ChemicalBook--->CAS DataBase List--->5234-68-4

5234-68-4

5234-68-4 Structure

5234-68-4 Structure
IdentificationBack Directory
[Name]

Vitavax
[CAS]

5234-68-4
[Synonyms]

v4x
d735
Dmoc
f735
DCMO
f 735
d-735
d 735
Kisvax
OXATIN
KEMIKAR
VITAVAX
pro-gro
enhance
cerevax
vitawax
Fenoxan
D 735(R)
murganic
vitaflow
CARBOXIN
Oxathiin
CARBOXINE
vitavax34
vitavax75w
Vitavax-D5
VITAVAX(R)
vitaflo250
vitavax100
rtvvitavax
CARBATHIIN
Vitaflo 250
germateplus
vitavax-200
vitavax-300
Vitavax 75w
Vitavax 100
enhanceplus
carbathiine
vitavax735d
cerevaxextra
VITAVAXEC200
Vitavax 735d
vitavax30-c.
dualmurganicrpb
Vitavax(Uniroyal)
Carboxin Standard
Carboxine Standard
CARBOXIN, 1GM, NEAT
Withers rust spirit
mist-o-maticmurganic
floprovseedprotectant
vitavax-thiram-lindane
LABOTEST-BB LT00050063
carboxin (bsi,iso,ansi)
Carboxin 1g [5234-68-4]
Flo pro v seed protectant
Carboxin Solution, 1000ppm
CarboxinSolution,10mg/L,1ml
Carboxin @100 μg/mL in MeOH
Carboxin@1000 μg/mL in Acetonitrile
CARBOXIN PESTANAL (5,6-DIHYDRO- 2-METHYL
2,3-dihydro-5-carboxanilido-6-methyl-4-oxathiin
5,6-dihydro-2-methyl-4-oxathiin-3-carboxanilide
5,6-DIHYDRO-2-METHYL-1,4-OXATHIN-3-CARBOXANILIDE
5-Carboxanilido-2,3-dihydro-6-methyl-1,4-oxathiin
5,6-DIHYDRO-2-METHYL-1,4-OXATHIIN-3-CARBOXANILIDE
5,6-Dihydro-2-methyl-3-carboxanilido-1,4-oxathiin
2,3-Dihydro-6-methyl-1,4-oxathiin-5-carboxanilide
2,3-DIHYDRO-5-CARBOXANILINO-6-METHYL-1,4-OXATHIIN
2,3-Dihydro-5-carboxanilido-6-methyl-1,4-oxathiin
1,4-oxathiin-3-carboxanilide,5,6-dihydro-2-methyl-
1,4-Oxathiin, 2,3-dihydro-5-carboxanilido-6-methyl-
1,4-Oxathiin-3-carboxanilide, 5,6-dihydro-2-methyl-
2,3-dihydro-6-methyl-5-phenylcarbamoyl-1,4-oxathiin
5,6-dihydro-2-methyl-1,4-oxathi-ine-3-carboxanilide
5,6-dihydro-2-methyl-n-phenyl-4-oxathiin-3-carboxamide
5,6-Dihydro-2-methyl-N-phenyl-1,4-oxathiin-3-caboxamide
1,4-oxathiin-3-carboxamide,5,6-dihydro-2-methyl-n-phenyl
5,6-Dihydro-2-methyl-N-phenyl-1,4-oxathiin-3-carboxamide
6-methyl-N-phenyl-2,3-dihydro-1,4-oxathiine-5-carboxamide
2-Methyl-N-phenyl-5,6-dihydro-1,4-oxathiine-3-carboxamide
1,4-OXANTHIIN-3-CARBOXAMIDE,5,6-DIHYDRO-2-METHYL-N-PHENYL-
2,3-dihydro-6-methyl-1,4-oxathiine-5-carboxylicacidanilide
1,4-Oxathiin-3-carboxamide, 5,6-dihydro-2-methyl-N-phenyl-
5,6-dihydro-2-methyl-1,4-oxathiin- 3-carbonic acid, anilide
CARBOXIN (5,6-DIHYDRO-2-METHYL-N-PHENYL-1,4-OXATHIIN-3-CARBOXAMIDE)
[EINECS(EC#)]

