Ethyl 2,2-dichloro-3-oxobutanoate

Base Information

• Chemical Name: Ethyl 2,2-dichloro-3-oxobutanoate
• CAS No.: 6134-66-3
• Molecular Formula: C6H8 Cl2 O3
• Molecular Weight: 199.034
• Hs Code.: 2918300090
• European Community (EC) Number: 228-104-3
• DSSTox Substance ID: DTXSID00210248
• Nikkaji Number: J99.660B
• Wikidata: Q83084875
• Mol file: 6134-66-3.mol

Synonyms:Ethyl 2,2-dichloro-3-oxobutanoate;6134-66-3;Ethyl 2,2-dichloroacetoacetate;Butanoic acid, 2,2-dichloro-3-oxo-, ethyl ester;EINECS 228-104-3;Acetoacetic acid, 2,2-dichloro-, ethyl ester;SCHEMBL3314455;DTXSID00210248;Ethyl2,2-dichloro-3-oxobutanoate;MFCD00129136;AKOS015999872;Ethyl 2,2-dichloro-3-oxobutanoate #;CS-W010521;2,2-Dichloroacetoacetic acid ethyl ester;AS-60135;2,2-dichloro-acetoacetic acid ethyl ester;Ethyl .alpha.,.alpha.-dichloroacetoacetate;FT-0738909;D78296;EN300-140088;A868730

Chemical Property of Ethyl 2,2-dichloro-3-oxobutanoate

Chemical Property:

• Vapor Pressure: 0.275mmHg at 25°C
• Refractive Index: 1.4492 (estimate)
• Boiling Point: 203.6°C at 760 mmHg
• Flash Point: 77°C
• PSA: 43.37000
• Density: 1.318g/cm³
• LogP: 1.31240
• Storage Temp.: 2-8°C
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 197.9850495
• Heavy Atom Count: 11
• Complexity: 177

Purity/Quality:

98%Min ^*data from raw suppliers

Ethyl2,2-Dichloro-3-oxobutanoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(C(=O)C)(Cl)Cl

Technology Process of Ethyl 2,2-dichloro-3-oxobutanoate

There total 10 articles about Ethyl 2,2-dichloro-3-oxobutanoate 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: 100.0%

ethyl acetoacetate (141-97-9) → ethyl 2,2-dichloroacetoacetate (6134-66-3)

Guidance literature:

With trichloroisocyanuric acid; In water; acetone; at 20 ℃; for 15h;

DOI:10.1016/j.tetlet.2008.11.045

Reference yield: 100.0%

trifluoromethane sulfonyl chloride (421-83-0) + ethyl acetoacetate (141-97-9) → ethyl 2,2-dichloroacetoacetate (6134-66-3)

Guidance literature:

With 1,5-diazabicyclo(5.4.0)undec-5-ene; In dichloromethane; 1:1 molar mixture of educts per acidic hydrogen, 20-25°C, 1 h;

Reference yield: 100.0%

trifluoromethane sulfonyl chloride (421-83-0) + ethyl acetoacetate (141-97-9) + triethylamine (121-44-8) → ethyl 2,2-dichloroacetoacetate (6134-66-3)

Guidance literature:

In dichloromethane; 1:1 molar mixture of educts per acidic hydrogen, 20-25°C, 1 h;

upstream raw materials:

ethyl acetoacetate

ethyl 2-chloro-3-oxo-butyrate

Ethyl trichloroacetate

acetic anhydride

Downstream raw materials:

α,α-dichloro-γ-n-amylbutyrolactone

ethyl α-acetyl-α,γ-dichloropelargonate

ethanol

1,1-Dichloroacetone

Refernces

• 1、 Chong, Siying,Su, Yingpeng,Wu, Lili,Zhang, Weigang,Ma, Junyan,Chen, Xiaowei,Huang, Danfeng,Wang, Ke-Hu,Hu, Yulai. "Trimethylchlorosilane-Mediated Mild α-Chlorination of 1,3-Dicarbonyl Compounds Promoted by Phenyliodonium Diacetate". . p. 1359 - 1370. Retrieved 2016/05/02.
• 2、 Swamy, Peraka,Kumar, MacHarla Arun,Reddy, Marri Mahender,Narender, Nama. "Mild and efficient α-chlorination of carbonyl compounds using ammonium chloride and oxone (2KHSO5·KHSO4· K2SO4)". supporting information; experimental part. p. 432 - 434. Retrieved 2012/06/01.