Weight | 269.772 g/mol |
---|---|
Formula | C14H20ClNO2 |
Hydrogen Acceptors | 2 |
Hydrogen Donors | 0 |
Aromatic Rings | 1 |
Rotatable Bonds | 6 |
acetochlor (34256-82-1, 123113-74-6)
Score:
#101 in Environmental science
,
#807 in Biology
,
#888 in Chemistry
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- Sorption behaviour of acetochlor, atrazine, carbendazim, diazinon, imidacloprid and isoproturon on Hungarian agricultural soil. (Chemosphere, 2002)
- Exposure to the herbicide acetochlor alters thyroid hormone-dependent gene expression and metamorphosis in Xenopus Laevis. (Environmental Health Perspectives, 2002)
- The fate of herbicide acetochlor and its toxicity to Eisenia fetida under laboratory conditions (Chemosphere, 2006)
- Acetochlor in the Hydrologic System in the Midwestern United States, 1994 (Environmental Science & Technology, 1996)
- Alteration of leopard frog (Rana pipiens) metamorphosis by the herbicide acetochlor. (Archives of Environmental Contamination and Toxicology, 1999)
- Determination of Low Concentrations of Acetochlor in Water by Automated Solid-Phase Extraction and Gas Chromatography with Mass-Selective Detection (Journal of AOAC International, 1996)
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Including Acute Oral Tox, Skin Sensitization, Eye Irritation, Aquatic Tox, & more. - H315: Causes skin irritation
Warning Skin corrosion/irritation - Category 2 - H332: Harmful if inhaled
Warning Acute toxicity, inhalation - Category 4 - H350: May cause cancer
Danger Carcinogenicity - Category 1A, 1B - H372: Causes damage to organs through prolonged or repeated exposure
Danger Specific target organ toxicity, repeated exposure - Category 1 - H400: Very toxic to aquatic life
Warning Hazardous to the aquatic environment, acute hazard - Category 1 - H410: Very toxic to aquatic life with long lasting effects
Warning Hazardous to the aquatic environment, long-term hazard - Category 1 -
SMILESCCC1=CC=CC(=C1N(COCC)C(=O)CCl)C
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InChIKeyVTNQPKFIQCLBDU-UHFFFAOYSA-N
- Pubchem - acetochlor
- Wikipedia - acetochlor
Acetochlor is an herbicide developed by Monsanto Company and Zeneca. It is a member of the class of herbicides known as chloroacetanilides. Its mode of action is elongase inhibition, and inhibition of geranylgeranyl pyrophosphate (GGPP) cyclization enzymes, part of the gibberellin pathway.
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Synthesis
Reactant
+
Chloroethane
(Friedel-Crafts alkylation)
CHLOROACETYL CHLORIDE
+
Reactant
(Schotten-Baumann amide from acid)
Reactant
+
2-chloro-N-(2-ethyl-6-methylphenyl)acetamide
(Chan-Lam coupling reaction)
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