dichlorophen ** antiphen ** anthifen ** Translations

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Further data may be found in the VSDB

SUMMARY

Dichlorophen is a fungicide, herbicide, bactericide and algicide that is not approved for use in the EU. It has a low aqueous solubility and, based on its chemical properties, it is unlikely to leach to groundwater. It is not usually persistent in soils. Dichlorophen has a low mammalian toxicity but is moderately toxic to fish, aquatic invertebrates and algae.

GENERAL INFORMATION
for dichlorophen

Description: A multiple purpose pesticide used to control various infections in agricultural and horticultural crops as well as in non-crop situations . Also has some applications as a veterinary treatment.

Example pests controlled: Red thread; Fusarium patch; Stem canker; Angular leaf spot; Cucumber wilt; Damping off; Root rot; Bulb riot; Web blotch

Example applications: Cotton; Peanuts; Potatoes; Vegetables including beans, onions, garlic; Tomatoes; Cucumbers; Ornamentals; Non-crop situations

Efficacy & activity: -

Availability status: Unknown

Introduction & key dates: First patented 1944 USA

EC Regulation 1107/2009 (repealing 91/414):

Status	Not approved
Dossier rapporteur/co-rapporteur	Ireland
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:

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:

Isomerism	None
Chemical formula	C13H10Cl2O2
Canonical SMILES	C1=CC(=C(C=C1Cl)CC2=C(C=CC(=C2)Cl)O)O
Isomeric SMILES	Clc1cc(c(O)cc1)Cc2cc(Cl)ccc2O
International Chemical Identifier key (InChIKey)	MDNWOSOZYLHTCG-UHFFFAOYSA-N
International Chemical Identifier (InChI)	InChI=1S/C13H10Cl2O2/c14-10-1-3-12(16)8(6-10)5-9-7-11(15)2-4-13(9)17/h1-4,6-7,16-17H,5H2
2D structure diagram/image available?	Yes

General status:

Pesticide type	Fungicide, Algicide, Bactericide, Veterinary substance
Substance group	Hetrocyclic
Minimum active substance purity	-
Known relevant impurities	-
Substance origin	Synthetic
Mode of action	Contact
CAS RN	97-23-4
EC number	202-567-1
CIPAC number	325
US EPA chemical code	055001
PubChem CID	3037
Molecular mass (g mol-1)	269.1
PIN (Preferred Identification Name)	2,2'-methylenebis(4-chlorophenol)
IUPAC name	4,4'-dichloro-2,2'-methylenediphenol
CAS name	2,2'-methylenebis[4-chlorophenol]
Other status information	-
Relevant Environmental Water Quality Standards	-
Herbicide Resistance Classification (HRAC)	Not applicable
Herbicide Resistance Classification (WSSA)	Not applicable
Insecticide Resistance Classification (IRAC)	Not applicable
Fungicide Resistance Classification (FRAC)	Not known
Examples of recorded resistance	-
Physical state	Colourless crystals
Related substances & organisms	-

Formulations:

Property	Value
Example manufacturers & suppliers of products using this active now or historically	Sindar
Example products using this active	Preventol
UK LERAP status	No UK approval for use as a pesticide under EC Regulation 1107/2009
Formulation and application details	Usually supplied as an emulsifiable concentrate from crop protection purposes. As an animal insecticide formulations include cutaneous sprays, tablets for oral administration and shampoos.

ENVIRONMENTAL FATE
for dichlorophen

Property		Value	Source/Quality Score/Other Information	Interpretation
Solubility - In water at 20oC (mg l-1)		30	C4	Low
Solubility - In organic solvents at 20oC (mg l-1)		800000	C4 - Acetone	-
		530000	C4 - Ethanol	-
		540000	L3 - Isopropanol	-
Melting point (oC)		177.5	L3	-
Boiling point (oC)		-	-	-
Degradation point (oC)		-	-	-
Flashpoint (oC)		-	-	-
Octanol-water partition coefficient at pH 7, 20oC	P	1.70 X 1003	Calculated	-
	Log P	3.23	C4	High
Bulk density (g ml-1)/Specific gravity		1.42	Q2	-
Dissociation constant (pKa) at 25oC		7.6	L3	-
		Note: pKa(2) 11.6, Weak acid
Vapour pressure at 20oC (mPa)		1.30 X 10-05	L3	Low volatility
Henry's law constant at 25oC (Pa m3 mol-1)		1.17 X 10-07	L3	Non-volatile
GUS leaching potential index		0.43	Calculated	Low leachability
SCI-GROW groundwater index (μg l-1) for a 1 kg ha-1 or 1 l ha-1 application rate	Value	8.36 X 10-03	Calculated	-
	Note	-
Potential for particle bound transport index		-	Calculated	Medium
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)	13	Q2	Non-persistent
	DT50 (lab at 20oC)	-	-	-
	DT50 (field)	-	-	-
	DT90 (lab at 20oC)	-	-	-
	DT90 (field)	-	-	-
	DT50 modelling endpoint	-	-	-
	Note	Best available data
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	-	-	-
	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	4103
	Notes and range	Estimated
Freundlich	Kf	-	-	-
	Kfoc	-
	1/n	-
	Notes and range	-
pH sensitivity		-

ECOTOXICOLOGY
for dichlorophen

Property		Value	Source/Quality Score/Other Information	Interpretation
Bio-concentration factor	BCF (l kg-1)	45.4	J4	Low potential
	CT50 (days)	Not available		-
Mammals - Acute oral LD50 (mg kg-1)		2690	L3 Rat	Low
Mammals - Short term dietary NOEL	(mg kg-1)	-	L3 Rat	-
	(ppm diet)	2000		-
Birds - Acute LD50 (mg kg-1)		-	-	-
Birds - Short term dietary (LC50/LD50)		-	-	-
Fish - Acute 96 hour LC50 (mg l-1)		0.54	F2 Oncorhynchus mykiss, 48 hour	Moderate
Fish - Chronic 21 day NOEC (mg l-1)		-	-	-
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1)		6.2	C4 Daphnia magna	Moderate
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)		10	F1 Unknown species	Moderate
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)	-	-	-
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 dichlorophen

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)		2690	L3 Rat	Low
Mammals - Dermal LD50 (mg kg-1 body weight)		> 1000	L3 Mouse	-
Mammals - Inhalation LC50 (mg l-1)		-	-	-
Other Mammal toxicity endpoints		Intravenous DT50 = 17.0 mg kg-1	V3 Rat	-
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	Low risk to Europeans as no longer approved for use
	Occupational	Low risk to Europeans as no longer approved for use
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		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: H302, H319 Environment: H400, H410
EC Risk Classification		Xn - Harmful: R22 Xi - Irritant: R36 N - Dangerous for the environment: R50, R53
EC Safety Classification		S2, S26, S60, S61
WHO Classification		III	-	Slightly hazardous
US EPA Classification (formulation)		III	-	Caution - Slightly toxic
UN Number		-
Waste disposal & packaging		-

TRANSLATIONS
for dichlorophen

Language	Name
English	dichlorophen
French	dichlorophene
German	Dichlorophen
Danish	dichlorophen
Italian	diclorofene
Spanish	diclorofen
Greek	dichlorophen
Slovenian	diklorofen
Polish	dichlorofen
Swedish	-
Hungarian	-
Dutch	dichlorofeen

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Record last updated: Tuesday 22 May 2018
Contact: aeru@herts.ac.uk