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2,3,6-TBA (Ref: HC 1281)
Last updated: 04/01/2021
(Also known as: trichlorobenzoic acid; trichlorobenzene; trichlorobenzyl chloride metabolite; T-2)

SUMMARY
2,3,6-TBA is a post-emergence herbicide that does not have EU approval for use. It is highly soluble in water and most organic solvents. It is considered volatile. Little has been reported on its environmental persistence or mobility. It is moderately toxic to mammals and a recognised irritant. Based on its chemical properties it would not expected to bioaccumulate. There are gaps in knowledge regarding its toxicity to biodiversity however data has shown that it is moderately toxic to bids, fish and honeybees.
GENERAL INFORMATION
Description
A post-emergence herbicide used to control annual and perennial broad-leaved weeds
Example pests controlled
Woody weeds including root suckers; Honeysuckle; hemlock; Canada thistle; Adler; Sycamore; Trumpet vine;
Example applications
Cereals including wheat, barley, oats, field corn; Grass seed crops; Non-crop areas including railroads, rights of way, utility areas
Efficacy & activity
-
Availability status
Current
Introduction & key dates
1952, first reported
UK regulatory status
UK COPR regulatory status
Not approved
Date COPR inclusion expires
Expired
UK LERAP status
No UK approval for use
EC Regulation 1107/2009 (repealing 91/414)
EC Regulation 1107/2009 status
Not approved
Dossier rapporteur/co-rapporteur
Not applicable
Date EC 1107/2009 inclusion expires
Expired
EU Candidate for substitution (CfS)
Not applicable
Listed in EU database
Yes
Approved for use (✓) under EC 1107/2009 in the following EU Member States
ATAustria
BEBelgium
BGBulgaria
CYCyprus
CZCzech Republic
DEGermany
DKDenmark
EEEstonia
ELGreece
                 
ESSpain
FIFinland
FRFrance
HRCroatia
HUHungary
IEIreland
ITItaly
LTLithuania
LULuxembourg
                 
LVLatvia
MTMalta
NLNetherlands
PLPoland
PTPortugal
RORomania
SESweden
SISlovenia
SKSlovakia
                 
