Quizalofop-p-ethyl

Base Information

• Chemical Name: Quizalofop-p-ethyl
• CAS No.: 100646-51-3
• Molecular Formula: C19H17ClN2O4
• Molecular Weight: 372.80
• Hs Code.: 29333990
• European Community (EC) Number: 600-119-3,682-518-2
• UNII: 1U4923B12R
• DSSTox Substance ID: DTXSID0034857
• Nikkaji Number: J646.232D
• Wikidata: Q27252886
• ChEMBL ID: CHEMBL3138620
• Mol file: 100646-51-3.mol

Synonyms:quizalofop-ethyl;quizalofop-ethyl, (R)-isomer;quizalofop-ethyl, (S)-isomer;quizalofop-p-ethyl

Chemical Property of Quizalofop-p-ethyl

Chemical Property:

• Appearance/Colour: White powder crystal
• Vapor Pressure: 2.78E-10mmHg at 25°C
• Melting Point: 76-77 °C
• Refractive Index: 1.604
• Boiling Point: 503.9 °C at 760 mmHg
• PKA: -1.39±0.48(Predicted)
• Flash Point: 258.6 °C
• PSA: 70.54000
• Density: 1.301 g/cm³
• LogP: 4.40590
• Water Solubility.: 0.04 g/100 mL
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 7
• Exact Mass: 372.0876847
• Heavy Atom Count: 26
• Complexity: 459

Purity/Quality:

99% ^*data from raw suppliers

(R)-QuizalofopEthyl ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 21/22
• Safety Statements: 36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(C)OC1=CC=C(C=C1)OC2=CN=C3C=C(C=CC3=N2)Cl
• Isomeric SMILES: CCOC(=O)[C@@H](C)OC1=CC=C(C=C1)OC2=CN=C3C=C(C=CC3=N2)Cl
• Uses: Post-emergence herbicide for control of grassy weeds in broad-leaved crops. Herbicide.

Technology Process of Quizalofop-p-ethyl

There total 15 articles about Quizalofop-p-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: 95.9%

ethyl (S)-2-[[(4-methylphenyl)sulfonyl]oxy]propanoate (57057-80-4) + 6-chloro-2-(4-hydroxyphenoxy)quinoxaline (76578-79-5) → (R)-2-[4-[(6-chloro-2-quinoxalinyl)oxy]phenoxy]propanoic acid ethyl ester (76578-14-8,100646-51-3)

Guidance literature:

With potassium carbonate; In methyl cyclohexane; for 3h; Solvent; Inert atmosphere; Reflux;

Reference yield: 95.1%

(L) Ethyl 2-chloropropanoate (74497-15-7) + 6-chloro-2-(4-hydroxyphenoxy)quinoxaline (76578-79-5) → (R)-2-[4-[(6-chloro-2-quinoxalinyl)oxy]phenoxy]propanoic acid ethyl ester (76578-14-8,100646-51-3)

Guidance literature:

With tetrabutylammomium bromide; triethylamine; In toluene; at 60 ℃; for 4h; Solvent; Temperature; Reflux;

Reference yield: 91.9%

ethyl (S)-α-(4-methyl-phenylsulphonyloxy)-propionate (33798-77-5) + 6-chloro-2-(4-hydroxyphenoxy)quinoxaline (76578-79-5) → quizalofop ethyl (100646-51-3)

Guidance literature:

6-chloro-2-(4-hydroxyphenoxy)quinoxaline; With potassium carbonate; toluene-4-sulfonic acid; Inert atmosphere;

ethyl (S)-α-(4-methyl-phenylsulphonyloxy)-propionate; for 11h; Time; Reflux;

upstream raw materials:

ethanol

2-[4-(6-chloro-2-quinoxalyloxy)phenoxy]propionic acid

ethyl (S)-α-(4-methyl-phenylsulphonyloxy)-propionate

6-chloro-2-(4-hydroxyphenoxy)quinoxaline

Downstream raw materials:

D-2-[p-[(6-chloro-2-quinoxalinyl)oxy]phenoxy]propionic acid chloride

Refernces

• 1、 -. "Synthesis method of quizalofop-P (by machine translation)". Paragraph 0017-0023. . Retrieved 2020/12/15.
• 2、 -. "A method for producing quizalofop-P-ethyl environment-friendly process (by machine translation)". Paragraph 0024; 0028; 0032; 0036; 0039; 0040. . Retrieved 2018/04/03.