50471-44-8 Usage
Description
VINCLOZOLIN is a non-systemic, contact fungicide that is used to control various fungal infections in agricultural crops. It is effective against fruit rot, brown rot, mould, and blight caused by Botrytis spp., Sclerotinia spp., Monilia spp., and other fungi. VINCLOZOLIN exhibits both preventive and curative activities, making it a valuable tool in protecting crops from these damaging diseases.
Uses
Used in Agricultural Industry:
VINCLOZOLIN is used as a fungicide for controlling fruit rot, brown rot, mould, and blight in various crops such as vines, fruits, vegetables, oilseed rape, ornamentals, hops, turf, and strawberries. Its application helps to protect these crops from the damaging effects of fungal infections, ensuring healthier and more productive harvests.
Air & Water Reactions
Hydrolysis rapidly occurs under alkaline conditions
Reactivity Profile
A halogenated dicarboximide. Organic amides/imides react with azo and diazo compounds to generate toxic gases. Flammable gases are formed by the reaction of organic amides/imides with strong reducing agents. Amides are very weak bases (weaker than water). Imides are less basic yet and in fact react with strong bases to form salts. That is, they can react as acids. Mixing amides with dehydrating agents such as P2O5 or SOCl2 generates the corresponding nitrile. The combustion of these compounds generates mixed oxides of nitrogen (NOx).
Trade name
BAS-352-F?; BAS-35204-F?;
CURALAN?; FLOTILLA?; FUMITE RONALIN?;
MASCOT? contact turf fungicide; ORNALIN?[C];
POWERDRIVE?; RONILAN?; RONILAN-DF?;
RONALINE-FL?; TOUCHE?; VINCHLOZOLINE?;
VINCLOZOLINE?; VORLAND?
Safety Profile
Low toxicity by ingestion and inhalation. Mutation data reported. When heated to decomposition it emits very toxic fumes of Cland NOx.
Purification Methods
Crystallise the fungicide from Me2CO/H2O. Its solubility at 20o (w/w%) is 44 (Me2CO), 32 (CHCl3), 25 (EtOAc) and 10 (H2O). It irritates the eyes and skin. [GP 2,207,576 1973, Chem Abstr 79 137120 1973.]
Degradation
Vinclozolin (1) was rapidly hydrolysed in alkaline solution. The hydrolytic
DT50, values in pH 5, 7 and 9 solution at 25 °C were 45 days, 13.4
hours and 1.6 hours, respectively (Melkebeke et al., 1986). Szeto et al.
(1989a) and Villedieu et al. (1994, 1995) reported that the opening of
the oxazolidinedione ring by attack of the hydroxyl ion on the two
carbonyl groups is the primary hydrolysis mechanism to yield 2-{[3,5-
dichlorophenyl)carbamoyl]-oxy}-2-methyl-3-butenoica cid (2) and 3'5'-
dichloro-2-hydroxy-2-methylbut-3-enanilide(3) as major products. The
formation of compound 3 was likely via the intermediate N-(2-hydroxy-
2-methyl-1-oxo-buten-3-yl)-3,5-dichlorophenyl-1-carbamic acid (4). 3,5-
Dichloroaniline (5) was reported as a minor hydrolysis product. The
proposed hydrolytic degradation pathway of vinclozolin is presented in
Scheme 1. Compound 3 was also reported as the primary degradation
product of vinclozolin in wine (pH 3-4, 30 °C) whereas 3,5-
dichloroaniline (5) was not detected in the wine samples (Cabras et al.,
1984; Pirisi et al., 1986).
The degradation rate of vinclozolin in aqueous solution at λ> 290 nm
was slower than at λ>230 nm; furthermore, the addition of humic
and fulvic acids catalysed the aqueous photodegradation reaction
(DT50 8 hours) to yield compound 5 and 3,5-dichlorophenyl isocyanate
(6) as primary degradation products (see Scheme 1; Hustert and
Moza, 1997). Schwack et al. (1995) reported the photolytic reactions of
vinclozolin in various organic solvents. Addition of the solvent molecules
to the vinyl moiety and dechlorination products were observed as major
photodegradation reactions.
Check Digit Verification of cas no
The CAS Registry Mumber 50471-44-8 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,0,4,7 and 1 respectively; the second part has 2 digits, 4 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 50471-44:
(7*5)+(6*0)+(5*4)+(4*7)+(3*1)+(2*4)+(1*4)=98
98 % 10 = 8
So 50471-44-8 is a valid CAS Registry Number.
InChI:InChI=1/C12H9Cl2NO3/c1-3-12(2)10(16)15(11(17)18-12)9-5-7(13)4-8(14)6-9/h3-6H,1H2,2H3
50471-44-8Relevant articles and documents
Chiral separation and enantioselective degradation of vinclozolin in soils
Liu, Hui,Liu, Donghui,Shen, Zhigang,Sun, Mingjing,Zhou, Zhiqiang,Wang, Peng
, p. 155 - 159 (2014)
Vinclozolin is a chiral fungicide with potential environmental problems. The chiral separation of the enantiomers and enantioselective degradation in soil were investigated in this work. The enantiomers were separated by high-performance liquid chromatography (HPLC) on Chiralpak IA, IB, and AZ-H chiral columns under normal phase and the influence of the mobile phase composition on the separation was also studied. Complete resolutions were obtained on all three chiral columns under optimized conditions with the same elution order of (+)/(-). The residual analysis of the enantiomers in soil was conducted using accelerate solvent extraction followed by HPLC determination. The recoveries of the enantiomers ranged from 85.7-105.7% with relative standard deviation (SD) of 0.12-3.83%, and the limit of detection (LOD) of the method was 0.013 μg/g. The results showed that the degradations of vinclozolin enantiomers in the soils followed first-order kinetics. Preferential degradation of the (-)-enantiomer was observed only in one soil with the largest |ES| value of 0.047, and no obvious enantioselective degradation was observed in other soils. It was found that the persistence of vinclozolin in soil was related to pH values based on the half-lives. The two enantiomers disappeared about 8 times faster in basic soils than that in neutral or acidic soils.
Iminoacetic acid amides and their use as pest control agents
-
, (2008/06/13)
PCT No. PCT/EP96/04345 Sec. 371 Date Apr. 15, 1998 Sec. 102(e) Date Apr. 15, 1998 PCT Filed Oct. 7, 1996 PCT Pub. No. WO97/14673 PCT Pub. Date Apr. 24, 1997Iminoacetamides of the formula (I) in which A represents a single bond or optionally substituted alkylene, Q represents oxygen or sulphur, R1 represents respectively optionally substituted cycloalkyl, cycloalkenyl, aryl or heterocyclyl, R2 represents respectively optionally substituted alkyl, alkenyl, alkinyl, cycloalkyl, cycloalkenyl, aryl or heterocyclyl, R3 represents hydrogen or respectively optionally substituted alkyl, alkenyl, alkinyl or cycloalkyl, R4 represents respectively optionally substituted cycloalkyl, cycloalkenyl, aryl or heterocyclcyl a process for their preparation, pesticidal compositions containing them, and their use for controlling pests.
Microbicidal benzotriazoles
-
, (2008/06/13)
Novel benzotriazoles of the formula STR1 in which R, X1, X2, X3, X4 and Y have the meanings given in the description, and their acid addition salts and metal salt complexes, a process for the preparation of these substances and their use as microbicides in crop protection and in material protection.