Also used in
Also used in
-
Chemical structure
Isomerism
-
Chemical formula
C₇H₃Cl₃O₂
Canonical SMILES
C1=CC(=C(C(=C1Cl)C(=O)O)Cl)Cl
Isomeric SMILES
No data
International Chemical Identifier key (InChIKey)
XZIDTOHMJBOSOX-UHFFFAOYSA-N
International Chemical Identifier (InChI)
InChI=1S/C7H3Cl3O2/c8-3-1-2-4(9)6(10)5(3)7(11)12/h1-2H,(H,11,12)
2D structure diagram/image available?
Yes
General status
Pesticide type
Herbicide
Substance group
Benzoic acid
Minimum active substance purity
>97%
Known relevant impurities
-
Substance origin
Synthetic
Mode of action
Systemic, absorbed by leaves and roots with auxin type action
CAS RN
50-31-7
EC number
200-026-4
CIPAC number
49
US EPA chemical code
-
PubChem CID
5759
Molecular mass
225.45
PIN (Preferred Identification Name)
-
IUPAC name
2,3,6-trichlorobenzoic acid
CAS name
2,3,6-trichlorobenzoic acid
Other status information
-
Relevant Environmental Water Quality Standards
-
Herbicide Resistance Classification (HRAC)
O
Herbicide Resistance Classification (WSSA)
4
Insecticide Resistance Classification (IRAC)
Not applicable
Fungicide Resistance Classification (FRAC)
Not applicable
Examples of recorded resistance
-
Physical state
Colourless crystals
Formulations
Property
Value
Example manufacturers & suppliers of products using this active now or historically
  • Trysben
  • Benzac
Example products using this active
  • DuPont
  • FBC
  • Union Carbide
Formulation and application details
Usually formulated as an aqueous solution
ENVIRONMENTAL FATE
Property
Value
Source; quality score; and other information
Interpretation
Solubility - In water at 20 °C (mg l⁻¹)
7700
CA3 CA = Medical and toxicological databases and information systems e.g. TOXNET (click here )
3 = Unverified data of known source
High
Solubility - In organic solvents at 20 °C (mg l⁻¹)
607000
L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source
Acetone
-
238000
L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source
Benzene
-
237000
L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source
Chloroform
-
637000
L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source
Ethanol
-
Melting point (°C)
125
CA3 CA = Medical and toxicological databases and information systems e.g. TOXNET (click here )
3 = Unverified data of known source
-
Boiling point (°C)
Decomposes on distillation
L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source
-
Degradation point (°C)
- - -
Flashpoint (°C)
- - -
Octanol-water partition coefficient at pH 7, 20 °C
P
5.13 X 1002 Calculated -
Log P
2.71
CA2 CA = Medical and toxicological databases and information systems e.g. TOXNET (click here )
2 = Unverified data of unknown source
Moderate
Bulk density (g ml⁻¹)
- - -
Dissociation constant pKa) at 25 °C
1.687
DW4 DW = Don Wauchope personal database for Pka data: Wauchope, R. D. and Edwards, J. Dissociation constants for pesticide active ingredients: a database and comparison with predicted values. MS in preparation
4 = Verified data
-
Strong acid
Vapour pressure at 20 °C (mPa)
73.32
Q2 Q = Miscellaneous internet resources
2 = Unverified data of unknown source
Highly volatile
Henry's law constant at 25 °C (Pa m³ mol⁻¹)
2.15 X 10-03
V3 V = ChemID online databases / IPCS INCHEM (ChemID; IPCS INCHEM )
3 = Unverified data of known source
Non-volatile
Maximum UV-vis absorption L mol⁻¹ cm⁻¹
- - -
Surface tension (mN m⁻¹)
- - -
Degradation
Property
Value
Source; quality score; and other information
Interpretation
General biodegradability
-
Soil degradation (days) (aerobic)
DT₅₀ (typical)
- - -
DT₅₀ (lab at 20 °C)
- - -
DT₅₀ (field)
- - -
DT₉₀ (lab at 20 °C)
- - -
DT₉₀ (field)
- - -
DT₅₀ modelling endpoint
- - -
Note
-
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
Stable
L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source
Stable
Note
-
Aqueous hydrolysis DT₅₀ (days) at 20 °C and pH 7
Value
- - -
Note
-
Water-sediment DT₅₀ (days)
- - -
Water phase only DT₅₀ (days)
- - -
Soil adsorption and mobility
Property
Value
Source; quality score; and other information
Interpretation
Linear
Kd
-
CA2 CA = Medical and toxicological databases and information systems e.g. TOXNET (click here )
2 = Unverified data of unknown source
Mobile
Koc
65
Notes and range
Estimated
Freundlich
Kf
- - -
Kfoc
-
1/n
-
Notes and range
-
pH sensitivity
-
Fate indices
Property
Value
Source; quality score; and other information
Interpretation
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
Cannot be calculated - -
Note
-
Potential for particle bound transport index
- - -
Potential for loss via drain flow
- - -
Key metabolites
Metabolite
Formation medium
Estimated maximum occurrence fraction
1107/2009 relevancy
2,4,5-trichlorophenol
Soil - -
ECOTOXICOLOGY
Property
Value
Source; quality score; and other information
Interpretation
Bio-concentration factor
BCF (l kg⁻¹)
40
Q3 Q = Miscellaneous internet resources
3 = Unverified data of known source
Low potential
CT₅₀ (days)
Not available -
Mammals - Acute oral LD₅₀ (mg kg⁻¹)
> 1500
CA3 CA = Medical and toxicological databases and information systems e.g. TOXNET (click here )
