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bentazone
** bendioxide ** bentazon ** Translations

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

SUMMARY

Bentazone is a herbicide approved for use in the EU. It is highly soluble in water, volatile and, as it is mobile, may present a risk of leaching to groundwater. It is not likely tyo be persistent in soil systems but may be persistent in water under certain conditions. It is moderately toxic to humans and a recognised skin and eye irritant. Bentazone is also moderately toxic to birds, fish, aquatic invertebrates and earthworms.

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

Description: A post-emergence contact diazinone herbicide used to control annual weeds in a variety of crops

Example pests controlled: Black bindweed; Nightshade; Fat hen; Hedge mustard; Shepherd's purse; Wild radish; Wild turnip; Bellvine; Starburr; Anoda weed

Example applications: Corn; Rice; Alfalfa; Sorghum; Linseed; Peanuts; Beans; Peas; Clover; Chives; Garlic; Ornamentals e.g. begonia; Soybeans; Turf

Efficacy & activity: -

Availability status: Current

Introduction & key dates: 1972, first introduced

EC Regulation 1107/2009 (repealing 91/414):
Status Approved
Dossier rapporteur/co-rapporteur Netherlands/Germany
Date inclusion expires 31/05/2025
EU Candidate for substitution (CfS) No
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

Also used in: Australia

Chemical structure: Click here for further information on the general chemical status information used on this site
Isomerism -
Chemical formula C10H12N2O3S
Canonical SMILES CC(C)N1C(=O)C2=CC=CC=C2NS1(=O)=O
Isomeric SMILES No data
International Chemical Identifier key (InChIKey) ZOMSMJKLGFBRBS-UHFFFAOYSA-N
International Chemical Identifier (InChI) InChI=1S/C17H21NO4S4/c1-18(2)15(13-23-25(19,20)16-9-5-3-6-10-16)14-24-26(21,22)17-11-7-4-8-12-17/h3-12,15H,13-14H2,1-2H3
2D structure diagram/image available? Yes

General status: Click here for further information on the general chemical status information used on this site
Pesticide type Herbicide
Substance group Benzothiazinone
Minimum active substance purity 960 g/kg
Known relevant impurities EU dossier: 1,2-dichloroethane <3.0 mg/kg
Substance origin Synthetic
Mode of action Selective action, absorbed by foliage with very little translocation. Inhibits photosynthesis (photosystem II).
CAS RN 25057-89-0
EC number 246-585-8
CIPAC number 366
US EPA chemical code 275200
PubChem CID 2328
Molecular mass (g mol-1) 240.3
PIN (Preferred Identification Name) 3-(propan-2-yl)-1H-2?6,1,3-benzothiadiazine-2,2,4(3H)-trione
IUPAC name 3-isopropyl-1H-2,1,3-benzothiadiazin-4(3H)-one 2,2-dioxide
CAS name 3-(1-methylethyl)-1H-2,1,3-benzothiadiazin-4(3H)-one 2,2-dioxide
Other status information Potential groundwater contaminant
Relevant Environmental Water Quality Standards UK Environment Agency statutory standard for the protection of surface water quality and aquatic life: annual mean classification of inland waters, coastal waters & relevant territorial waters: 500 ug l-1
Herbicide Resistance Classification (HRAC) C3
Herbicide Resistance Classification (WSSA) 6
Insecticide Resistance Classification (IRAC) Not applicable
Fungicide Resistance Classification (FRAC) Not applicable
Examples of recorded resistance -
Physical state White to yellow coloured crystals depending upon purity
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
  • AgriGuard
  • BASF
  • Goldengrass
Example products using this active
  • Basagran
  • Zone 48
  • Troy 480
  • Herbatox
  • Leader
  • Laddox
UK LERAP status None
Formulation and application details Usually formulated as a soluble concentrate or granules, mixed with water and applied as a spray.


