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Acequinocyl

From Wikipedia, the free encyclopedia
Acequinocyl
Names
IUPAC name
(3-dodecyl-1,4-dioxonaphthalen-2-yl) acetate
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.110.102 Edit this at Wikidata
EC Number
  • 611-595-7
KEGG
UNII
  • InChI=1S/C24H32O4/c1-3-4-5-6-7-8-9-10-11-12-17-21-22(26)19-15-13-14-16-20(19)23(27)24(21)28-18(2)25/h13-16H,3-12,17H2,1-2H3
    Key: QDRXWCAVUNHOGA-UHFFFAOYSA-N
  • CCCCCCCCCCCCC1=C(C(=O)C2=CC=CC=C2C1=O)OC(=O)C
Properties[1]
C24H32O4
Molar mass 384.516 g·mol−1
Appearance yellowish
Odor faintly earthy
Density 1.15 g·cm−3
Melting point 59.6 °C (139.3 °F; 332.8 K)
6.69×10−3 mg/L
Solubility in n-hexane 44 g/L
Solubility in toluene 450 g/L
Solubility in dichloromethane 620 g/L
Solubility in acetone 220 g/L
Solubility in methanol 7.8 g/L
Solubility in dimethylformamide 190 g/L
log P 6.2
Vapor pressure 0.00000001 mmHg
Viscosity 405.95 cSt (20 °C)
217.23 cSt (40 °C)
Hazards
GHS labelling:[1]
GHS07: Exclamation markGHS08: Health hazardGHS09: Environmental hazard
Danger
H317, H370, H373, H410
P260, P264, P270, P272, P273, P280, P302+P352, P308+P316, P319, P321, P333+P317, P362+P364, P391, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Acequinocyl is an acaricide used primarily against mites; it inhibits their mitochondrial electron transport. It is a chemical compound belonging to the class of carboxylic acid esters, specifically the 1,4-naphthoquinones.

Uses

[edit]

Acequinocyl is used as an acaricide in fruit cultivation.[2] It acts as an inhibitor of mitochondrial electron transport at Complex III and was approved in Germany in 2008.[3]

Approval

[edit]

An EU decision regarding the approval of acequinocyl as a plant protection active ingredient is still pending; however, member states may grant provisional approvals.[4]

In Germany, Austria, and Switzerland, plant protection products (such as Kanemite) containing this active ingredient are approved.[citation needed]

References

[edit]
  1. 1 2 PubChem. "Acequinocyl". pubchem.ncbi.nlm.nih.gov. Retrieved 2026-10-01.
  2. ↑ BVL: Acequinocyl
  3. ↑ Horst Börner, Klaus Schlüter (2009), Pflanzenkrankheiten und Pflanzenschutz, Springer DE, p. 590, ISBN 354049068-X
  4. ↑ "Durchführungsbeschluss der Kommission vom 2. August 2011 über die Ermächtigung der Mitgliedstaaten, die vorläufigen Genehmigungen für die neuen Wirkstoffe Acequinocyl, Adoxophyes orana Granulovirus, Aminopyralid, Flubendiamid, Mandipropamid, Metaflumizon, Phosphan, Pyroxsulam und Thiencarbazon zu verlängern". 2011. (2011/490/EU).