5234-68-4

Basic information

• Product Name: Vitavax
• 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;2,3-dihydro-5-carboxanilido-6-methyl-4-oxathiin;2,3-Dihydro-6-methyl-1,4-oxathiin-5-carboxanilide
• CAS NO: 5234-68-4
• Molecular Formula: C₁₂H₁₃NO₂S
• Molecular Weight: 235.3
• EINECS: 226-031-1
• Product Categories: Amide structureAlphabetic;C;CA - CGPesticides;Fungicides;Oxathins;Pesticides;NULL
• Mol File: 5234-68-4.mol
• Article Data: 12

Chemical Properties

• Melting Point: 91.1-91.7°C
• Boiling Point: 420.6 °C at 760 mmHg
• Flash Point: 100 °C
• Appearance: White/Crystals
• Density: 1.45
• Vapor Pressure: 2.79E-07mmHg at 25°C
• Refractive Index: 1.6000 (estimate)
• Storage Temp.: 0-6°C
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• PKA: 14.31±0.70(Predicted)
• Water Solubility: 10.095 g/100 mL
• Merck: 13,1837
• BRN: 983249
• CAS DataBase Reference: Vitavax(CAS DataBase Reference)
• NIST Chemistry Reference: Vitavax(5234-68-4)
• EPA Substance Registry System: Vitavax(5234-68-4)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 21/22-36/37/38-20/21/22
• Safety Statements: 36-26
• RIDADR: UN2588 (Pesticide, solid, poisonous, n.o.s.); UN2902 (Pesticide,
• WGK Germany: 3
• RTECS: RP4550000
• Hazardous Substances Data: 5234-68-4(Hazardous Substances Data)

Usage

Description

Vitavax is a glycerol-based product that serves various applications across different industries. It is known for its unique properties and versatility, making it a valuable component in numerous formulations.

Uses

Used in Pharmaceutical Industry:
Vitavax is used as a solvent,甜味剂 (sweetener), and humectant for its ability to retain moisture and improve the stability of formulations.
Used in Food and Beverage Industry:
Vitavax is used as a humectant to retain moisture in the food products, enhancing their texture and shelf life. It also serves as a sweetener in the production of low-calorie and sugar-free products.
Used in Cosmetics and Personal Care Industry:
Vitavax is used as a moisturizer and humectant in cosmetics and personal care products, providing hydration and improving the skin's appearance.
Used in Industrial Applications:
Vitavax is used as a component in the manufacturing of various products, such as in the production of inks, dyes, and other industrial chemicals.
Used in Agricultural Applications:
Vitavax is used as a component in the formulation of certain fungicides and plant protectants, contributing to their effectiveness in controlling plant diseases and pests.

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.

InChI:InChI=1/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)

Upstream product

• 31844-92-5 2-chloro-N-phenyl-3-oxobutanamide 
• 60-24-2 2-hydroxyethanethiol 
• 1048972-92-4 (Z)-N-phenyl-3-chloro-2-[(2-hydroxyethyl)thio]-2-butenamide 
• 102437-91-2 (E)-3-{2-[2-((E)-1-Methyl-2-phenylcarbamoyl-vinyloxy)-ethyldisulfanyl]-ethoxy}-but-2-enoic acid phenylamide 
• 102-01-2 N-phenylacetoacetamide 
• 67980-06-7 α-(2-methyl-1,3-oxathiolan-2-yl)acetanilide 
• 68563-71-3 trans-2-methyl-N-phenyl-1,3-oxathiolane-2-acetamide 3-oxide 
• 68563-70-2 cis-2-methyl-N-phenyl-1,3-oxathiolane-2-acetamide 3-oxide 
• 102437-86-5 S-<2-<<1-methyl-3-oxo-3-(phenylamino)-1-propenyl>oxy>ethyl> 2-<<1-methyl-3-oxo-3-(phenylamino)-1-propenyl>oxy>ethanethiosulfinate 
• 180068-90-0 α-hydroxy-2-methyl-N-phenyl-1,3-oxathiolane-2-acetamide 
• 124070-06-0 1,3-dioxo-1-(phenylamino)butan-2-yl acetate 

