(2R,3S)-epoxiconazole

Base Information

• Chemical Name: (2R,3S)-epoxiconazole
• CAS No.: 133855-98-8
• Molecular Formula: C₁₇H₁₃ClFN₃O
• Molecular Weight: 329.761
• Hs Code.: 2933199090
• ChEMBL ID: CHEMBL486029
• Nikkaji Number: J638.582F
• Wikidata: Q27157185
• Wikipedia: Epoxiconazole
• Mol file: 133855-98-8.mol

Synonyms:(2RS,35R) 1-(3-(2-chlorophenyl)-2,3-epoxy-2-(4-fluorophenyl)propyl)-1H-1,2,4-triazole;epoxiconazol;epoxiconazole;epoxyconazole

Chemical Property of (2R,3S)-epoxiconazole

Chemical Property:

• Appearance/Colour: White to Off-White Solid
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.659
• Boiling Point: 463.1 °C at 760 mmHg
• PKA: 2.75±0.10(Predicted)
• Flash Point: 233.9 °C
• PSA: 43.24000
• Density: 1.39 g/cm³
• LogP: 3.73760
• Water Solubility.: 8.42mg/L at 20℃
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 329.0731179
• Heavy Atom Count: 23
• Complexity: 421

Purity/Quality:

99.9% ^*data from raw suppliers

Epoxiconazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, N
• Hazard Codes: Xn,N,T
• Statements: 40-51/53-62-63-61
• Safety Statements: 36/37-46-61-45-53

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)C2C(O2)(CN3C=NC=N3)C4=CC=C(C=C4)F)Cl
• Isomeric SMILES: C1=CC=C(C(=C1)[C@H]2[C@](O2)(CN3C=NC=N3)C4=CC=C(C=C4)F)Cl
• Uses: 1-[[(2S,3S)-3-(2-Chlorophenyl)-2-(4-fluorophenyl)oxiran-2-yl]methyl]-1,2,4-triazole is a fungicide used to inhibit the metabolism and growth of mycelia.

Technology Process of (2R,3S)-epoxiconazole

There total 29 articles about (2R,3S)-epoxiconazole 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: 93.3%

1,2,4-Triazole (288-88-0) + 2‐(bromomethyl)‐3‐(2‐chlorophenyl)‐2‐(4‐fluorophenyl)oxirane → 1-((3-(2-chlorophenyl)-2-(4-fluorophenyl)oxiran-2-yl)methyl)-1H-1,2,4-triazole (135319-73-2,133855-98-8)

Guidance literature:

With tetramethlyammonium chloride; sodium hydride; at 70 ℃; Reagent/catalyst;

Reference yield: 92.3%

1,2,4-Triazole (288-88-0) + 3‐(2‐chlorophenyl)‐2‐(4‐fluorophenyl)‐2‐(methanesulfonylmethyl)oxirane → 1-((3-(2-chlorophenyl)-2-(4-fluorophenyl)oxiran-2-yl)methyl)-1H-1,2,4-triazole (135319-73-2,133855-98-8)

Guidance literature:

With tetrabutylammomium bromide; sodium hydride; In N,N-dimethyl-formamide; at 60 ℃; Reagent/catalyst;

Reference yield: 87.0%

1,2,4-Triazole (288-88-0) + C15H11BrClFO → 1-((3-(2-chlorophenyl)-2-(4-fluorophenyl)oxiran-2-yl)methyl)-1H-1,2,4-triazole (135319-73-2,133855-98-8)

Guidance literature:

With potassium hydroxide; In N,N-dimethyl-formamide; at 20 - 120 ℃; for 8h; Solvent; Reagent/catalyst; Temperature;

upstream raw materials:

1,2,4-Triazole

2-chlorobenzyl 4-fluorophenyl ketone

1,2-dichloro-benzene

2-iodochlorobenzene

Downstream raw materials:

epoxiconazole

Refernces

• 1、 -. "Manganese catalyst and application of manganese catalyst in catalyzing epoxidation of triazole alkene to prepare epoxiconazole". Paragraph 0018; 0027-0036. . Retrieved 2020/11/12.
• 2、 -. "Epoxiconazole intermediate, preparation method thereof, and preparation method of epoxiconazole". . . Retrieved 2019/02/13.