[2-Methyl-4-oxo-3-[(2Z)-penta-2,4-dienyl]cyclopent-2-en-1-yl] (1R,3R)-3-[(E)-3-methoxy-2-methyl-3-oxoprop-1-enyl]-2,2-dimethylcyclopropane-1-carboxylate

Base Information Edit

Chemical Name:[2-Methyl-4-oxo-3-[(2Z)-penta-2,4-dienyl]cyclopent-2-en-1-yl] (1R,3R)-3-[(E)-3-methoxy-2-methyl-3-oxoprop-1-enyl]-2,2-dimethylcyclopropane-1-carboxylate
CAS No.:121-29-9
Deprecated CAS:39668-02-5
Molecular Formula:C22H28 O5
Molecular Weight:372.461
Hs Code.:29183000
European Community (EC) Number:204-462-6
Wikipedia:Pyrethrin_II
Mol file:121-29-9.mol

Synonyms:[2-Methyl-4-oxo-3-[(2Z)-penta-2,4-dienyl]cyclopent-2-en-1-yl] (1R,3R)-3-[(E)-3-methoxy-2-methyl-3-oxoprop-1-enyl]-2,2-dimethylcyclopropane-1-carboxylate;121-29-9

Suppliers and Price of [2-Methyl-4-oxo-3-[(2Z)-penta-2,4-dienyl]cyclopent-2-en-1-yl] (1R,3R)-3-[(E)-3-methoxy-2-methyl-3-oxoprop-1-enyl]-2,2-dimethylcyclopropane-1-carboxylate

Supply Marketing:Edit

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

TRC
Pyrethrin2(~30%,TechnicalGrade,ContainsPyrethin1)
1g
$ 120.00

Medical Isotopes, Inc.
Pyrethrin2(TechnicalGrade,ContainsPyrethin1)
1 g
$ 595.00

American Custom Chemicals Corporation
PYRETHRIN 2 95.00%
5MG
$ 504.28

Total 37 raw suppliers

Chemical Property of [2-Methyl-4-oxo-3-[(2Z)-penta-2,4-dienyl]cyclopent-2-en-1-yl] (1R,3R)-3-[(E)-3-methoxy-2-methyl-3-oxoprop-1-enyl]-2,2-dimethylcyclopropane-1-carboxylate Edit

Chemical Property:

Vapor Pressure:3.84E-09mmHg at 25°C
Refractive Index:nD20 1.5355
Boiling Point:473.7 °C at 760 mmHg
Flash Point:203.9 °C
PSA：69.67000
Density:1.12 g/cm³
LogP:3.71130
XLogP3:4.4
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:9
Exact Mass:372.19367399
Heavy Atom Count:27
Complexity:751

Purity/Quality:

99% ^*data from raw suppliers

Pyrethrin2(~30%,TechnicalGrade,ContainsPyrethin1) ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:Xn,N
Statements: 20/21/22-50/53
Safety Statements: 13-60-61

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

Canonical SMILES:CC1=C(C(=O)CC1OC(=O)C2C(C2(C)C)C=C(C)C(=O)OC)CC=CC=C
Isomeric SMILES:CC1=C(C(=O)CC1OC(=O)[C@@H]2[C@H](C2(C)C)/C=C(\C)/C(=O)OC)C/C=C\C=C
Uses Insecticide.
Indications Pyrethrin (Licide, R&C, RID, Tisit) compounds and synthetic pyrethroids are used for the treatment of pediculosis. These are currently the drugs of choice in treating pediculosis. They demonstrate no scabicidal effect. Resistance has been shown to these compounds. They are absorbed through the chitinous exoskeleton and stimulate the nervous system, resulting in seizures and death of the insect.

Technology Process of [2-Methyl-4-oxo-3-[(2Z)-penta-2,4-dienyl]cyclopent-2-en-1-yl] (1R,3R)-3-[(E)-3-methoxy-2-methyl-3-oxoprop-1-enyl]-2,2-dimethylcyclopropane-1-carboxylate

There total 15 articles about [2-Methyl-4-oxo-3-[(2Z)-penta-2,4-dienyl]cyclopent-2-en-1-yl] (1R,3R)-3-[(E)-3-methoxy-2-methyl-3-oxoprop-1-enyl]-2,2-dimethylcyclopropane-1-carboxylate 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: 46.0%

: C₂₁H₂₆O₅

: 18107-18-1
diazomethyl-trimethyl-silane

: 121-29-9
Pyrethrin II

Guidance literature:: With potassium carbonate; In methanol; hexane; toluene; at 20 - 25 ℃; for 16h; Inert atmosphere;
DOI:10.1021/acs.joc.9b02767

Reference yield:

: 27335-33-7
methyl (1R,3R)-3-formyl-2,2-dimethylcyclopropanecarboxylate

: 121-29-9
Pyrethrin II

Guidance literature:: Multi-step reaction with 5 steps

1.1: pyrrolidine / 1 h / 60 °C

2.1: potassium hydroxide / water; methanol; 5,5-dimethyl-1,3-cyclohexadiene / 16 h / 20 - 25 °C / Inert atmosphere

3.1: 1-methyl-1H-imidazole; p-toluenesulfonyl chloride; N-ethyl-N,N-diisopropylamine / acetonitrile / 0.5 h / 0 - 5 °C / Inert atmosphere

3.2: 2 h / 20 - 25 °C / Inert atmosphere

4.1: sodium dihydrogenphosphate; 2-methyl-but-2-ene; sodium chlorite / water; tert-butyl alcohol / 5 h / 20 - 25 °C

5.1: potassium carbonate / hexane; toluene; methanol / 16 h / 20 - 25 °C / Inert atmosphere

With pyrrolidine; 1-methyl-1H-imidazole; sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; potassium carbonate; N-ethyl-N,N-diisopropylamine; p-toluenesulfonyl chloride; potassium hydroxide; In methanol; 5,5-dimethyl-1,3-cyclohexadiene; hexane; water; toluene; acetonitrile; tert-butyl alcohol;
DOI:10.1021/acs.joc.9b02767

Reference yield:

: (S)-(+)-4-hydroxy-3-methyl-2-(pent-4-en-2-ynyl)-2-cyclopenten-1-one

: 121-29-9
Pyrethrin II

Guidance literature:: Multi-step reaction with 4 steps

1.1: hydrogenchloride; zinc / ethanol; water / 16 h / 75 - 80 °C / Inert atmosphere

2.1: 1-methyl-1H-imidazole; p-toluenesulfonyl chloride; N-ethyl-N,N-diisopropylamine / acetonitrile / 0.5 h / 0 - 5 °C / Inert atmosphere

2.2: 2 h / 20 - 25 °C / Inert atmosphere

3.1: sodium dihydrogenphosphate; 2-methyl-but-2-ene; sodium chlorite / water; tert-butyl alcohol / 5 h / 20 - 25 °C

4.1: potassium carbonate / hexane; toluene; methanol / 16 h / 20 - 25 °C / Inert atmosphere

With 1-methyl-1H-imidazole; hydrogenchloride; sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; potassium carbonate; N-ethyl-N,N-diisopropylamine; p-toluenesulfonyl chloride; zinc; In methanol; ethanol; hexane; water; toluene; acetonitrile; tert-butyl alcohol;
DOI:10.1021/acs.joc.9b02767