Cyclopropanecarboxylic acid, 3-(2,2-dichloroethenyl)-2,2-dimethyl-, methyl ester, (1R,3R)-rel-

Base Information

• Chemical Name: Cyclopropanecarboxylic acid, 3-(2,2-dichloroethenyl)-2,2-dimethyl-, methyl ester, (1R,3R)-rel-
• CAS No.: 59897-93-7
• Molecular Formula: C₉H₁₂Cl₂O₂
• Molecular Weight: 223.099
• DSSTox Substance ID: DTXSID30886374
• Nikkaji Number: J293.410H
• Mol file: 59897-93-7.mol

Synonyms:Cyclopropanecarboxylic acid, 3-(2,2-dichloroethenyl)-2,2-dimethyl-, methyl ester, (1R,3R)-rel-;SCHEMBL4433144;DTXSID30886374;W-111177;2alpha-(2,2-Dichlorovinyl)-3,3-dimethylcyclopropane-1alpha-carboxylic acid methyl ester

Chemical Property of Cyclopropanecarboxylic acid, 3-(2,2-dichloroethenyl)-2,2-dimethyl-, methyl ester, (1R,3R)-rel-

Chemical Property:

• Vapor Pressure: 0.0412mmHg at 25°C
• Refractive Index: 1.552
• Boiling Point: 239°C at 760 mmHg
• Flash Point: 88.1°C
• PSA: 26.30000
• Density: 1.303g/cm³
• LogP: 2.75060
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 222.0214350
• Heavy Atom Count: 13
• Complexity: 254

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(C(C1C(=O)OC)C=C(Cl)Cl)C
• Isomeric SMILES: CC1([C@H]([C@H]1C(=O)OC)C=C(Cl)Cl)C

Technology Process of Cyclopropanecarboxylic acid, 3-(2,2-dichloroethenyl)-2,2-dimethyl-, methyl ester, (1R,3R)-rel-

There total 18 articles about Cyclopropanecarboxylic acid, 3-(2,2-dichloroethenyl)-2,2-dimethyl-, methyl ester, (1R,3R)-rel- 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: 75.0%

methyl 5,5-dichloropenta-2E,4-dienoate (108439-52-7) + isopropylidenediphenylsulfurane (149049-60-5) → methyl trans-3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropanecarboxylate (59897-93-7,59897-94-8,61898-95-1,61976-30-5,61976-31-6,63805-74-3,74561-29-8,84984-65-6,84984-66-7)

Guidance literature:

Reference yield: 48.0%

1,1-dichloro-4-methyl-penta-1,3-diene (55667-43-1) + methyl diazoacetate (6832-16-2) → dimethyl cis-but-2-ene-1,4-dioate (624-48-6) + methyl 2,2-dimethyl-3-(2,2-dichloroethenyl)cyclopropane-1-carboxylate (61976-30-5) + methyl trans-3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropanecarboxylate (59897-93-7,59897-94-8,61898-95-1,61976-30-5,61976-31-6,63805-74-3,74561-29-8,84984-65-6,84984-66-7) + dimethylfumarate (624-49-7)

Guidance literature:

[Ru₂(CO)4(OAc)2]n; In dichloromethane; Title compound not separated from byproducts;

DOI:10.1002/1615-4169(20010129)343:1<37::AID-ADSC37>3.0.CO;2-S

Reference yield: 2.0%

methyl 2,2-dimethyl-3-(2,2-dichloroethenyl)cyclopropane-1-carboxylate (61976-30-5) → cis-permethrinic acid (59042-49-8) + methyl Z,cis-2,2-dimethyl-3-(2-chlorovinyl)cyclopropanecarboxylate + methyl E,cis-2,2-dimethyl-3-(2-chlorovinyl)cyclopropanecarboxylate + methyl trans-3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropanecarboxylate (59897-93-7,59897-94-8,61898-95-1,61976-30-5,61976-31-6,63805-74-3,74561-29-8,84984-65-6,84984-66-7)

Guidance literature:

In methanol; Yield given. Further byproducts given; Irradiation;

upstream raw materials:

1,1-dichloro-4-methyl-penta-1,3-diene

methyl diazoacetate

methyl 5,5-dichloropenta-2E,4-dienoate

isopropylidenediphenylsulfurane

Downstream raw materials:

permethrin

trans-permethrin acid

(-)-trans-(1S,3R)-2,2-dimethyl-3-(2',2'-dichlorovinyl)cyclpropanecarboxylic acid