Ethyl trans-2-(2,2-dichlorovinyl)-3,3-dimethylcyclopropanecarboxylate

Base Information

• Chemical Name: Ethyl trans-2-(2,2-dichlorovinyl)-3,3-dimethylcyclopropanecarboxylate
• CAS No.: 63142-57-4
• Molecular Formula: C10H14Cl2O2
• Molecular Weight: 237.126
• DSSTox Substance ID: DTXSID60886549
• Nikkaji Number: J293.423J
• Mol file: 63142-57-4.mol

Synonyms:C10H14Cl2O2;C10-H14-Cl2-O2;Ethyl trans-(+-)-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylate;DTXSID60886549;Cyclopropanecarboxylic acid, 3-(2,2-dichloroethenyl)-2,2-dimethyl-,ethyl ester, trans-;Cyclopropanecarboxylic acid, 3-(2,2-dichloroethenyl)-2,2-dimethyl-, ethyl ester, trans-(.+.)-;Cyclopropanecarboxylic acid, 3-(2,2-dichloroethenyl)-2,2-dimethyl-,ethyl ester, (1R,3S)-rel-;Ethyl trans-2-(2,2-dichlorovinyl)-3,3-dimethylcyclopropanecarboxylate;(1alpha,3beta)-3-(2,2-Dichloroethenyl)-2,2-dimethylcyclopropanecarboxylic acid ethyl ester

Chemical Property of Ethyl trans-2-(2,2-dichlorovinyl)-3,3-dimethylcyclopropanecarboxylate

Chemical Property:

• Boiling Point: 239.3°Cat760mmHg
• Flash Point: 93.5°C
• Density: 1.263g/cm³
• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 236.0370851
• Heavy Atom Count: 14
• Complexity: 267

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1C(C1(C)C)C=C(Cl)Cl
• Isomeric SMILES: CCOC(=O)[C@H]1[C@@H](C1(C)C)C=C(Cl)Cl

Technology Process of Ethyl trans-2-(2,2-dichlorovinyl)-3,3-dimethylcyclopropanecarboxylate

There total 17 articles about Ethyl trans-2-(2,2-dichlorovinyl)-3,3-dimethylcyclopropanecarboxylate 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: 82.0%

ethyl trans-3-(1-acetoxy-2,2,2-trichloroethyl)-2,2-dimethylcyclopropanecarboxylate (118171-47-4,118243-40-6,118243-43-9,118243-45-1) → ethyl (+/-)-trans-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylate (63142-57-4,60940-88-7)

Guidance literature:

With lead(II) bromide; aluminium; In N,N-dimethyl-formamide; for 10h; Ambient temperature;

DOI:10.1021/jo00263a035

Reference yield: 78.0%

ethyl trans-3-(1-hydroxy-2,2,2-trichloroethyl)-2,2-dimethylcyclopropanecarboxylate (64788-83-6,118243-34-8,118243-35-9,118243-38-2,118243-39-3) → ethyl (+/-)-trans-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylate (63142-57-4,60940-88-7)

Guidance literature:

With sulfuric acid; lead(II) bromide; aluminium; In ethanol; at 50 - 60 ℃; for 12h;

DOI:10.1021/jo00263a035

Reference yield:

3-methyl-3-chloro-2-(2',2'-dichlorovinyl)-butanecarboxylic acid ethyl ester (65771-92-8) → ethyl (+/-)-trans-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylate (63142-57-4,60940-88-7) + ethyl (+/-)-cis-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylate (63142-56-3,60940-88-7)

Guidance literature:

With potassium hydroxide; tetrabutylammomium bromide; In toluene; at 40 ℃; for 2h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1055/s-1982-30018

upstream raw materials:

3-methyl-3-chloro-2-(2',2'-dichlorovinyl)-butanecarboxylic acid ethyl ester

diazoacetic acid ethyl ester

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

Bromotrichloromethane

Downstream raw materials:

ethyl trans-3-<(Z)-2-chloro-2-(4-chlorophenyl)ethenyl>-2,2-dimethylcyclopropanecarboxylate

ethyl trans-3-<(Z)-2-chloro-2-phenylethenyl>-2,2-dimethylcyclopropanecarboxylate

ethyl cis-2-(2-chlorethynyl)-3,3-dimethylcyclopropanecarboxylate

ethyl trans-3-<(Z)-3-chloro-2-(3-chlorophenyl)ethenyl>-2,2-dimethylcyclopropanecarboxylate