Downstream Products

• 110512-33-9 2,3-dichloro-2-methyl-1,4-oxathiin-3-carboxanilide 
• 50435-96-6 2-(2-Chloro-ethylsulfanyl)-N-phenyl-acetamide 
• 50435-95-5 2-(2-Hydroxy-ethylsulfanyl)-N-phenyl-acetamide 
• 17757-70-9 2-methyl-N-phenyl-5,6-dihydro-1,4-oxathiine-3-carboxamide 4-oxide 
• 64754-74-1 2-methyl-1,3-oxathiolane-N-phenyl-2-ketocarboxamide 
• 5862-40-8 2-mercaptoethyl acetate 
• 444346-72-9 2-[(2-anilino-2-oxoacetyl)sulfanyl]ethyl acetate 
• 6577-40-8 5,6-dihydro-2-methyl-1,4-oxathiin-3-N-methyl-carbanilide 
• 42825-78-5 2-(chloromethyl)-5,6-dihydro-N-phenyl-1,4-oxathiin-3-carboxamide 
• 50435-92-2 N-phenyl-2-[(2-hydroxyethyl)sulfanyl]-3-hydroxy-2-butenamide 
• 50435-97-7 C₁₈H₁₉N₅O₆S 

Relevant articles and documents

Addition-substitution reactions of 2-thio-3-chloroacrylamides with carbon, nitrogen, oxygen, sulfur and selenium nucleophiles

Synthetically versatile conjugate addition of a range of carbon, nitrogen, oxygen, sulfur and selenium nucleophiles to the highly functionalised 2-thio-3-chloroacrylamides is described. The stereochemical and synthetic features of this transformation are discussed in detail. In most instances, the nucleophile replaces the chloro substituent with retention of stereochemistry. With the oxygen nucleophiles, a second addition can occur leading to acetals, while with the nitrogen nucleophiles, E-Z isomerism occurs in the resulting enamine derivatives. The ratio of the E/Z isomers can be rationalised on the basis of the substituent and the level of oxidation.

New synthesis of carboxin and oxycarboxin pesticides: application to the preparation of their new analogues substituted at the C-2 methyl group

A new synthesis of carboxin 1a and its 4,4-dioxide derivative, oxycarboxin 2a, has been devised via N-bromosuccinimide-promoted oxidative rearrangement of acetoacetanilide 1,3-oxathiolane 3.The replacement of N-bromosuccinimide with molecular bromine leads to the formation, from compound 3, of a C-2 bromomethylcarboxin derivative 1b.The latter is conveniently exploited to prepare a new class of carboxins and oxycarboxins (after oxidation of the sulfur) substituted at the C-2 methyl, by replacement of the bromine atom with various nucleophiles.

Studies on the Preparation of Dihydro-1,4-oxathiines. Computer-Assisted Evaluation of the Results of Retrosynthetic Analysis Verified by Synthetic Experiments and By-Product Analyses. Synthetic Pathways Involving α-Sulfenylated Ketones and 1,3-Oxathiolanes of α-Halo and α-Hydroxy K...

The preparation of 2- and 2,3-substituted 5,6-dihydro-1,4-oxathiines has been studied by computer simulation and by experiment.Three major synthetic pathways, involving 2-(1-hydroxyalkyl)-1,3-oxathiolanes, 2-(1-haloalkyl)-1,3-oxathiolanes, 2-hydroxyethylthiomethyl ketones, methanesulfonates of 2-hydroxyethylthiomethyl ketones and 2-choroethylthiomethyl ketones as intermediates, were evaluated, by running the program CAMEO, and by experiment.The results of the two approaches were compared and the major by-products of the reactions were identified by GLC/MS.