Meptyldinocap

Structural formula
1: 1 mixture of the ( R ) -form (above) and the ( S ) -form (below)
General
Surname	Meptyldinocap
other names	2- (1-methylheptyl) -4,6-dinitrophenyl- (2 E ) -2-butenoate ( RS ) -2- (1-methylheptyl) -4,6-dinitrophenyl crotonate
Molecular formula	C 18 H 24 N 2 O 6
Brief description	yellow to orange-brown liquid
External identifiers / databases
CAS number 131-72-6 EC number 679-522-1 ECHA InfoCard 100.204.501 PubChem 5284389 Wikidata Q19296230
properties
Molar mass	364.4 g mol −1
Physical state	liquid
density	1.11 g cm −3
Melting point	−22.5 ° C
boiling point	decomposes at 200 ° C
Vapor pressure	7.92 · 10 −6 Pa (20 ° C)
solubility	practically insoluble in water (0.248 mg l −1 at 20 ° C) Easily soluble in acetone (252 g l −1 ) and ethyl acetate (256 g l −1 )
safety instructions
GHS labeling of hazardous substances danger H and P phrases H: 302 + 332-315-317-360D-373-410 P: 201-273-280-301 + 312 + 330-304 + 340 + 312-308 + 313
Toxicological data	> 2000 mg kg −1 ( LD 50 ,  rat ,  oral ) 0.0569 mg l −1 ( LC 50 , fish ( Lepomis macrochirus ) , 96 hours )
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Meptyldinocap is a 1: 1 mixture of two isomeric chemical compounds from the group of dinitrophenyl - crotonates . It is a fungicide and was launched in 2007 by Dow AgroSciences .

Structure and properties

Meptyldinocap is a 1: 1 mixture of two isomeric compounds and the ISO name of the most active components of Dinocap , an even more complex mixture of substances . Meptyldinocap is a yellowish-brown liquid and almost insoluble in water. With a half-life of 15 days, it is not persistent in the soil. Migration into the groundwater is unlikely, and it also degrades quickly in aqueous systems.

Use and mode of action

Meptyldinocap is used as a fungicide to control powdery mildew . It acts selectively on the target organism, although the exact reasons for this selectivity have not been researched. It is used in the agricultural cultivation of wine, fruit and vegetables. Meptyldinocap acts as a contact poison by disrupting the cell's metabolism, suppressing spore formation and blocking cell respiration.

Admission

In a number of EU countries, including Austria, but not in Germany and Switzerland, plant protection products with this active ingredient are permitted (trade names Karathane Star, Karathane Gold).

Individual evidence

1. ↑ ^{a b c d e} Arpad Ambrus: Meptyldinocap. (PDF) In: Food and Agriculture Organization of the United Nations. Accessed April 3, 2020 (English). 
2. ↑ ^{a b c d e f g} Entry on Meptyldinocap in the Pesticide Properties DataBase (PPDB) of the University of Hertfordshire , accessed on April 3, 2020.
3. ↑ ^{a b} Meptyldinocap data sheet from Sigma-Aldrich , accessed on April 3, 2020 ( PDF ).
4. ↑ Peter Jeschke, Matthias Witschel, Wolfgang Krämer, Ulrich Schirmer: Modern Crop Protection Compounds . John Wiley & Sons, 2019, ISBN 978-3-527-34089-7 (English, limited preview in Google Book Search [accessed April 3, 2020]).
5. ↑ Paranjape, Kalyani .: The pesticide encyclopedia . CABI, Wallingford, Oxfordshire UK 2014, ISBN 978-1-78064-014-3 (English, limited preview in Google Book Search).
6. ↑ General Directorate Health and Food Safety of the European Commission: Entry on Meptyldinocap in the EU pesticide database; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; accessed on March 25, 2016.
7. ↑ Implementing Regulation (EU) No. 1330/2014 of December 15, 2014 for the approval of the active ingredient Meptyldinocap