2,5-dichlorobenzoic acid methyl ester
** benzoic acid, 2,5-dichloro-, methyl ester ** Translations

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

GENERAL INFORMATION

Description: Used in the formulation of grafting waxes used to induce callus formation of grapevine cuttings

Introduction: Not applicable

EC Directive 1107/2009 (repealing 91/414):
Status Approved
Dossier rapporteur/co-rapporteur Germany
Date inclusion expires 31/08/2019

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

HU

IE

IT

LT

LU

LV

MT

NL

PL

PT

RO

SE

SI

SK

UK

General status:
Pesticide type Plant growth regulator, Fungicide
Substance group Benzoic acid
Substance origin Synthetic
Mode of action Topical
CAS RN 2905-69-3
EC number 220-815-7
CIPAC number 686
US EPA chemical code -
Chiral molecule No
Chemical formula C8H6O2Cl2
SMILES O=C(OC)c1cc(Cl)ccc1Cl
International Chemical Identifier (InChI) InChI=1/C8H6Cl2O2/c1-12-8(11)6-4-5(9)2-3-7(6)10/h2-4H,1H3
Structure diagram/image available? Yes
Molecular mass (g mol-1) 205.04
IUPAC name methyl-2,5-dichlorobenzoate
CAS name methyl-2,5-dichlorobenzoate
Other status information -
Herbicide Resistance Classification (HRAC) Not applicable
Insecticide Resistance Classification (IRAC) Not applicable
Fungicide Resistance Classification (FRAC) Not known
Physical state Pale yellow crystals
Related substances & organisms -

Formulations:
Property Value
Example manufacturers of products using this active
  • Stahler International GmbH
Example products using this active
  • Rebwachs WF
UK LERAP status No UK approval for use or outside scope
Formulation and application details Often supplied as a waxy solid for use when grafting.


ENVIRONMENTAL FATE

Property Value Source/Quality Score/Other Information Interpretation
Solubility - In water at 20oC (mg l-1) 87.0 A5 Moderate
Solubility - In organic solvents at 20oC (mg l-1) 1000000 A5 - Dichloromethane -
1000000 A5 - Ethyl acetate -
1000000 A5 - Xylene -
800000 A5 - Methanol -
Melting point (oC) 38.7 A5 -
Boiling point (oC) 250.6 A5 -
Degradation point (oC) 440 A5 -
Flashpoint (oC) Not expected to self ignite; Not highly flammable A5 -
Octanol-water partition coefficient at pH 7, 20oC P 2.88 X 1003 Calculated -
Log P 3.46 A5 High
Bulk density (g ml-1)/Specific gravity 1.36 Q2 -
Dissociation constant (pKa) at 25oC Not applicable A5 -
Note: No dissociation
Vapour pressure at 25oC (mPa) 320000 A5 Intermediate state
Henry's law constant at 25oC (Pa m3 mol-1) 1.63 A5 Moderately volatile
Henry's law constant at 20oC (dimensionless) 3.10 X 10-01 Calculated 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 203nm = 37769, 229nm = 11852, 276nm = 7730, 292nm = ~6000, 334nm = ~10 A5 -
Surface tension (mN m-1) 60 A5 at 20oC -

Degradation:
Property Value Source/Quality Score/Other Information Interpretation
Soil degradation (days) (aerobic) DT50 (typical) - - -
DT50 (lab at 20oC) - - -
DT50 (field) - - -
DT90 (lab at 20oC) - - -
DT90 (field) - - -
Note: -
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 Slightly mobile
Koc 1105
Notes and range Estimated
Freundlich Kf - - -
Kfoc -
1/n -
Notes and range -
pH sensitivity -

Other known metabolites:
Metabolite name and reference Aliases Formation medium / Rate Estimated maximum occurrence fraction Metabolising enzymes
2,5-dichlorobenzoic acid M11.7 Rat (Urinary); Animal - -
2,5-dichlorobenzoylglycine M7.2 Rat (Urinary); Animal - -
5-hydroxy-3,6-dichloro-o-anisic acid - Plant - -


ECOTOXICOLOGY

Property Value Source/Quality Score/Other Information Interpretation
Bio-concentration factor BCF - - -
CT50 (days) - -
Bioaccumulation potential - - -
Mammals - Acute oral LD50 (mg kg-1) 1030 A5 Rat Moderate
Mammals - Short term dietary NOEL (mg kg-1) - - -
(ppm diet) - -
Birds - Acute LD50 (mg kg-1) - - -
Birds - Short term dietary (LC50/LD50) - - -
Fish - Acute 96 hour LC50 (mg l-1) 14.4 F4 Pimephales promelas Moderate
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) - - -
Algae - Acute 72 hour EC50, growth (mg l-1) - - -
Algae - Chronic 96 hour NOEC, growth (mg l-1) - - -
Honeybees - Acute 48 hour LD50 (µg bee-1) - - -
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

General:
Property Value Source/Quality Score/Other Information Interpretation
Mammals - Acute oral LD50 (mg kg-1) 1030 A5 Rat Moderate
Mammals - Dermal LD50 (mg kg-1 body weight) > 10000 A5 Rat -
Mammals - Inhalation LC50 (mg l-1) - - -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) None allocated A5 -
ARfD - Acute Reference Dose (mg kg-1bw day-1) None allocated A5 -
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1) 0.1 A5 Rat, SF=1000 -
Dermal penetration studies (%) 100 A3 default -
Dangerous Substances Directive 76/464 - - -
Exposure Limits - - -
Exposure Routes Public Negligible risk to bystanders
Occupational Negligible risks of exposure to operators and workers
Examples of European MRLs (mg kg-1) Value -
Note For the EU pesticides database click here
Drinking Water MAC (µg l-1) - - -

Health issues:
Carcinogen Mutagen Endocrine disrupter Reproduction / development effects Acetyl cholinesterase inhibitor Neurotoxicant Respiratory tract irritant Skin irritant Eye irritant

-

-

-

-

-

-

-

General human health issues May cause anaemia
Possible liver and kidney toxicant

: Yes, known to cause a problem
: No, known not to cause a problem
: Possibly, status not identified
- : No data

Handling issues:
Property Value Source/Quality Score/Other Information Interpretation
General Not explosive or oxidising
CLP classification 2013 -
EC Risk Classification Xn - Harmful: R22
Xi - Irritant: R36
EC Safety Classification -
WHO Classification NL - Not listed
US EPA Classification (formulation) Not applicable - -
UN Number -
Waste disposal & packaging -


TRANSLATIONS

Language Name
English 2,5-dichlorobenzoic acid methyl ester
French 2,5-dichlorobenzoate de methyle
German Methyl-2,5-dichlorbenzoat
Danish -
Italian -
Spanish 2,5-diclorobenzoato de metilo
Greek -
Slovenian -
Polish metyloester kwasu dichlorobenzoensowego
Swedish -
Hungarian -
Dutch -
Record last updated: Wednesday 01 August 2012
Contact: aeru@herts.ac.uk
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