Indoxacarb

Base Information

• Chemical Name: Indoxacarb
• CAS No.: 173584-44-6
• Deprecated CAS: 174060-41-4
• Molecular Formula: C₂₂H₁₇ClF₃N₃O₇
• Molecular Weight: 527.841
• European Community (EC) Number: 605-683-4
• UNII: 52H0D26MWR
• DSSTox Substance ID: DTXSID1032690
• Nikkaji Number: J1.022.002E
• Wikipedia: Indoxacarb
• Wikidata: Q421469
• Metabolomics Workbench ID: 55946
• ChEMBL ID: CHEMBL197676
• Mol file: 173584-44-6.mol

Synonyms:DPX-MP062;indoxacarb

Chemical Property of Indoxacarb

Chemical Property:

• Vapor Pressure: 4.59E-13mmHg at 25°C
• Melting Point: 88.1oC
• Refractive Index: 1.601
• Boiling Point: 571.4 °C at 760 mmHg
• PKA: -1.75±0.40(Predicted)
• Flash Point: 299.3 °C
• PSA: 106.97000
• Density: 1.537 g/cm³
• LogP: 3.46680
• Storage Temp.: 0-6°C
• XLogP3: 4.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 5
• Exact Mass: 527.0707121
• Heavy Atom Count: 36
• Complexity: 912

Purity/Quality:

99.9% ^*data from raw suppliers

Indoxacarb ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Pesticides -> Other Insecticides
• Canonical SMILES: COC(=O)C12CC3=C(C1=NN(CO2)C(=O)N(C4=CC=C(C=C4)OC(F)(F)F)C(=O)OC)C=CC(=C3)Cl
• Isomeric SMILES: COC(=O)[C@]12CC3=C(C1=NN(CO2)C(=O)N(C4=CC=C(C=C4)OC(F)(F)F)C(=O)OC)C=CC(=C3)Cl

Technology Process of Indoxacarb

There total 12 articles about Indoxacarb 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: 98.8%

methyl 7-chloro-2,3,4a,5-tetrahydro-2-[methoxycarbonyl(4-trifluoromethoxyphenyl)carbamoyl]-indeno[1,2-e][1,3,4]oxadiazine-4a-carboxylate (144171-61-9,173584-44-6,174060-41-4) → indoxacarb (144171-61-9,173584-44-6,174060-41-4)

Guidance literature:

With chiral column; In methanol; Petroleum ether; at -10 - 65 ℃; for 15h; Solvent; Temperature; Resolution of racemate;

Reference yield: 94.8%

chloroformyl(4-trifluoromethoxyphenyl)carbamic acid methyl ester (173903-15-6) + C12H11ClN2O3 (173903-23-6) → methyl 7-chloro-2,3,4a,5-tetrahydro-2-[methoxycarbonyl(4-trifluoromethoxyphenyl)carbamoyl]-indeno[1,2-e][1,3,4]oxadiazine-4a-carboxylate (144171-61-9,173584-44-6,174060-41-4)

Guidance literature:

With sodium hydroxide; In toluene; at 25 - 30 ℃; for 2h;

Reference yield: 75.8%

chloroformyl(4-trifluoromethoxyphenyl)carbamic acid methyl ester (173903-15-6) + C27H21ClN2O5 → (S)-methyl-7-chloro-2,3,4a,5-tetrahydro-2-[methoxycarbonyl(4-trifluoromethoxyphenyl)aminoformyl]indeno[1,2-e][1,3,4]oxadiazine-4a-carboxylate (144171-61-9,173584-44-6,174060-41-4)

Guidance literature:

With piperidine; at 15 ℃; Inert atmosphere;

DOI:10.1002/jhet.2449

upstream raw materials:

methyl 7-chloro-2,3,4a,5-tetrahydro-2-[methoxycarbonyl(4-trifluoromethoxyphenyl)carbamoyl]-indeno[1,2-e][1,3,4]oxadiazine-4a-carboxylate

chloroformyl(4-trifluoromethoxyphenyl)carbamic acid methyl ester

methyl chloroformate

4-(trifluoromethoxy)aniline

Downstream raw materials:

indoxacarb

(S)-methyl-7-chloro-2,3,4a,5-tetrahydro-2-[methoxycarbonyl(4-trifluoromethoxyphenyl)aminoformyl]indeno[1,2-e][1,3,4]oxadiazine-4a-carboxylate

Refernces

• 1、 -. "CRYSTALLINE FORM OF INDOXACARB, PROCESS FOR ITS PREPARATION AND USE THEREOF". Paragraph 0070. . Retrieved 2018/09/02.