4-Hydroxy-2,5,6-trichloroisophthalonitrile
Basic information
- CAS
28343-61-5- Standard SMILES
N#Cc1c(O)c(Cl)c(Cl)c(C#N)c1Cl- InChIKey
MDQKYGOECVSPIW-UHFFFAOYSA-N- Molecular formula
- C8HCl3N2O
- Average molar mass
- 247.5 g/mol
- Monoisotopic mass
- 245.915446
Overview
4-hydroxychlorothalonil is a member of the class of trichlorophenols that is isophthalonitrile substituted at positions 2, 4 and 5 by chloro groups and at position 6 by a hydroxy group. The major metabolite of chlorothalonil. It has a role as a bacterial xenobiotic metabolite. It is a member of trichlorophenols and a nitrile. It is functionally related to an isophthalonitrile. It is a conjugate acid of a 4-hydroxychlorothalonil(1-).
Names & identifiers
- Preferred name
- 4-Hydroxy-2,5,6-trichloroisophthalonitrile
- IUPAC
- 2,4,5-trichloro-6-hydroxybenzene-1,3-dicarbonitrile
- English name
- Chlorothalonil-4-hydroxy
- Molecular formula
- C8HCl3N2O
- Molecular weight
- 247.47
Names & synonyms
28343-61-54-Hydroxy-2,5,6-trichloroisophthalonitrilehydroxychlorothalonil4-Hydroxy-2,5,6-trichloro-1,3-benzenedicarbonitrileIQJ3P52AEEDTXSID90182586RefChem:523727DTXCID301050772,4,5-trichloro-6-hydroxybenzene-1,3-dicarbonitrileHydroxy ChlorothalonilCHLOROTHALONIL-4-HYDROXY4-hydroxychlorothalonil
Show more names
TPN-OHSDS 3701Tribenoside Impurity 6Chlorothalonil Metabolite R182281DRE-C11510400 Chlorothalonil-4-hydroxy2,4,5-Trichloro-6-hydroxy- isophthalonitrile
2,4,5-Trichloro-6-hydroxyisophthalonitrile1,3-Benzenedicarbonitrile, 2,4,5-trichloro-6-hydroxy-1,3-Benzenedicarbonitrile, 4-hydroxy-2,5,6-trichloro-Isophthalonitrile, 2,4,5-trichloro-6-hydroxy-C8HCl3N2OBRN 2653044UNII-IQJ3P52AEEchlorothalonil TP1
Database identifiers
- CAS
28343-61-5
Properties
Computed structural properties
- XLogP
- 2.5
- Topological polar surface area
- 67.8 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 0
- Heavy atoms
- 14
- Formal charge
- 0
- Complexity
- 317
Experimental & physicochemical properties
Pesticides
Environmental transformation -> Pesticide transformation products (metabolite, successor)
Pesticide -> transformation product
Pesticide (4-Hydroxychlorothalonil) -> USDA PDB
Pesticide degradation product
Physicochemical properties
- Melting point
- 262 · 262-264 °C(Solv: ethanol (64-17-5))
- Boiling point
- 355 · 355.0±42.0 °C(Predicted)
- Density
- 1.75 · 1.75±0.1 g/cm3(Predicted)
- storage temp.
- 2 · 2-8°C
- solubility
- DMSO (Slightly), Methanol (Slightly)
- form
- Solid
- pka
- 1.67 · 1.67±0.33(Predicted)
- color
- Off-White to Pale Beige
- Major Application
- agricultureenvironmental
- InChI
- 1S/C8HCl3N2O/c9-5-3(1-12)6(10)7(11)8(14)4(5)2-13/h14H
- InChIKey
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Danger
H301 (96.6%): Toxic if swallowed [Danger Acute toxicity, oral]
P260, P264, P270, P301+P316, P319, P321, P330, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 29 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory InformationCommission Regulation No 844/2012
Hazard Classes and CategoriesAcute Tox. 3 (96.6%)
Toxicology
USGS Health-Based Screening Levels for Evaluating Water-Quality
4-Hydroxychlorothalonil
68336
Pesticide degradation product
Smith, C.D. and Nowell, L.H., 2024. Health-Based Screening Levels for evaluating water-quality data (3rd ed.). DOI:10.5066/F71C1TWP
Safety data
- wgk
- WGK 3
- Signal word
- Danger
- Symbol(GHS)
- GHS08,GHS06
- Storage Class
- 6.1A - Combustible acute toxic Cat. 1 and 2very toxic hazardous materials
- target organs
- Respiratory system
- Hazard statements
- H373-H301
- Hazard Classifications
Chemistry & industry
Pharmacology
MeSH Pharmacological Classification
Chemicals that kill or inhibit the growth of fungi in agricultural applications, on wood, plastics, or other materials, in swimming pools, etc.
Agents destructive to snails and other mollusks.
Uses & manufacturing
Use Classification
Environmental transformation -> Pesticide transformation products (metabolite, successor)
Transformation products
Applications
UsesHydroxychlorothalonil is a metabolite of Chlorothalonil (C411250).
Additional notes
DefinitionChEBI: A member of the class of trichlorophenols that is isophthalonitrile substituted at positions 2, 4 and 5 by chloro groups and at position 6 by a hydroxy group. The major metabolite of chlorothalonil.
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Compound notes
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