ChemicalBook--->CAS DataBase List--->875775-74-9

875775-74-9

875775-74-9 Structure

875775-74-9 Structure
IdentificationBack Directory
[Name]

FLOMETOQUIN
[CAS]

875775-74-9
[Synonyms]

FLOMETOQUIN
2-Ethyl-3,7-dimethyl-6-(4-(trifluoromethoxy)phenoxy)quinolin-4-yl?methyl?carbonate
Carbonic acid, 2-ethyl-3,7-dimethyl-6-[4-(trifluoromethoxy)phenoxy]-4-quinolinyl methyl ester
[Molecular Formula]

C22H20F3NO5
[MOL File]

875775-74-9.mol
[Molecular Weight]

435.39
Chemical PropertiesBack Directory
[Melting point ]

115 - 118°C
[Boiling point ]

490.0±45.0 °C(Predicted)
[density ]

1.291±0.06 g/cm3(Predicted)
[storage temp. ]

-20°C Freezer, Under inert atmosphere
[solubility ]

Chloroform (Slightly), DMSO (Slightly)
[form ]

Solid
[pka]

5.16±0.50(Predicted)
[color ]

White to Off-White
[InChI]

InChI=1S/C22H20F3NO5/c1-5-17-13(3)20(30-21(27)28-4)16-11-19(12(2)10-18(16)26-17)29-14-6-8-15(9-7-14)31-22(23,24)25/h6-11H,5H2,1-4H3
[InChIKey]

FMPFURNXXAKYNE-UHFFFAOYSA-N
[SMILES]

C(OC)(=O)OC1C2C(N=C(CC)C=1C)=CC(C)=C(OC1=CC=C(OC(F)(F)F)C=C1)C=2
Safety DataBack Directory
[Symbol(GHS) ]

Health Hazard (GHS08)Environment (GHS09)Skull and Crossbones (GHS06)
GHS08,GHS09,GHS06
[Signal word ]

Danger
[Hazard statements ]

H334-H400-H331-H410-H311-H317-H301
[Precautionary statements ]

P273-P391-P501-P261-P272-P280-P302+P352-P333+P313-P321-P363-P501-P261-P271-P304+P340-P311-P321-P403+P233-P405-P501-P261-P285-P304+P341-P342+P311-P501-P264-P270-P301+P310-P321-P330-P405-P501-P273-P391-P501-P280-P302+P352-P312-P322-P361-P363-P405-P501
Hazard InformationBack Directory
[Uses]

Flometoquin is a pesticide. It is also used in other insecticidal compositions containing flometoquin and anabasine as active ingredients. An agrochemical compound.
[Production Methods]

Commercial production of flometoquin follows a multi step quinoline assembly route described which includes regioselective chlorination, esterification, and nitration to build a highly substituted aromatic intermediate. This intermediate is then coupled with 4 (trifluoromethoxy)phenol via an SNAr reaction to introduce the key phenoxy group. After catalytic reduction of the nitro group, the resulting anthranilic ester undergoes cyclisation with diethyl ketone to form the quinolinone core, which is subsequently converted into the final methyl carbonate insecticide structure. Industrial production scales this sequence using controlled chlorination, catalytic hydrogenation, and solvent managed cyclisation steps to deliver technical grade flometoquin.
[Mechanism of action]

Mitochondrial complex III electron transport inhibitors – Qi site
[Pesticide Type]

Insecticide; Acaricide
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