Trinexapac-ethyl

Base Information

• Chemical Name: Trinexapac-ethyl
• CAS No.: 95266-40-3
• Molecular Formula: C₁₃H₁₆O₅
• Molecular Weight: 252.267
• Hs Code.: 29183000
• European Community (EC) Number: 680-302-2
• ICSC Number: 1268
• UNII: Q89W563T9J
• DSSTox Substance ID: DTXSID9032535
• Nikkaji Number: J2.007.034J,J768.876H
• Wikidata: Q27155616
• ChEMBL ID: CHEMBL3182004
• Mol file: 95266-40-3.mol

Synonyms:trinexapac-ethyl

Chemical Property of Trinexapac-ethyl

Chemical Property:

• Appearance/Colour: WHITE POWDER.
• Vapor Pressure: 4.85E-08mmHg at 25°C
• Melting Point: 32-36 °C
• Refractive Index: 1.571
• Boiling Point: 399.4 °C at 760 mmHg
• PKA: 4.7(at 25℃)
• Flash Point: 150.8 °C
• PSA: 80.67000
• Density: 1.358 g/cm³
• LogP: 1.31980
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 252.09977361
• Heavy Atom Count: 18
• Complexity: 411

Purity/Quality:

99% ^*data from raw suppliers

Trinexapac-ethyl ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCOC(=O)C1CC(=O)C(=C(C2CC2)O)C(=O)C1
• Inhalation Risk: A harmful contamination of the air will not or will only very slowly be reached on evaporation of this substance at 20 °C; on spraying or dispersing, however, much faster.
• Description: Trinexapac-ethyl is a synthetic plant growth regulator developed by Syngenta, Switzerland. It inhibits the production of gibberellic acid and shortens the internodes on grasses grown for seed and cereals which results in a reduction in lodging. It can be used for crop height reduction, lodging prevention and yield protection in all varieties of winter and spring wheat, winter and spring barley and winter and spring oats, durum wheat, rye, triticale and grassland (seed crops).
• Uses: Trinexapac-ethyl is a synthetic plant growth regulator that is derived from cyclohexanecarboxylate. It is used to control the growth on various grass species and crops. Trinexapac-ethyl is approved for use on cereal crops such as barley, durum wheat, oats, rye, triticale and wheat as well as grassland, amenity turf and managed turf.

Technology Process of Trinexapac-ethyl

There total 2 articles about Trinexapac-ethyl which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 65.0%

diethyl 2-acetylmethyl-1,4-butanedioate (1187-74-2) + cyclopropanecarboxylic acid chloride (4023-34-1) → trinexapac-ethyl (95266-40-3)

Guidance literature:

diethyl 2-acetylmethyl-1,4-butanedioate; With sodium ethanolate; In ethanol; toluene; at 38 ℃; for 5h; Large scale;

cyclopropanecarboxylic acid chloride; With triethylamine; In ethanol; toluene; at 25 ℃; for 3.5h; Large scale;

With N-benzyl-N,N,N-triethylammonium chloride; triethylamine; 2-hydroxy-2-methylpropanenitrile; at 23 - 60 ℃; for 3h; Temperature; Large scale;

Reference yield:

→ trinexapac-ethyl (95266-40-3)

Guidance literature:

upstream raw materials:

diethyl 2-acetylmethyl-1,4-butanedioate

cyclopropanecarboxylic acid chloride

Refernces

• 1、 -. "Cyclohexanedionecarboxylic acid derivatives with herbicidal and plant growth regulating properties". . . Retrieved 2008/06/13.