VINCLOZOLIN
- CAS No.
- 50471-44-8
- Chemical Name:
- VINCLOZOLIN
- Synonyms
- vinclozoline;3-(3,5-DICHLOROPHENYL)-5-METHYL-5-VINYLOXAZOLIDINE-2,4-DIONE;M2;VORLAN;RONILAN;bas352f;Ornalin;Ronilon;BAS 352;Ranilan
- CBNumber:
- CB8108814
- Molecular Formula:
- C12H9Cl2NO3
- Molecular Weight:
- 286.11
- MDL Number:
- MFCD00055511
- MOL File:
- 50471-44-8.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| Melting point | 108℃ |
|---|---|
| Boiling point | 131℃ (0.05mmHg) |
| Density | 1.51 g/cm3 |
| vapor pressure | 1.3 x 10-4 Pa (20 °C) |
| refractive index | 1.6100 (estimate) |
| Flash point | 2 °C |
| storage temp. | APPROX 4°C |
| solubility | DMF: 30 mg/ml,DMSO: 30 mg/ml,Ethanol: 30 mg/ml,Ethanol:PBS(pH 7.2) (1:1): 0.5 mg/ml |
| Water Solubility | 3.4 mg l-1 (20 °C) |
| pka | -3.43±0.40(Predicted) |
| Merck | 13,10046 |
| BRN | 8331312 |
| Henry's Law Constant | 5.8×102 mol/(m3Pa) at 25℃, HSDB (2015) |
| Major Application |
agriculture cleaning products cosmetics environmental food and beverages personal care |
| InChI | 1S/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 |
| InChIKey | FSCWZHGZWWDELK-UHFFFAOYSA-N |
| SMILES | CC1(OC(=O)N(C1=O)c2cc(Cl)cc(Cl)c2)C=C |
| EWG's Food Scores | 7-8 |
| FDA UNII | JJ258EZN1I |
| Proposition 65 List | Vinclozolin |
| Pesticides Freedom of Information Act (FOIA) | Vinclozolin |
| EPA Substance Registry System | Vinclozolin (50471-44-8) |
| UNSPSC Code | 41116107 |
| NACRES | NA.24 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |    GHS07,GHS08,GHS09 |
|---|---|
| Signal word | Danger |
| Hazard statements | H317-H351-H360FD-H411 |
| Precautionary statements | P201-P261-P273-P280-P308+P313-P391 |
| PPE | Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges |
| Hazard Codes | T,N,Xn,F |
| Risk Statements | 60-61-40-43-51/53-36-20/21/22-11 |
| Safety Statements | 53-45-61-36-26-16-36/37 |
| RIDADR | UN3077 9/PG 3 |
| WGK Germany | 3 |
| RTECS | RP8530000 |
| HS Code | 29349990 |
| Storage Class | 6.1C - Combustible acute toxic Cat.3 toxic compounds or compounds which causing chronic effects |
| Hazard Classifications | Aquatic Chronic 2 Carc. 2 Repr. 1B Skin Sens. 1 |
| Hazardous Substances Data | 50471-44-8(Hazardous Substances Data) |
| Toxicity | LD50 orally in rats: 10 g/kg (Hess, Locher) |
VINCLOZOLIN price More Price(20)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | 45705 | Vinclozolin PESTANAL | 50471-44-8 | 250mg | $34.6 | 2026-04-30 | Buy |
| Sigma-Aldrich | 90413 | Vinclozolin certified reference material, TraceCERT? | 50471-44-8 | 50MG | $209 | 2022-05-15 | Buy |
| Cayman Chemical | 23939 | Vinclozolin ≥98% | 50471-44-8 | 25mg | $29 | 2026-04-30 | Buy |
| Cayman Chemical | 23939 | Vinclozolin ≥98% | 50471-44-8 | 50mg | $54 | 2026-04-30 | Buy |
| Cayman Chemical | 23939 | Vinclozolin ≥98% | 50471-44-8 | 100mg | $102 | 2026-04-30 | Buy |
VINCLOZOLIN Chemical Properties, Uses, Production
Chemical Properties
Pure product is white crystal. 108℃, vapor pressure 13.3×10-6Pa. Solubility at 20℃: acetone 43.5%, chloroform 31.9%, benzene 14.6%, water 0.1%. Stable in 0.1mol/L hydrochloric acid and neutral aqueous solution, can be slowly hydrolyzed in alkaline solution. Industrial product is white to gray, purity is more than 96%, m.p. 106-108 ℃, with a weak aromatic flavor, forming a suspension in water, good diffusion performance.
