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| | Carboxin Basic information |
| Product Name: | Carboxin | | Synonyms: | 1,4-Oxathiin, 2,3-dihydro-5-carboxanilido-6-methyl-;1,4-Oxathiin-3-carboxamide, 5,6-dihydro-2-methyl-N-phenyl-;1,4-oxathiin-3-carboxamide,5,6-dihydro-2-methyl-n-phenyl;1,4-Oxathiin-3-carboxanilide, 5,6-dihydro-2-methyl-;1,4-oxathiin-3-carboxanilide,5,6-dihydro-2-methyl-;2,3-Dihydro-5-carboxanilido-6-methyl-1,4-oxathiin;d735;d-735 | | CAS: | 5234-68-4 | | MF: | C12H13NO2S | | MW: | 235.3 | | EINECS: | 226-031-1 | | Product Categories: | Amide structureAlphabetic;C;CA - CGPesticides;Fungicides;Oxathins;Pesticides;5234-68-4 | | Mol File: | 5234-68-4.mol |  |
| | Carboxin Chemical Properties |
| Melting point | 91.1-91.7°C | | Boiling point | 420.6±45.0 °C(Predicted) | | density | 1.45 | | vapor pressure | 2.5 x 10-5 Pa (25 °C) | | refractive index | 1.6000 (estimate) | | Fp | 100 °C | | storage temp. | Sealed in dry,2-8°C | | solubility | Chloroform (Slightly), Methanol (Slightly) | | pka | 14.31±0.70(Predicted) | | form | Crystals | | color | White | | Water Solubility | 10.095 g/100 mL | | Merck | 13,1837 | | BRN | 983249 | | LogP | 2.140 | | NIST Chemistry Reference | Carboxin(5234-68-4) | | EPA Substance Registry System | Carboxin (5234-68-4) |
| Hazard Codes | Xi,Xn | | Risk Statements | 21/22-36/37/38-20/21/22 | | Safety Statements | 36-26 | | RIDADR | UN2588 (Pesticide, solid, poisonous, n.o.s.); UN2902 (Pesticide, liquid, poisonous, n.o.s.) | | WGK Germany | 3 | | RTECS | RP4550000 | | HS Code | 29349990 | | Hazardous Substances Data | 5234-68-4(Hazardous Substances Data) | | Toxicity | LD50 in rats, mice (mg/kg): 430, 3200 orally (Dyadicheva) |
| | Carboxin Usage And Synthesis |
| Chemical Properties | Carboxin is a white crystalline solid | | Uses | Carboxine is an fungicide used for the control of fruit rot of custard apple. | | Uses | Systemic plant fungicide. | | Uses | Carboxin is used as a seed treatment for cereals and as a seedling
treatment on many cereals, beans, and vegetable crops and cotton. It is
also used for the treatment of turf. | | Definition | ChEBI: An anilide obtained by formal condensation of the amino group of aniline with the carboxy group of 2-methyl-5,6-dihydro-1,4-oxathiine-3-carboxylic acid. A fungicide for control of bunts and smuts normally that is normally used as a seed treatment. | | General Description | Off-white crystals. Systemic fungicide and seed protectant. | | Agricultural Uses | Fungicide: Carboxin is a General Use Pesticide (GUP) and is used as a seed protectant. It is often used in combination with other fungicides such as thiram or captan. Carboxin is a systemic anilide fungicide. It is used as a seed treatment for control of smut, rot, and blight on barley, oats, rice, cotton, vegetables, corn and wheat. It is also used to control fairy rings on turf grass. Carboxin may be used to prevent the formation of these diseases or may be used to cure existing plant diseases. Also used as a wood preservative. | | Trade name | CADAN®; CARBOXIN OXATHION PESTICIDE®; CASWELL No. 165 A®; D-735®; F-735®; FLO PRO V SEED PROTECTANT®[C]; KEMIKAR®; OXALIN®; PADAN®; SANVEX®; THIOBEL®; VEGETOX®; VITAFLO®; VITAVAX® 200FF; V 4X® | | Safety Profile | Poison by ingestion.
Moderately toxic by skin contact and
possibly other routes. Mutation data
reported. When heated to decomposition it
emits very toxic fumes of NOx and SOx. | | Potential Exposure | A potential danger to those involved
in the production, Formulation and application of this systemic fungicide, seed protectant and wood preservative | | Environmental Fate | Biological. The sulfoxidation of carboxin to carboxin sulfoxide by the fungus Ustilago
maydis was reported by Bollag and Liu (1990).
Soil. Carboxin oxidized in soil forming carboxin sulfoxide. The half-life in soil was
reported to be 24 hours (Worthing and Hance, 1991).
Plant. In plants (barley, cotton and wheat) and water, carboxin oxidizes to the corresponding sulfoxide (Worthing and Hance, 1991).
| | Metabolic pathway | Carboxin is a systemic fungicide which is very stable to hydrolysis but
is readily oxidised at sulfur to a sulfoxide and a sulfone. The latter,
oxycarboxin, is itself a commercial fungicide. Metabolism is mainly
by oxidation at sulfur in soil, plants and animals but hydroxylation of
the phenyl ring is also important in animals. Hydrolysis has been
convincingly demonstrated only in plants (peanut). | | Shipping | UN2588 Pesticides, solid, toxic, Hazard Class: 6.1;
Labels: 6.1-Poisonous materials, Technical Name Required. | | Degradation | Carboxin is stable to hydrolysis (25 °C) at pH 5,7 and 9. Measurable rates
are seen only at higher pH and occur by nucleophilic attack by hydroxyl
ion at carbonyl. The half-life in 0.5 N NaOH is 107 days. Thus chemical
hydrolysis is not expected to be significant under environmental conditions
(El-Dib and Aly, 1976).
The compound is very labile to aqueous photolysis with a DT50 of
<3 hours (PM). | | Incompatibilities | Incompatible with oxidizers (chlorates,
nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions.
Keep away from alkaline materials, strong bases, strong acids,
oxoacids, epoxides. Avoid heat and humidity. Thermal decomposition products may include cyanide gas and cyanide salts. | | Waste Disposal | Dissolve or mix the material
with a combustible solvent and burn in a chemical incinerator
equipped with an afterburner and scrubber. All federal, state,
and local environmental regulations must be observed. |
| | Carboxin Preparation Products And Raw materials |
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