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

Toxicity

The Carboxin, with the CAS registry number 5234-68-4, is also known as 2-Methyl-N-phenyl-5,6-dihydro-1,4-oxathiine-3-carboxamide. It belongs to the product categories of Amide Structure Alphabetic; C; CA - CGPesticides; Fungicides; Oxathins; Pesticides. Its EINECS registry number is 226-031-1. This chemical's molecular formula is C₁₂H₁₃NO₂S and molecular weight is 235.30. What's more, its IUPAC name is called 6-Methyl-N-phenyl-2,3-dihydro-1,4-oxathiine-5-carboxamide. The Carboxin should be stored in a cool, dry and well-ventilated place.

Physical properties about Carboxin are: (1)ACD/LogP: 1.844; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.84; (4)ACD/LogD (pH 7.4): 1.84; (5)ACD/BCF (pH 5.5): 14.83; (6)ACD/BCF (pH 7.4): 14.83; (7)ACD/KOC (pH 5.5): 239.85; (8)ACD/KOC (pH 7.4): 239.85; (9)#H bond acceptors: 3; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 63.63 Å²; (13)Index of Refraction: 1.636; (14)Molar Refractivity: 66.271 cm³; (15)Molar Volume: 184.837 cm³; (16)Polarizability: 26.272×10^-24cm³; (17)Surface Tension: 53.91 dyne/cm; (18)Density: 1.273 g/cm³; (19)Flash Point: 208.152 °C; (20)Enthalpy of Vaporization: 67.445 kJ/mol; (21)Boiling Point: 420.567 °C at 760 mmHg; (22)Vapour Pressure: 0 mmHg at 25 °C.

Preparation of Carboxin: this chemical can be prepared by a-(2-methyl-1,3-oxathiolan-2-yl)acetanilide. This reaction needs reagent NBS and solvent CHCl₃ at ambient temperature. The reaction time is 30 min. The yield is 92 %.

Uses of Carboxin: (1) it is used as systemic fungicide and wood preservative; (2) it is used to produce other chemicals. For example, it can produce 5,6-dihydro-2-methyl-1,4-oxathiin-3-carbanilide-4-oxide, acetic acid 2-phenylaminooxalylsulfanyl-ethyl ester and 2-(2-methyl-3-oxo-3l4-[1,3]oxathiolan-2-yl)-2-oxo-N-phenyl-acetamide. This reaction needs reagents tetraphenylporphyrin, O₂ and solvent CH₂Cl₂ at temperature of -20 °C. The reaction time is 150 min. The yield is 29 %.

When you are dealing with this chemical, you should be very careful. This chemical is inflammation to the skin, eyes and respiratory system or other mucous membranes. It may cause damage to health. It is harmful by inhalation, in contact with skin and if swallowed. Therefore, you should wear suitable protective clothing. In case of contacting with eyes, you should rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1) SMILES: O=C(C=1SCCOC=1C)Nc2ccccc2
(2) InChI: 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)
(3) InChIKey: GYSSRZJIHXQEHQ-UHFFFAOYSA-N   Physical Property   Value   Units   Temp (deg C)   Source   Melting Point   94   deg C       EXP   log P (octanol-water)   2.14   (none)       EXP   Water Solubility   199   mg/L   25   EXP   Vapor Pressure   1.80E-07   mm Hg   25   EXP   Henry's Law Constant   2.80E-10   atm-m3/mole   25   EST   Atmospheric OH Rate Constant   1.27E-10   cm3/molecule-sec   25   EST
 

Physical Properties