Spiromesifen

Base Information

• Chemical Name: Spiromesifen
• CAS No.: 283594-90-1
• Molecular Formula: C23H30 O4
• Molecular Weight: 370.489
• European Community (EC) Number: 608-196-5
• UNII: N726NTQ5ZC
• DSSTox Substance ID: DTXSID1034929
• Nikkaji Number: J2.049.853F
• Wikidata: Q1315183
• Metabolomics Workbench ID: 55948
• ChEMBL ID: CHEMBL2227838
• Mol file: 283594-90-1.mol

Synonyms:3-(2,4,6-trimethylphenyl)-4-(3,3-dimethylbutylcarbonyloxy)-5-spirocyclo-pentyl-3-dihydrofuranon-2;Oberon;spiromesifen

Chemical Property of Spiromesifen

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 98°
• Refractive Index: 1.549
• Boiling Point: 531.1°Cat760mmHg
• Flash Point: 266.7°C
• PSA: 52.60000
• Density: 1.12g/cm³
• LogP: 5.17190
• Storage Temp.: 0-6°C
• XLogP3: 5.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 370.21440943
• Heavy Atom Count: 27
• Complexity: 621

Purity/Quality:

98% ^*data from raw suppliers

Spiromesifen ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 43-50/53
• Safety Statements: 36/37-60-61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C(C(=C1)C)C2=C(C3(CCCC3)OC2=O)OC(=O)CC(C)(C)C)C
• Uses: Insecticide.

Technology Process of Spiromesifen

There total 11 articles about Spiromesifen 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: 88.0%

3,3-dimethylbutanoic acid chloride (7065-46-5) + 3-(2,4,6-trimethylphenyl)-2-oxo-1-oxaspiro[4,4]indole-3-en-4-ol (148476-30-6) → spiromesifen (283594-90-1)

Guidance literature:

With triethylamine; In toluene; at 0 - 30 ℃; for 3h;

Reference yield:

1-hydroxycyclopentanecarbonitrile (5117-85-1) → spiromesifen (283594-90-1)

Guidance literature:

Multi-step reaction with 5 steps

1: aq. HCl

2: p-TsOH

3: KOtBu

With hydrogenchloride; potassium tert-butylate; toluene-4-sulfonic acid;

DOI:10.2533/000942903777678588

Reference yield:

trimethylpyruvic acid (815-17-8) → spiromesifen (283594-90-1)

Guidance literature:

Multi-step reaction with 4 steps

1: N₂H₄ / triethylene glycol

2: KOH / Heating

3: SOCl₂

With potassium hydroxide; thionyl chloride; hydrazine; In 2,2'-[1,2-ethanediylbis(oxy)]bisethanol;

DOI:10.2533/000942903777678588

upstream raw materials:

3,3-dimethylbutanoic acid chloride

3-(2,4,6-trimethylphenyl)-2-oxo-1-oxaspiro[4,4]indole-3-en-4-ol

1-hydroxy-cyclopentanecarboxylic acid

tert-Butylacetic acid

Refernces

• 1、 -. "SPIROCYCLIC TETRONIC ACID DERIVATIVES". Page/Page column 11-12. . Retrieved 2010/07/08.
• 2、 -. "USE OF 3-(2,4,6-TRIMETHYLPHENYL)-4-NEOPENTYLCARBONYLOXY-5,5-TETRAMETHYLENE-?- -DIHYDROFURAN-2-ON FOR CONTROLLING PSYLLIDAE". Page/Page column 6. . Retrieved 2008/06/13.