barban (Ref: A-980) ** barbamate ** carbyne ** carbine ** CBN ** chlorinate ** Translations

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SUMMARY

Barban is a post-emergence carbonate herbicide that does not have EU approval for use. It has a low aqueous solubility, is volatile and would not normally be expected to leach to groundwater. It is not persistent in soiI systems and is unlikely to be persistent in water systems. It has a moderate mammalian toxicity with a low potential for bioaccumulation. There are gaps in biodiversity toxicity data but it is reported to be moderately toxic to most aquatic species.

GENERAL INFORMATION
for barban

Description: An obsolete, a post-emergent, selective herbicide for control of wild oats and other grasses

Example pests controlled: Wild oats; Canary grass; Italian ryegrass; Blackgrass

Example applications: Cereals, particular barley, wheat; Sugarbeet; Beans & peas; Flax; Lentils; Beet crops including mangolds; Some soft fruit

Efficacy & activity: -

Availability status: Obsolete

Introduction & key dates: 1958, 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:

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	-
Chemical formula	C11H9Cl2NO2
Canonical SMILES	C1=CC(=CC(=C1)Cl)NC(=O)OCC#CCCl
Isomeric SMILES	No data
International Chemical Identifier key (InChIKey)	MCOQHIWZJUDQIC-UHFFFAOYSA-N
International Chemical Identifier (InChI)	InChI=1S/C11H9Cl2NO2/c12-6-1-2-7-16-11(15)14-10-5-3-4-9(13)8-10/h3-5,8H,6-7H2,(H,14,15)
2D structure diagram/image available?	Yes

General status:

Pesticide type	Herbicide
Substance group	Carbamate
Minimum active substance purity	-
Known relevant impurities	-
Substance origin	Synthetic
Mode of action	Herbicidal action is due to anti-mitotic effects, reducing plant cellular division and so retarding shoot growth
CAS RN	101-27-9
EC number	202-930-4
CIPAC number	134
US EPA chemical code	017601
PubChem CID	7551
Molecular mass (g mol-1)	258.10
PIN (Preferred Identification Name)	4-chlorobut-2-yn-1-yl (3-chlorophenyl)carbamate
IUPAC name	4-chlorobut-2-ynyl 3-chlorocarbanilate
CAS name	4-chloro-2-butynyl (3-chlorophenyl)carbamate
Other status information	-
Relevant Environmental Water Quality Standards	-
Herbicide Resistance Classification (HRAC)	Not known
Herbicide Resistance Classification (WSSA)	-
Insecticide Resistance Classification (IRAC)	Not applicable
Fungicide Resistance Classification (FRAC)	Not applicable
Examples of recorded resistance	-
Physical state	Solid
Related substances & organisms	-

Formulations:

Property	Value
Example manufacturers & suppliers of products using this active now or historically	No longer manufactured
Example products using this active	Neoban Fisons B25 Carbyne Dualweed
UK LERAP status	No UK approval for use as a pesticide under EC Regulation 1107/2009
Formulation and application details	No longer available.

ENVIRONMENTAL FATE
for barban

Property		Value	Source/Quality Score/Other Information	Interpretation
Solubility - In water at 20oC (mg l-1)		11.0	F3	Low
Solubility - In organic solvents at 20oC (mg l-1)		327000	R3 - Benzene	-
		113000	R3 - n-Butylbenzene	-
		257000	R3 - Toluene	-
		279000	R3 - Xylene	-
Melting point (oC)		75	F3	-
Boiling point (oC)		-	-	-
Degradation point (oC)		224	F3	-
Flashpoint (oC)		-	-	-
Octanol-water partition coefficient at pH 7, 20oC	P	2.57 X 1003	Calculated	-
	Log P	3.41	V3	High
Bulk density (g ml-1)/Specific gravity		1.39	V3	-
Dissociation constant (pKa) at 25oC		-	-	-
		Note:
Vapour pressure at 20oC (mPa)		0.05	H3	Low volatility
Henry's law constant at 25oC (Pa m3 mol-1)		1.17 X 10-03	H3	Non-volatile
GUS leaching potential index		0.70	Calculated	Low leachability
SCI-GROW groundwater index (μg l-1) for a 1 kg ha-1 or 1 l ha-1 application rate	Value	3.67 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)	5	F3	Non-persistent
	DT50 (lab at 20oC)	-	-	-
	DT50 (field)	9.5	F3	Non-persistent
	DT90 (lab at 20oC)	-	-	-
	DT90 (field)	-	-	-
	DT50 modelling endpoint	-	-	-
	Note	Field studies literature values DT50 range 4-15 days; Other general literature 1-60 days
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	0.05	R4	Non-persistent
	Note	pH sensitive: 1.1 hours at pH7, 7 mins at pH8
Water-sediment DT50 (days)		-	-	-
Water phase only DT50 (days)		-	-	-

Soil adsorption and mobility:

Property		Value	Source/Quality Score/Other Information	Interpretation
Linear	Kd	-	F3	Slightly mobile
	Koc	1000
	Notes and range	Other sources: Koc 1200 mL/g estimate (CA2)
Freundlich	Kf	-	-	-
	Kfoc	-
	1/n	-
	Notes and range	-
pH sensitivity		-

ECOTOXICOLOGY
for barban

Property		Value	Source/Quality Score/Other Information	Interpretation
Bio-concentration factor	BCF (l kg-1)	2.2	Q3	Low potential
	CT50 (days)	Not available		-
Mammals - Acute oral LD50 (mg kg-1)		527	V3 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)		0.53	J3 Cyprinus carpio	Moderate
Fish - Chronic 21 day NOEC (mg l-1)		-	-	-
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1)		0.30	F4 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)		10.0	F3 Chlorella pyrenoidosa	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 barban

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)		527	V3 Rat	Moderate
Mammals - Dermal LD50 (mg kg-1 body weight)		> 1600	V3 Rabbit	-
Mammals - Inhalation LC50 (mg l-1)		27.4	V3 Rabbit, 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	General population exposure should be low or non-existent since barban is no longer produced or used
	Occupational	Occupational exposure should be low or non-existent since barban is no longer produced or used
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		May cause contact dermatitis Potential immunosuppressant

: 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		-
EC Risk Classification		Xn - Harmful: R22, R43 N - Dangerous for the environment: R50, R53
EC Safety Classification		S2, S24, S36/37, S60, S61
WHO Classification		O	-	Obsolete substance
US EPA Classification (formulation)		[Health: H302, H317], [Environment: H400, H410]	-	-, -, -, -
UN Number		-
Waste disposal & packaging		-

TRANSLATIONS
for barban

Language	Name
English	barban
French	barbane
German	Barban
Danish	-
Italian	-
Spanish	Barban
Greek	-
Slovenian	-
Polish	barban
Swedish	-
Hungarian	-
Dutch	-

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Record last updated: Wednesday 30 May 2018
Contact: aeru@herts.ac.uk