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Chemical Identification
Common Name
Trinexapac-ethyl
中文通用名
抗倒酯
IUPAC
ethyl (RS)-4-cyclopropyl(hydroxy)methylene-3,5-dioxocyclohexanecarboxylate
CAS
ethyl 4-(cyclopropylhydroxymethylene)-3,5-dioxocyclohexanecarboxylate
CAS No.
95266-40-3
Molecular Formula
C13H16O5
Molecular Structure
Category
Activity
Plant Growth Regulator

Trinexapac-ethyl is primarily for post-emergence use. The product is absorbed by the foliage and is translocated to the shoot meristem where it causes shortening of the internode length and strengthening of the upper internodes. It is most effective at reducing stem height when applied prior to flowering, but the anti-lodging effect is independent of application timing. The activity persists from application to harvesting in field crops and for several weeks in turf grass. One application of trinexapac-ethyl has been shown to reduce growth rate in turf by 40% for 4-6 weeks. Higher application rates are required for broadleaf crops. In ryegrass trinexapac-ethyl produces a three-fold improvement in lodging reduction and increases seed yield by up to 70%. Trials on spring oats showed a height reduction of 15% and yield benefits of 6%.

In field trials, no phytotoxicity was observed on cereals.
CropUse
CropUses:
barley, oats, oilseed rape, rice, rye, sugar cane, triticale, turf, wheat

Cereals: 100-250 g ai/ha

Oilseed rape: 300-400 g ai/ha

Sugar cane: 125-250 g ai/ha

Turf: 100-420 g ai/ha (per application)

Premix

Type

AI concn

Emulsifiable concentrate (EC)

25% (w/v)

Micro-emulsion (ME)

 

Wettable powder (WP)

 

Soluble granule (SG)

 

Physical Properties
Molecular weight:252.3; Physical form:White, odourless solid; (tech. is a yellow to red-brown liquid (30 °C) and a solid-liquid melt (20 °C), with a slight sweet odour). Density:1.215 g/cm3 (20 °C); Composition:Tech. is ×92% pure. Melting point:36 °C; Flash point:133 °C (1013 mbar) (EEC A9); Vapour pressure:1.6 mPa (20 °C); 2.16 mPa (25 °C) ( OECD 104); Henry constant:5.4 × 10-4 Pa m3 mol-1; Partition coefficient(n-octanol and water):logP = 1.60 ( pH 5.3, 25 °C); pKa:4.57; Solubility:In water 2.8 ( pH 4.9), 10.2 ( pH 5.5), 21.1 ( pH 8.2) (all in g/l, 25 °C). In ethanol, acetone, toluene, n-octanol 100%, n-hexane 5% (25 °C).; Stability:Heat-stable up to boiling point. Photolytically and hydrolytically stable under normal environmental conditions ( pH 6-7, 25 °C). Less stable in alkali.;
Toxicology
Oral:Acute oral LD50 for rats 4460 mg/kg. Percutaneous:Acute percutaneous LD50 for rats >4000 mg/kg. Not irritant to skin or eyes of rabbits. Non-sensitising to skin (guinea pigs). Inhalation:LC50 (48 h) for rats >5.3 mg/l. Phytotoxicity:Could cause inhibition or growth stoppage of some plants, e.g. grasses, aquatic plants and algae.
Environmental Profile
Ecotoxicology:
Bees:Non-toxic; LD50 (oral) >293 µg/bee; (contact) >115 µg/bee.Birds: LD50 for ducks and quail >2000 mg/kg. LC50 (8 d) for ducks and quail >5000 ppm.Daphnia: LC50 (96 h) 142 mg/l.Fish: LC50 (96 h) for trout, carp, bluegill sunfish, catfish, fathead minnow 35-180 mg/l.Worms:Low toxicity to earthworms; LC50 >93 mg/kg. 

Environmental fate: 
Animals:In rats, goats and hens, 90% excretion occurs within 24 h, all as the acid metabolite.Soil:In soil, the ester undergoes rapid degradation, DT50 <1 d. The acid has Kd values 1.5-16, Koc 140-600. Further metabolism is rapid, DT50 typicallPlant:Rapid metabolism to the acid, which remains by far the predominant metabolite.

Bobwhite quail [96 hrs]

LD50 >2,000 mg/kg Mallard duck LD50 >2,000 mg/kg

Rainbow trout [96 hrs]

LC50 68 mg/litre Bluegill sunfish [96 hrs] LC50 >130 mg/litre

Daphnia [48 hrs]

LD50 142 mg/litre

 

Transport Information
Signal Word:CAUTION; Hazard Class:III(Slightly hazardous)

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