| dinobuton (Ref: OMS 1056) |
 |
Environmental Fate - Ecotoxicology - Human Health - A to Z Index - Home
GENERAL INFORMATION 
for dinobuton
Description: A dinitrophenol acaricide and fungicide used mainly on fruit and vegetables
Example pests controlled: Red spider mites; Powdery mildew
Example applications: Apples; Cucumber; Aubergine; Hops; Tomatoes; Vines; Pome fruit
Efficacy & activity: -
Availability status: Unknown
Introduction & key dates: 1960, developed in UK
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) | - |
| Listed in EU database | Yes |
Approved for use (
) or known to be used (
) in the following European countries: 
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 |
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Chemical structure:
| Isomerism | A chiral molecule existing in the R- and S-forms |
| Chemical formula | C14H18N2O7 |
| Canonical SMILES | CCC(C)C1=CC(=CC(=C1OC(=O)OC(C)C)[N+](=O)[O-])[N+](=O)[O-] |
| Isomeric SMILES | No data |
| International Chemical Identifier key (InChIKey) | HDWLUGYOLUHEMN-UHFFFAOYSA-N |
| International Chemical Identifier (InChI) | InChI=1S/C14H18N2O7/c1-5-9(4)11-6-10(15(18)19)7-12(16(20)21)13(11)23-14(17)22-8(2)3/h6-9H,5H2,1-4H3 |
| Structure diagram/image available? | Yes |
General status:
| Pesticide type | Acaricide, Fungicide | |
| Substance group | Dinitrophenol | |
| Minimum active substance purity | - | |
| Known relevant impurities | - | |
| Substance origin | Synthetic | |
| Mode of action | Non-systemic, rapid contact action. Uncoupler of oxidative phosphorylation via disruption of proton gradient. | |
| CAS RN | 973-21-7 | |
| EC number | 213-546-1 | |
| CIPAC number | 223 | |
| US EPA chemical code | 228700 | |
| PubChem CID | 13783 | |
| Molecular mass (g mol-1) | 326.30 | |
| PIN (Preferred Identification Name) | rac-2-[(2R)-butan-2-yl]-4,6-dinitrophenyl propan-2-yl carbonate | |
| IUPAC name | (RS)-2-sec-butyl-4,6-dinitrophenyl isopropyl carbonate | |
| CAS name | 1-methylethyl 2-(1-methylpropyl)-4,6-dinitrophenyl carbonate | |
| Other status information | Marine Pollutant; Phytotoxic to some crops including seedling cherries, blackcurrant | |
| Relevant Environmental Water Quality Standards | - | |
| Herbicide Resistance Classification (HRAC) | Not applicable | |
| Herbicide Resistance Classification (WSSA) | Not applicable | |
| Insecticide Resistance Classification (IRAC) | Not known | |
| Fungicide Resistance Classification (FRAC) | Not known | |
| Examples of recorded resistance | - | |
| Physical state | Pale yellow crystals | |
| Related substances & organisms | ||
Formulations:
| Property |
Value | |||
| Example manufacturers & suppliers of products using this active now or historically | - | |||
| Example products using this active |
|
|||
| UK LERAP status | No UK approval for use as a pesticide under EC Regulation 1107/2009 | |||
| Formulation and application details | Often supplied as an emulsifiable liquid or a concentrate in an aromatic solvent. | |||
ENVIRONMENTAL FATE
for dinobuton
| Property |
Value | Source/Quality Score/Other Information |
Interpretation |
|
| Solubility - In water at 20oC (mg l-1) | 3.97 | V3 - @ 25 DegC | Low | |
| Solubility - In organic solvents at 20oC (mg l-1) | 1200000 | L3 - Acetone | - | |
| 83000 | L3 - Ethanol | - | ||
| 89000 | L3 - Xylene | - | ||
| 19000 | L3 - n-Hexane | - | ||
| Melting point (oC) | 61.5 | L3 | - | |
| Boiling point (oC) | - | - | - | |
| Degradation point (oC) | - | - | - | |
| Flashpoint (oC) | Not expected to self ignite; Not highly flammable | L3 | - | |
| Octanol-water partition coefficient at pH 7, 20oC | P | 8.71 X 1003 | Calculated | - |
| Log P | 3.94 | V3 | High | |
| Bulk density (g ml-1)/Specific gravity | 0.9 | L3 | - | |
| Dissociation constant (pKa) at 25oC | - | - | - | |
| Note: | ||||
| Vapour pressure at 20oC (mPa) | 1 | L3 | Low volatility | |
| Henry's law constant at 25oC (Pa m3 mol-1) | 1.64 X 10-03 | V3 | Non-volatile | |
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 | - | - | - |
| Note | - | |||
| Potential for particle bound transport index |
- | - | - | |
| Maximum UV-vis absorption L mol-1 cm-1 | - | - | - | |
| Surface tension (mN m-1) | - | - | - | |
Degradation:
| Property |
Value | Source/Quality Score/Other Information |
Interpretation |
General biodegradability | - |
| Soil degradation (days) (aerobic) | DT50 (typical) | - | - | - |