Uses
Vinclozolin is a non-systemic, contact fungicide that controls fruit rot, brown rot, mould and blight caused by Botrytis spp., Sclerotinia spp., Monilia spp., etc. in vines, fruits, vegetables, oilseed rape, ornamentals, hops, turf and strawberries. Vinclozolin exhibits both preventive and curative activities.
Uses
Agricultural fungicide.
Production Methods
Vinclozolin is commercially produced through a multi-step synthesis involving the reaction of 3,5-dichlorophenyl isocyanate with vinyl propionate under controlled conditions. The synthesis begins with the preparation of the isocyanate intermediate, typically derived from chlorinated aromatic precursors, followed by its coupling with vinyl propionate to form the oxazolidine-2,4-dione ring system characteristic of vinclozolin.
Definition
ChEBI: 3-(3,5-dichlorophenyl)-5-ethenyl-5-methyl-2,4-oxazolidinedione is a member of the class of oxazolidinones that is 5-ethenyl-5-methyl-2,4-oxazolidinedione in which the imide hydrogen is replaced by a 3,5-dichlorophenyl group. It is a dicarboximide, a dichlorobenzene, an oxazolidinone and an olefinic compound.
General Description
Colorless crystals with slight aromatic odor. Used as a fungicide.
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).
Agricultural Uses
Fungicide: Vinclozolin is a non-systemic fungicide which has been used on vines (such as grapes), strawberries, raspberries, chicory grown for Belgian endive, lettuce, kiwi, canola, succulent beans, and dry bulb onions. Import tolerances have been established to permit. Not approved for use in EU countries . Registered for use in the U.S.
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®
Mechanism of action
Non-systemic with protective action, prevents spore germination and mycelial growth. Osmotic signal transduction.
Safety Profile
Low toxicity by ingestion and inhalation. Mutation data reported. When heated to decomposition it emits very toxic fumes of Cland NOx.
Metabolic pathway
The fungicides, chlozolinate, vinclozolin, and procymidone, are added to wine after fermentation and the degradation products are isolated and identified. Chlozolinate undergoes a rapid hydrolytic loss of the ethoxycarbonyl substituent to give an oxazolidine that further undergoes hydrolytic cleavage to give 3' ,5' -dichloro-2-hydroxypropanilide. The oxazolidine ring of vinclozolin undergoes a similar hydrolysis reaction to give the corresponding anilide, 3' ,5'-dichloro-2-hydroxy-2-methylbut-3-eneanilide. Both of these anilides are stable in wine for 150 days. A different degradation behavior is observed with procymidone and leads to the formation of 3,5- dichloroaniline, which, in turn, breaks down in wine.
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.
Pesticide Type
Fungicide
VINCLOZOLIN Preparation Products And Raw materials
Raw materials
Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| J & K SCIENTIFIC LTD. | 18210857532 18210857532 | jkinfo@jkchemical.com | China | 96815 | 76 |
| Chemsky (shanghai) International Co.,Ltd | 021-50135380 | shchemsky@sina.com | China | 15350 | 60 |
| Spectrum Chemical Manufacturing Corp. | 021-021-021-67601398-809-809-809 15221380277 | marketing_china@spectrumchemical.com | China | 9643 | 60 |
| Chengdu Ai Keda Chemical Technology Co., Ltd. | 4008-755-333 18080918076 | 800078821@qq.com | China | 9706 | 55 |
| 9ding chemical ( Shanghai) Limited | 4009209199 | sales@9dingchem.com | China | 22497 | 55 |
| Shanghai Aladdin Bio-Chem Technology Co.,LTD | 400-6206333 13167063860 | anhua.mao@aladdin-e.com | China | 29977 | 65 |
| The future of Shanghai Industrial Co., Ltd. | 021-61552785 | sales@shshiji.com | China | 9531 | 55 |
| Nanjing Sunlida Biological Technology Co., Ltd. | 025-57798810 18652991625 | sales@sunlidabio.com | China | 3223 | 55 |
| Shanghai JONLN Reagent Co., Ltd. | 400-0066400 13621662912 | 422131432@qq.com | China | 9970 | 55 |
| Chengdu HuaXia Chemical Reagent Co. Ltd | 400-1166-196 13458535857 | cdhxsj@163.com | China | 13323 | 58 |
View Latest Price from VINCLOZOLIN manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2026-07-31 | Vinclozolin
50471-44-8
|
$65.00-123.00 | 98.47% | 10g | TargetMol Chemicals Inc. |
-
- Vinclozolin
50471-44-8
- $65.00-123.00
- 98.47%
- TargetMol Chemicals Inc.
