Ethyl 2-[4-(2,2-dichlorocyclopropyl)phenoxy]-2-methylpropionate

Base Information

• Chemical Name: Ethyl 2-[4-(2,2-dichlorocyclopropyl)phenoxy]-2-methylpropionate
• CAS No.: 52179-28-9
• Molecular Formula: C₁₅H₁₈Cl₂O₃
• Molecular Weight: 317.212
• European Community (EC) Number: 257-709-5
• DSSTox Substance ID: DTXSID50966541
• Nikkaji Number: J279.473J
• Mol file: 52179-28-9.mol

Synonyms:52179-28-9;ETHYL 2-[4-(2,2-DICHLOROCYCLOPROPYL)PHENOXY]-2-METHYLPROPIONATE;ethyl 2-[4-(2,2-dichlorocyclopropyl)phenoxy]-2-methylpropanoate;Ethyl ciprofibrate;Ethyl 2-(4-(2,2-dichlorocyclopropyl)phenoxy)-2-methylpropionate;EINECS 257-709-5;Ciprofibrate Ethyl Ester;C15H18Cl2O3;Propanoic acid, 2-(4-(2,2-dichlorocyclopropyl)phenoxy)-2-methyl-, ethyl ester;propanoic acid, 2-[4-(2,2-dichlorocyclopropyl)phenoxy]-2-methyl-, ethyl ester;SCHEMBL11013173;DTXSID50966541;W-111035;ethyl 2-[p-(2,2-dichlorocyclopropyl)phenoxy]-2-methylpropionate;ethyl 2-[4-[(1rs)-2,2-dichlorocyclopropyl]phenoxy]-2-methylpropanoate

Chemical Property of Ethyl 2-[4-(2,2-dichlorocyclopropyl)phenoxy]-2-methylpropionate

Chemical Property:

• Vapor Pressure: 1.15E-06mmHg at 25°C
• Boiling Point: 401.8°C at 760 mmHg
• Flash Point: 150.1°C
• PSA: 35.53000
• Density: 1.25g/cm³
• LogP: 4.06830
• Storage Temp.: Amber Vial, Refrigerator
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 316.0632998
• Heavy Atom Count: 20
• Complexity: 360

Purity/Quality:

99.9% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(C)(C)OC1=CC=C(C=C1)C2CC2(Cl)Cl
• Uses: Ciprofibrate Ethyl Ester is an impurity of ciprofibrate(C482475) is a hypolipemic agent, related structurally to Clofibrate (C586910). Ciprofibrate is used as an antilipemic.

Technology Process of Ethyl 2-[4-(2,2-dichlorocyclopropyl)phenoxy]-2-methylpropionate

There total 4 articles about Ethyl 2-[4-(2,2-dichlorocyclopropyl)phenoxy]-2-methylpropionate 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:

chloroform (67-66-3,8013-54-5) + ethyl 2-methyl-2-(4-vinylphenoxy)propanoate (52179-09-6) → ethyl 2-[4-(2,2-dichlorocyclopropyl)phenoxy]-2-methylpropionate (52179-28-9,144940-19-2,144940-25-0)

Guidance literature:

With trimethyldodecylammonium chloride; sodium hydroxide; at 20 ℃; for 24h;

Reference yield:

4-Vinylphenol (2628-17-3,24979-70-2) → ethyl 2-[4-(2,2-dichlorocyclopropyl)phenoxy]-2-methylpropionate (52179-28-9,144940-19-2,144940-25-0)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / acetonitrile / 48 h / 20 °C

2: trimethyldodecylammonium chloride; sodium hydroxide / 24 h / 20 °C

With trimethyldodecylammonium chloride; potassium carbonate; sodium hydroxide; In acetonitrile;

Reference yield:

p-Coumaric Acid (7400-08-0,50940-26-6) → ethyl 2-[4-(2,2-dichlorocyclopropyl)phenoxy]-2-methylpropionate (52179-28-9,144940-19-2,144940-25-0)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium acetate / N,N-dimethyl-formamide / 150 °C

2: potassium carbonate / acetonitrile / 48 h / 20 °C

3: trimethyldodecylammonium chloride; sodium hydroxide / 24 h / 20 °C

With potassium acetate; trimethyldodecylammonium chloride; potassium carbonate; sodium hydroxide; In N,N-dimethyl-formamide; acetonitrile;

upstream raw materials:

chloroform

ethyl 2-methyl-2-(4-vinylphenoxy)propanoate

4-Vinylphenol

p-Coumaric Acid

Downstream raw materials:

2-[4-(2,2-dichlorocyclopropyl)phenoxy]-2-methylpropanoic acid

Refernces