3 = Unverified data of known source
Rat
Moderate
Mammals - Short term dietary NOEL
(mg kg⁻¹)
- - -
(ppm diet)
- -
Mammals - Chronic 21d NOAEL (mg kg⁻¹ bw d⁻¹)
- - -
Birds - Acute LD₅₀ (mg kg⁻¹)
1500
L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source
Gallus gallus
Moderate
Birds - Short term dietary (LC₅₀/LD₅₀)
- - -
Birds - Chronic 21d NOEL (mg kg⁻¹ bw d⁻¹)
- - -
Fish - Acute 96 hour LC₅₀ (mg l⁻¹)
8.5
F3 F = U.S. EPA ECOTOX database / U.S. EPA pesticide fate database / Miscellaneous WHO documents (US EPA Databases Related to Pesticide Risk Assessment )
3 = Unverified data of known source
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)
- - -
Non-target plants
- - -
- - -
Algae - Acute 72 hour EC₅₀, growth (mg l⁻¹)
- - -
Algae - Chronic 96 hour NOEC, growth (mg l⁻¹)
- - -
Honeybees (Apis spp.)
Contact acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg bee⁻¹)
- - -
Oral acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg bee⁻¹)
- - -
Unknown mode acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg bee⁻¹)
> 100
L2 L = Pesticide manuals and hard copy reference books / other sources
2 = Unverified data of unknown source
Low
Bumblebees (Bombus spp.)
Contact acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg bee⁻¹)
- - -
-
Oral acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg bee⁻¹)
- - -
-
Mason bees (Osmia spp.)
Contact acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg bee⁻¹)
- - -
Oral acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg bee⁻¹)
- - -
Other pollinators (1)
Acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg insect⁻¹)
- - -
Mode of exposure
-
Other pollinators (2)
Acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg insect⁻¹)
- - -
Mode of exposure
-
Earthworms - Acute 14 day LC₅₀ (mg kg⁻¹)
- - -
Earthworms - Chronic NOEC, reproduction (mg kg⁻¹)
- - -
Other soil macro-organisms
Acute LC₅₀ (mg kg⁻¹)
- - -
Chronic NOEC (mg kg⁻¹)
- - -
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; and other information
Interpretation
Threshold of Toxicological Concern (Cramer Class)
High (class III) - -
Mammals - Acute oral LD₅₀ (mg kg⁻¹)
> 1500
CA3 CA = Medical and toxicological databases and information systems e.g. TOXNET (click here )
3 = Unverified data of known source
Rat
Moderate
Mammals - Dermal LD₅₀ (mg kg⁻¹ body weight)
600
L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source
Rabbit
-
Mammals - Inhalation LC₅₀ (mg l⁻¹)
14.0
AC3 AC = EC Joint Research Centre ESIS European Chemical Substance Information Systems including EINECS, now integrated with the database provided by the European Chemicals Agency (ECHA) (click here )
3 = Unverified data of known source
Rat
-
Other Mammal toxicity endpoints
- - -
ADI - Acceptable Daily Intake (mg kg⁻¹ bw day⁻¹)
- - -
ARfD - Acute Reference Dose (mg kg⁻¹ bw day⁻¹)
- - -
AAOEL - Acute Acceptable Operator Exposure Level (mg kg⁻¹ bw day⁻¹)
- - -
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg⁻¹ bw day⁻¹)
- - -
Dermal penetration studies (%)
- - -
Dangerous Substances Directive 76/464
- - -
Exposure Routes
Public
-
Occupational
Potentially via inhalation or dermal contact
European MRLs
EU MRL pesticide database 
Drinking Water Standards
- - -
Drinking Water MAC (μg l⁻¹)
- - -
Health issues
Specific human health issues
Carcinogen
Genotoxic
Endocrine disruptor
No data found
A0 A = Chromosome aberration (EFSA database)
0 = No data
;
B0 B = DNA damage/repair (EFSA database)
0 = No data
;
C0 C = Gene mutation (EFSA database)
0 = No data
;
D0 D = Genome mutation (EFSA database)
0 = No data
;
E0 E = Unspecified genotoxicity type (miscellaneous data source)
0 = No data
No data found
Reproduction / development effects Acetyl cholinesterase inhibitor Neurotoxicant
No data found
XNo, known not to cause a problem
No data found
Respiratory tract irritant Skin irritant Skin sensitiser
Yes, known to cause a problem
Yes, known to cause a problem
No data found
Eye irritant Phototoxicant  
Yes, known to cause a problem
No data found  
General human health issues
Over exposure may cause nausea, salivation, tremor and depression
Handling issues
Property
Value and interpretation
General
Not compatible with fertilisers
CLP classification 2013
Health: H302
Environment: H411
EC Risk Classification
Xn - Harmful: R22
N - Dangerous for the environment: R51, R53
EC Safety Classification
S2, S61
WHO Classification
III (Slightly hazardous)
UN Number
-
Waste disposal & packaging
-
TRANSLATIONS
Language
Name
English
2,3,6-TBA
French
2,3,6-TBA
German
2,3,6-TBA
Danish
2,3,6-TBA
Italian
2,3,6-TBA
Spanish
2,3,6-TBA
Greek
2,3,6-TBA
Polish
2,3,6-TBA
Swedish
2,3,6-TBA
Hungarian
2,3,6-TBA
Dutch
2,3,6-TBA

Record last updated: 04/01/2021
Contact: aeru@herts.ac.uk
Please cite as: Lewis, K.A., Tzilivakis, J., Warner, D. and Green, A. (2016) An international database for pesticide risk assessments and management. Human and Ecological Risk Assessment: An International Journal, 22(4), 1050-1064. DOI: 10.1080/10807039.2015.1133242