ENVIRONMENTAL FATE

for bentazone

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) 7112 A5 High
Solubility - In organic solvents at 20oC (mg l-1) 18.0 A5 - n-Heptane -
21000 A5 - Toluene -
388000 A5 - Ethyl acetate -
556000 A5 - Methanol -
Melting point (oC) 139 A5 -
Boiling point (oC) Decomposes before boiling A5 -
Degradation point (oC) 210 A5 -
Flashpoint (oC) Not expected to self ignite; Not highly flammable A5 -
Octanol-water partition coefficient at pH 7, 20oC P 3.47 X 10-01 Calculated -
Log P -0.46 A5 Low
Bulk density (g ml-1)/Specific gravity 1.41 A5 -
Dissociation constant (pKa) at 25oC 3.51 A5 -
Note: Weak acid; pKa(2)=2.50
Vapour pressure at 20oC (mPa) 0.17 A5 Low volatility
Henry's law constant at 25oC (Pa m3 mol-1) 7.20 X 10-05 A5 Non-volatile
GUS leaching potential index Click here for a note on the limitations of the GUS index 2.89 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 1.91 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 pH 4.4: 225nm=30854; 335nm=2987.8 - -
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) 20 A5 Non-persistent
DT50 (lab at 20oC) 20 A5 Non-persistent
DT50 (field) 7.5 A5 Non-persistent
DT90 (lab at 20oC) 91.2 A5 -
DT90 (field) 31.9 A5 -
DT50 modelling endpoint - - -
Note EU dossier Lab studies DT50 range 8-35.0 days, DT90 range 32-149.8 days, Soils=12; field study DT50 range 3.0-31.3 days, DT90 range 12.9-87.7 days, Soils=8
Dissipation rate RL50 on plant matrix Value - - -
Note -
Dissipation rate RL50 on and in plant matrix Value 1.5 R3 -
Note Wheat, whole plant, n=1
Aqueous photolysis DT50 (days) at pH 7 Value 4 A5 Moderately fast
Note DT50 122 hours at pH 5, 14 hours at pH 9
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value Stable A5 -
Note Stable pH 5 to pH 9
Water-sediment DT50 (days) 716 A5 Stable
Water phase only DT50 (days) 80 A2 Stable

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 0.72 A5 Mobile
Koc 55.3
Notes and range EU dossier Kd range 0.22-2.99 mL/g; Koc range 13-176 mL/g, Soils=7
Freundlich Kf 0.97 A5 Mobile
Kfoc 59.6
1/n 0.93
Notes and range EU 2015 dossier Kf range 0.02-3.06 mL/g, Kfoc range 3.0-158.0 mL/g, 1/n range 0.7-1.03, Soils=25; Literature data: Kf range 1.2-1.9 mL/g, kfoc range 37-238 mL/g, 1/n range 1.00-1.01, Soils = 13
pH sensitivity No

Key metabolites:
Metabolite Formation medium Estimated maximum occurrence fraction 1107/2009 relevancy Click here for further information on 1107/2009 relevancy
2-amino-N-isopropylbenzamide Soil   -   Minor fraction, Not relevant
N-methyl bentazone Soil   0.057   Minor fraction, Relevant

Other known metabolites:
Metabolite name and reference Aliases Formation medium / Rate Estimated maximum occurrence fraction Metabolising enzymes
8-hydroxy-bentazone - Plant; Animal - -
6-hydroxy bentazone - Plant; Animal - -
3-isopropyl-4,5-dioxo-1,3,4,5,6,7-hexahydrocyclopenta[c][1,2,6]thiadiazine-6-carboxylic acid 2,2-dioxide, salts
(Ref: M351H023)
Peak-B Surface water - -
[2-(isopropylcarbamoyl)phenyl]sulfamic acid, salts
(Ref: M351H024)
Peak-C Surface water - -


