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Carboxin

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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
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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)
Flash point:
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)
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Safety Information

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)

MSDS

  • Language:English Provider:Vitavax
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Carboxin Usage And Synthesis

Description

Carboxin is a white crystalline solid.Molecular weight=235.32; Freezing/Meltingpoint=91.5-95℃ (depending on crystal structure); Vaporpressure=1.78 x 10 2 7 mmHg. Practically insoluble inwater; solubility=25 mg/L; 0.15 g/L at 20℃.

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

First aid

If this chemical gets into the eyes, remove anycontact lenses at once and irrigate immediately for at least15 min, occasionally lifting upper and lower lids. Seek medical attention immediately. If this chemical contacts theskin, remove contaminated clothing and wash immediatelywith soap and water. Seek medical attention immediately. Ifthis chemical has been inhaled, remove from exposure,begin rescue breathing (using universal precautions, including resuscitation mask) if breathing has stopped and CPR ifheart action has stopped. Transfer promptly to a medicalfacility. When this chemical has been swallowed, get medical attention. Give large quantities of water and inducevomiting. Do not make an unconscious person vomit.

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).

storage

Color Code—Blue: Health Hazard/Poison: Store ina secure poison location. Prior to working with carboxin youshould be trained on its proper handling and storage. Storein tightly closed containers in a cool, well-ventilated area

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

Raw materials

Preparation Products

CarboxinSupplier

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