226-031-1
[Molecular Formula]

C12H13NO2S
[MDL Number]

MFCD00055403
[MOL File]

5234-68-4.mol
[Molecular Weight]

235.3
Chemical PropertiesBack Directory
[Appearance]

Carboxin is a white crystalline solid
[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. ]

0-6°C
[solubility ]

Chloroform (Slightly), Methanol (Slightly)
[form ]

Crystals
[pka]

14.31±0.70(Predicted)
[color ]

White
[Water Solubility ]

10.095 g/100 mL
[Merck ]

13,1837
[BRN ]

983249
[Henry's Law Constant]

3.1×104 mol/(m3Pa) at 25℃, Duchowicz et al. (2020)
[Major Application]

agriculture
environmental
[InChI]

1S/C12H13NO2S/c1-9-11(16-8-7-15-9)12(14)13-10-5-3-2-4-6-10/h2-6H,7-8H2,1H3,(H,13,14)
[InChIKey]

GYSSRZJIHXQEHQ-UHFFFAOYSA-N
[SMILES]

CC1=C(SCCO1)C(=O)Nc2ccccc2
[LogP]

2.140
[NIST Chemistry Reference]

Carboxin(5234-68-4)
[EPA Substance Registry System]

1,4-Oxathiin-3-carboxamide, 5,6-dihydro-2-methyl-N-phenyl- (5234-68-4)
Hazard InformationBack Directory
[Uses]

Carboxine is an fungicide used for the control of fruit rot of custard apple.
[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.
[Uses]

Systemic plant fungicide.
[General Description]

Off-white crystals. Systemic fungicide and seed protectant.
[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 any contact lenses at once and irrigate immediately for at least 15 minutes, occasionally lifting upper and lower lids. Seek medical attention immediately. If this chemical contacts the skin, remove contaminated clothing and wash immediately with soap and water. Seek medical attention immediately. If this chemical has been inhaled, remove from exposure, begin rescue breathing (using universal precautions, including resuscitation mask) if breathing has stopped and CPR if heart action has stopped. Transfer promptly to a medical facility. When this chemical has been swallowed, get medical attention. Give large quantities of water and induce vomiting. Do not make an unconscious person vomit.
[Shipping]

UN2588 Pesticides, solid, toxic, Hazard Class: 6.1; Labels: 6.1-Poisonous materials, Technical Name Required.
[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.
[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
[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.
[Production Methods]

Carboxin is synthesised through a multi-step chemical process that begins with ethyl 2-chloroacetoacetate reacting with 2-mercaptoethanol in the presence of a base. This forms a key intermediate that undergoes cyclization and dehydration under acidic conditions to yield the 1,4-oxathiine heterocycle. The resulting ethyl ester is then converted into a carboxylic acid, which is subsequently transformed into an acid chloride. This intermediate is reacted with aniline under standard amidation conditions to produce carboxin in high yield.
[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®
[Mechanism of action]

Systemic, inhibits mitochondrial function. Succinate Dehydrogenase Inhibitor.
[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
[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).
[Pesticide Type]

Fungicide
Safety DataBack Directory
[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
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Acute Tox. 4 Oral
Aquatic Acute 1
Aquatic Chronic 1
Skin Sens. 1
STOT RE 2
[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.
[Hazardous Substances Data]

5234-68-4(Hazardous Substances Data)
[Toxicity]

LD50 in rats, mice (mg/kg): 430, 3200 orally (Dyadicheva)
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Sulfuryl chloride-->Para toluene-->Acetoacetanilide-->2-Mercaptoethanol-->2-Chloro-3-oxo-N-phenylbutanamide-->Butanamide, 2-(acetyloxy)-3-oxo-N-phenyl-
[Preparation Products]

Oxycarboxin-->5,6-Dihydro-3-methyl-N-phenyl-1,4-oxathin-2-carboxamide
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

Vitavax(5234-68-4).msds
Spectrum DetailBack Directory
[Spectrum Detail]

Carboxin(5234-68-4)1HNMR
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