m-1) - - -

Degradation:
Property Click here for information on the parameters used to describe substance degradation Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with degradation data Interpretation Click here for information on the way in which we interpret substance degradation data
General biodegradability -
Soil degradation (days) (aerobic) DT50 (typical) 18 G4 Non-persistent
DT50 (lab at 20oC) 30 Q2 Moderately persistent
DT50 (field) - - -
DT90 (lab at 20oC) - - -
DT90 (field) - - -
DT50 modelling endpoint - - -
Note General literature data indicates DT50 of 2 to 6 weeks
Dissipation rate RL50 on plant matrix Value - - -
Note -
Dissipation rate RL50 on and in plant matrix Value - - -
Note -
Aqueous photolysis DT50 (days) at pH 7 Value - - -
Note -
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value Stable T4 -
Note -
Water-sediment DT50 (days) - - -
Water phase only DT50 (days) - - -

Soil adsorption and mobility:
Property Click here for information on the parameters used to describe substance adsorption and mobility Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with adsorption and mobility data Interpretation Click here for information on the way in which we interpret substance adsorption and mobility
Linear Kd - H3 Mobile
Koc 30
Notes and range Other sources: 117-123 mL/g (R3)
Freundlich Kf - - -
Kfoc -
1/n -
Notes and range -
pH sensitivity -


ECOTOXICOLOGY

for dinoseb

Property Click here for information on the parameters used to describe substance ecotoxicology Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with ecotoxicology data Interpretation Click here for information on the way in which we interpret substance ecotoxicology
Bio-concentration factor BCF (l kg-1) 1.8 R3 (whole body) Low potential
CT50 (days) Not available -
Mammals - Acute oral LD50 (mg kg-1) 25 G4 Rat High
Mammals - Short term dietary NOEL (mg kg-1) - - -
(ppm diet) - -
Birds - Acute LD50 (mg kg-1) 9.5 F3 Anas platyrhynchos High
Birds - Short term dietary (LC50/LD50) - - -
Fish - Acute 96 hour LC50 (mg l-1) 0.044 G3 Salmonidae High
Fish - Chronic 21 day NOEC (mg l-1) 0.059 F3 Pimephales promelas, 32 day Moderate
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) 0.24 F4 Daphnia magna Moderate
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) - - -
Aquatic crustaceans - Acute 96 hour LC50 (mg l-1) 0.170 F4 Americamysis bahia Moderate
Sediment dwelling organisms - Acute 96 hour LC50 (mg l-1) - - -
Sediment dwelling organisms - Chronic 28 day NOEC, static, water (mg l-1) - - -
Sediment dwelling organisms - Chronic 28 day NOEC, sediment (mg kg-1) - - -
Aquatic plants - Acute 7 day EC50, biomass (mg l-1) - - -
Non-target plants - - -
- - -
Algae - Acute 72 hour EC50, growth (mg l-1) - - -
Algae - Chronic 96 hour NOEC, growth (mg l-1) 1.201 F3 Chlamydomonas moewusii, 7 day Low
Honeybees (Apis spp.) Contact acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) - - -
Oral acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) - - -
Unknown mode acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) Highly toxic L3 High
Bumblebees (Bombus spp.) Contact acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) - - -
-
Oral acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) - - -
-
Mason bees (Osmia spp.) Contact acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) - - -
Oral acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) - - -
Other pollinators (1) Acute LD50 (worst case from 24 , 48 and 72 hour values - μg insect-1) - - -
Mode of exposure -
Other pollinators (2) Acute LD50 (worst case from 24 , 48 and 72 hour values - μg insect-1) - - -
Mode of exposure -
Earthworms - Acute 14 day LC50 (mg kg-1) - - -
Earthworms - Chronic NOEC, reproduction (mg kg-1) - - -
Other soil macro-organisms Acute LC50 (mg kg-1) - - -
Chronic NOEC (mg kg-1) - - -
Other arthropod (1) LR50 g ha-1 - - -
% Effect - - -
Other arthropod (2) LR50 g ha-1 - - -
% Effect - - -
Soil micro-organisms - - -
Mesocosm study data NOEAEC mg l-1 - - -
NOEAEC mg l-1 - - -


HUMAN HEALTH AND PROTECTION

for dinoseb

General:
Property Click here for information on the parameters used to describe human health and protection issues Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with human health and protection data Interpretation Click here for information on the way in which we interpret human health and protection data
Threshold of Toxicological Concern (Cramer Class) Click here for a note on the limitations of the Cramer class High (class III) - -
Mammals - Acute oral LD50 (mg kg-1) 25 G4 Rat High
Mammals - Dermal LD50 (mg kg-1 body weight) - - -
Mammals - Inhalation LC50 (mg l-1) - - -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 0.0011 F3 -
ARfD - Acute Reference Dose (mg kg-1bw day-1) - - -
AAOEL - Acute Acceptable Operator Exposure Level (mg kg-1 bw day-1) - - -
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1) - - -
Dermal penetration studies (%) - - -
Dangerous Substances Directive 76/464 - - -
Exposure Routes Public Minimal risk due to substance being obsolete
Occupational Readily absorbed through the skin - PPE/PPC required
European MRLs Click here for the EU MRL pesticide database
Drinking Water Standards - - -
Drinking Water MAC (μg l-1) - - -

Health issues:
Carcinogen Genotoxic Endocrine disrupter Reproduction / development effects Cholinesterase inhibitor Neurotoxicant

A3; B0; C0; D0; E3

-

Respiratory tract irritant Skin irritant Skin sensitiser Eye irritant Phototoxicant

-

-

-

General human health issues Highly hazardous
USEPA - possible human carcinogen
Key: Genotoxicity
A: Chromosome aberration (EFSA database)
B: DNA damage/repair (EFSA database)
C: Gene mutation (EFSA database)
D: Genome mutation (EFSA database)
E: Unspecified genotoxicity type (miscellaneous data source)
0: No data
1: Positive
2: Mixed/ambiguous results
3: Negative
Key: Other
: Yes, known to cause a problem
: No, known not to cause a problem
: Possibly, status not identified
- : No data found

Handling issues:
Property Click here for information on the parameters used to describe substance handling issues Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with data on handling issues Interpretation Click here for information on the way in which we interpret data on handling issues
General Click here for a description of the International Maritime Dangerous Goods (IMDG) codes An oxidising agent
CLP classification 2013 Health: H301, H311, H319, H360Df
Environment: H400, H410
EC Risk Classification Click here to view information omn the EU risk phrases Reproduction risk category 2 and 3: R62, R61
T - Toxic: R24/25
Xi - Irritant: R36
H - Handling risks: R44
N - Dangerous for the environment: R50, R53
EC Safety Classification Click here to view information omn the EU safety phrases S45, S53, S60, S61
WHO Classification Ib - Highly hazardous
UN Number -
Waste disposal & packaging Click here for a description of UN packaging marks -


TRANSLATIONS

for dinoseb

Language Name
English dinoseb
French dinosêbe
German Dinoseb
Danish dinoseb
Italian dinoseb
Spanish dinoseb
Greek dinoseb
Slovenian dinozeb
Polish dinoseb
Swedish -
Hungarian -
Dutch dinoseb

Record last updated: Wednesday 27 November 2019
Contact: aeru@herts.ac.uk