Structure via PubChem · Public domain (PubChem)
chlorobenzilate
Sign in to saveAlso known as Ethyl 2-hydroxy-2,2-bis(4-chlorophenyl)acetate, Ethyl-4,4'-dichlorobenzilate
Chlorobenzilate is a pesticide that is not currently used in the United States or Europe. It was originally developed by Ciba-Geigy and introduced in 1952. It was used as an acaricide against mites on citrus trees, including deciduous fruit trees. It has been detected as a residue on tomatoes found in Japanese markets in 2005. It is a non-systemic pesticide that works through contact and as a neurotoxin: it disrupts the functioning of the nervous system.
Chemical data
- Formula
- C16H14Cl2O3
- Molecular weight
- 325.2 g/mol
- IUPAC name
- ethyl 2,2-bis(4-chlorophenyl)-2-hydroxyacetate
- SMILES
- CCOC(=O)C(C1=CC=C(C=C1)Cl)(C2=CC=C(C=C2)Cl)O
- InChIKey
- RAPBNVDSDCTNRC-UHFFFAOYSA-N
- XLogP
- 4.3
- Polar surface area
- 46.5 Ų
- H-bond donors
- 1
- H-bond acceptors
- 3
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 324.032
Show 3 more facts
- chemical formula
- C₁₆H₁₄Cl₂O₃
- canonical SMILES
- CCOC(=O)C(C1=CC=C(C=C1)Cl)(C2=CC=C(C=C2)Cl)O
- Commons category
- Chlorobenzilate
via Wikidata · CC0
~2 min read
Encyclopedic overview
3 sectionsContents
- Toxicity
- Regulation
- References
Chlorobenzilate is a pesticide that is not currently used in the United States or Europe. It was originally developed by Ciba-Geigy and introduced in 1952. It was used as an acaricide against mites on citrus trees, including deciduous fruit trees. It has been detected as a residue on tomatoes found in Japanese markets in 2005. It is a non-systemic pesticide that works through contact and as a neurotoxin: it disrupts the functioning of the nervous system.
In the pure state, chlorobenzilate is a colorless to pale yellow solid, but the commercial product is a brownish liquid. It is only slightly soluble in water, but miscible with acetone, toluene and methanol.
Excerpted from Wikipedia’s “chlorobenzilate” article, available under the CC BY-SA 4.0 licence.