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81412-43-3

81412-43-3 Structure

81412-43-3 Structure
IdentificationBack Directory
[Name]

TRIDEMORPH
[CAS]

81412-43-3
[Synonyms]

CALIXIN
bas2203f
tridemorf
Calixin(TM)
Tridemorphe
Tridemorf [czech]
tridemorph (bsi,iso)
Tridemorph (Mix of Isomers)
dimethyl-2,6tridecyl-4morpholine
Dimethyl-2,6 tridecyl-4 morpholine [french]
[EINECS(EC#)]

617-232-9
[Molecular Formula]

C19H39NO
[MDL Number]

MFCD00055522
[MOL File]

81412-43-3.mol
[Molecular Weight]

297.52
Chemical PropertiesBack Directory
[vapor pressure ]

1.2 x 10-2 Pa (20 °C)
[pka]

6.5
[Water Solubility ]

n = 10-12,11.7 mg l-1 (pH 7 at 20 °C)
[CAS DataBase Reference]

81412-43-3
[EPA Substance Registry System]

Tridemorph (81412-43-3)
Safety DataBack Directory
[HS Code ]

29349990
[Toxicity]

oth-mmo-omi 100 mmol/L NNGADV 5,69,80
Hazard InformationBack Directory
[Uses]

Tridemorph is a systemic fungicide which provides effective eradicant and protective control of powdery mildews, rusts and leaf blotch in cereals (especially caused by Evisyphe graminis) and in bananas.
[Definition]

ChEBI: 2,6-dimethyl-4-tridecylmorpholine is a member of the class of morpholines that is 2,6-dimethylmorpholine in which the hydrogen attached to the nitrogen is replaced by a tridecyl group. The configuration at positions 2 and 6 is unknown or unspecified. It has a role as an antifungal agrochemical. It is a member of morpholines and a tertiary amino compound.
[Production Methods]

The commercial production of tridemorph typically involves a one-step catalytic reaction between tridecanol and 2,6-dimethylmorpholine. In this process, tridecanol and a catalyst are added to a reactor, followed by purging with nitrogen and hydrogen to create an inert atmosphere. The mixture is heated to activate the catalyst, then raised further while 2,6-dimethylmorpholine is added dropwise. The reaction continues at an elevated temperature until completion, after which the mixture is allowed to settle. The catalyst is separated, and the filtrate is purified through rectification to yield tridemorph.
[Mechanism of action]

Systemic with eradicant action, absorbed by leaves and shoots, some protectant properties. Disrupts membrane function.
[Safety Profile]

Moderately toxic by ingestion andskin contact. An experimental teratogen. Mutation datareported. When heated to decomposition it emits toxicfumes of NOx.
[Metabolic pathway]

Limited information is available to describe the degradation and metabolic fate of tridemorph. Hydroxylation of the tridecyl side-chain and the hydroxylation/oxidation of one of the methyl moieties in the morpholine ring were the primary metabolic reactions in animals (Scheme 1).
[Degradation]

Tridemorph (1) is stable to hydrolytic degradation (<50 °C). It degraded rapidly after being exposed to UV light with a half-life (DT50) of 16.5 hours (PM).
[Pesticide Type]

Fungicide
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