ECOTOXICOLOGY

for bentazone

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) 21 A5 Low potential
CT50 (days) Not available -
Mammals - Acute oral LD50 (mg kg-1) 1400 A5 Rat Moderate
Mammals - Short term dietary NOEL (mg kg-1) 25 L3 Rat High
(ppm diet) - -
Birds - Acute LD50 (mg kg-1) 1140 A5 Colinus virginianus Moderate
Birds - Short term dietary (LC50/LD50) - - -
Fish - Acute 96 hour LC50 (mg l-1) > 100 A5 Oncorhynchus mykiss Low
Fish - Chronic 21 day NOEC (mg l-1) 48 A5 Oncorhynchus mykiss Low
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) > 100 A5 Daphnia magna Low
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) > 101 A5 Daphnia magna Low
Aquatic crustaceans - Acute 96 hour LC50 (mg l-1) 132.5 F3 Americamysis bahia Low
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) 5.4 A5 Lemna gibba Moderate
Non-target plants - - -
- - -
Algae - Acute 72 hour EC50, growth (mg l-1) 10.1 A4 Anabaena flos-aquae, 120 hour Low
Algae - Chronic 96 hour NOEC, growth (mg l-1) 25.7 A3 Unknown species Low
Honeybees Contact acute 48 hour LD50 (μg bee-1) > 200 A5 Low
Oral acute 48 hour LD50 (μg bee-1) > 200 A5 Low
Unknown mode acute 48 hour LD50 (μg bee-1) - - -
Earthworms - Acute 14 day LC50 (mg kg-1) 870 A5 Eisenia foetida Moderate
Earthworms - Chronic 14 day NOEC, reproduction (mg kg-1) - - -
Other soil macro-organisms - e.g. Collembola LR50 / EC50 / NOEC / % Effect - - -
Other arthropod (1) LR50 g ha-1 - - -
% Effect 51 Parasitism
Dose: 2.63 kg ha-1
A5 Trichogramma cacoeciae, adult
-
Other arthropod (2) LR50 g ha-1 - - -
% Effect 7 Mortality
Dose: 1.92 Kg ha-1
A5 Typhlodromus pyri, protonymph
-
Soil micro-organisms Nitrogen mineralisation: No significant adverse effect
Carbon mineralisation: No significant adverse effect
A5
Dose: 9.6 kg ha-1
-
Mesocosm study data NOEAEC mg l-1 - - -
NOEAEC mg l-1 - - -


HUMAN HEALTH AND PROTECTION

for bentazone

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) 1400 A5 Rat Moderate
Mammals - Dermal LD50 (mg kg-1 body weight) > 5000 A5 Rat -
Mammals - Inhalation LC50 (mg l-1) > 5.1 A5 Rat, 4 hr (head-nose only) -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 0.1 A5 -
ARfD - Acute Reference Dose (mg kg-1bw day-1) 0.25 A5 Rat, SF=100 -
AAOEL - Acute Acceptable Operator Exposure Level (mg kg-1 bw day-1) - - -
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1) 0.13 A4 Dog, 1 year, SF=100 -
Dermal penetration studies (%) 0.2-0.9 A5 concentration dependent -
Dangerous Substances Directive 76/464 List II - -
Exposure Limits - - -
Exposure Routes Public Minimal risk of dietary exposure
No unacceptable risks to bystanders identified
Occupational Risk of exposure acceptable under label recommendations for use for personal protection clothing and equipment
European MRLs Click here for the EU MRL pesticide database
Drinking Water Standards - - -
Drinking Water MAC (μg l-1) - - -

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

-

Respiratory tract irritant Skin irritant Skin sensitiser Eye irritant Phototoxicant

General human health issues Possible blood, liver, kidney toxicant

: 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 Not oxidising or explosive
CLP classification 2013 Health: H302, H317, H319
Environment: H412
EC Risk Classification Click here to view information omn the EU risk phrases Xn - Harmful: R22, R43
Xi - Irritant: R36
N - Dangerous for the environment: R52, R53
EC Safety Classification Click here to view information omn the EU safety phrases S2, S24, S37, S61
WHO Classification II - Moderately hazardous
US EPA Classification (formulation) III - Caution - Slightly toxic
UN Number Usually 2588
Waste disposal & packaging Click here for a description of UN packaging marks Packaging Group III (minor danger)


TRANSLATIONS

for bentazone

Language Name
English bentazone
French bentazone
German Bentazon
Danish bentazon
Italian bentazone
Spanish bentazona
Greek bentazone
Slovenian bentazon
Polish bentazon
Swedish bentazon
Hungarian bentazone
Dutch bentazon

Record last updated: Thursday 23 August 2018
Contact: aeru@herts.ac.uk