| DT50 (lab at 20oC) | - | - | - | |
| DT50 (field) | - | - | - | |
| DT90 (lab at 20oC) | - | - | - | |
| DT90 (field) | - | - | - | |
| DT50 modelling endpoint | - | - | - | |
| Note: | - | |||
| Dissipation rate RL50 on plant matrix | Value | - | - | - |
| Note | - | |||
| Dissipation rate RL50 on and in plant matrix | Value | 2.8 | R3 | - |
| Note | Green bean leaves, undercover, n=1 | |||
| Aqueous photolysis DT50 (days) at pH 7 | Value | - | - | - |
| Note | - | |||
| Aqueous hydrolysis DT50 (days) at 20oC and pH 7 | Value | - | - | - |
| Note | - | |||
| Water-sediment DT50 (days) | - | - | - | |
| Water phase only DT50 (days) | - | - | - | |
Soil adsorption and mobility:
| Property |
Value | Source/Quality Score/Other Information |
Interpretation |
|
| Linear | Kd | - | Q2 | Non-mobile |
| Koc | 4944 | |||
| Notes and range | Estimated | |||
| Freundlich | Kf | - | - | - |
| Kfoc | - | |||
| 1/n | - | |||
| Notes and range | - | |||
| pH sensitivity | - | |||
| Property |
Value | Source/Quality Score/Other Information |
Interpretation |
|
| Bio-concentration factor | BCF (l kg-1) | 300 | Q2 Estimated | Threshold for concern |
| CT50 (days) | Not available | - | ||
| Mammals - Acute oral LD50 (mg kg-1) | 140 | L3 Rat | Moderate | |
| Mammals - Short term dietary NOEL | (mg kg-1) | 4.5 | L1 Rat | High |
| (ppm diet) | - | - | ||
| Birds - Acute LD50 (mg kg-1) | 150 | L2 Gallus gallus | Moderate | |
| Birds - Short term dietary (LC50/LD50) | - | - | - | |
| Fish - Acute 96 hour LC50 (mg l-1) | 0.014 | F4 Oncorhynchus mykiss | High | |
| Fish - Chronic 21 day NOEC (mg l-1) | - | - | - | |
| Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) | - | - | - | |
| Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) | - | - | - | |
| Aquatic crustaceans - Acute 96 hour LC50 (mg l-1) | - | - | - | |
| 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) | - | - | - | |
| Honeybees | Contact acute 48 hour LD50 (μg bee-1) | - | - | - |
| Oral acute 48 hour LD50 (μg bee-1) | - | - | - | |
| Unknown mode acute 48 hour LD50 (μg bee-1) | > 50 | Q3 | Moderate | |
| Earthworms - Acute 14 day LC50 (mg kg-1) | - | - | - | |
| 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 | - | - | - | |
| 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 dinobuton
General:
| Property |
Value | Source/Quality Score/Other Information |
Interpretation |
|
| Threshold of Toxicological Concern (Cramer Class) |
High (class III) | - | - | |
| Mammals - Acute oral LD50 (mg kg-1) | 140 | L3 Rat | Moderate | |
| Mammals - Dermal LD50 (mg kg-1 body weight) | > 3200 | L3 Rabbit | - | |
| Mammals - Inhalation LC50 (mg l-1) | 0.08 | L3 Rat, 4 hr | - | |
| Other Mammal toxicity endpoints | - | - | ||
| ADI - Acceptable Daily Intake (mg kg-1bw day-1) | - | - | - | |
| 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 Limits | - | - | - | |
| Exposure Routes | Public | - | ||
| Occupational | Toxic by inhalation and ingestion | |||
| 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 | |||
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- |
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| Respiratory tract irritant | Skin irritant | Skin sensitiser | Eye irritant | Phototoxicant | ||||
- |
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| General human health issues | Moderately toxic | |||||||
: Yes, known to cause a problem
: No, known not to cause a problem
: Possibly, status not identified
- : No data found
Handling issues:
| Property |
Value | Source/Quality Score/Other Information |
Interpretation |
|
| General |
No information available | |||
| CLP classification 2013 | Health: H301 Environment: H400, H410 |
|||
| EC Risk Classification |
T - Toxic: R25 N - Dangerous for the environment: R50, R53 |
|||
| EC Safety Classification |
S1/2, S37, S45, S60, S61 | |||
| WHO Classification | II | - | Moderately hazardous | |
| US EPA Classification (formulation) | No consensus across products or no products available | - | - | |
| UN Number | 2799 | |||
| Waste disposal & packaging |
- | |||
| Language | Name |
| English | dinobuton |
| French | dinobuton |
| German | Dinobuton |
| Danish | dinobuton |
| Italian | dinobuton |
| Spanish | dinobuton |
| Greek | dinobuton |
| Slovenian | dinobuton |
| Polish | dinobuton |
| Swedish | - |
| Hungarian | - |
| Dutch | dinobuton |
Record last updated: Wednesday 23 May 2018
Contact: aeru@herts.ac.uk