Butanoic acid, 4-chloro-4-oxo-, ethyl ester

Base Information

• Chemical Name: Butanoic acid, 4-chloro-4-oxo-, ethyl ester
• CAS No.: 14794-31-1
• Deprecated CAS: 97900-84-0,473694-30-3
• Molecular Formula: C6H9ClO3
• Molecular Weight: 164.589
• Hs Code.: 29171990
• European Community (EC) Number: 238-855-9
• UNII: CFH5LG292R
• DSSTox Substance ID: DTXSID4065818
• Nikkaji Number: J24.719G
• Wikidata: Q72477220
• Mol file: 14794-31-1.mol

Synonyms:14794-31-1;Ethyl succinyl chloride;Ethyl 4-chloro-4-oxobutyrate;Ethyl 4-chloro-4-oxobutanoate;Butanoic acid, 4-chloro-4-oxo-, ethyl ester;Ethyl 3-(chloroformyl)propionate;3-ethoxycarbonylpropionyl chloride;Propionic acid, 3-(chloroformyl)-, ethyl ester;3-Carboethoxypropionyl chloride;3-(ethoxycarbonyl)propionyl chloride;EINECS 238-855-9;MFCD00000751;BETA CARBETHOXY PROPIONYL CHLORIDE;ethoxycarbonylpropionyl chloride;Ethyl succinoyl chloride;CFH5LG292R;Ethyl4-chloro-4-oxobutanoate;3-carbethoxypropanoyl chloride;SCHEMBL132199;beta-carbethoxypropionylchloride;ethyl4-chloro-4-oxo-butanoate;ethyl 3-chlorocarbonylpropanoate;Ethyl 3-chlorocarbonylpropionate;3-carboethoxy-propionyl chloride;DTXSID4065818;beta-carboethoxypropionyl chloride;ethyl 3-(chloroformyl)propanoate;ethyl 3-(chlorocarbonyl)propanoate;.beta.-Carbethoxypropionyl chloride;BCP13635;3-(Ethoxycarbonyl)propanoyl chloride;Ethyl 4-chloro-4-oxobutyrate, 95%;AKOS000121214;.beta.-Ethoxycarbonylpropionyl chloride;4-Chloro-4-oxobutyric acid ethyl ester;4-Chloro-4-oxo-butanoic acid ethyl ester;AS-12089;3-chlorocarbonyl-propionic acid ethyl ester;E0368;FT-0625793;FT-0626361;EN300-21401;J-008428;F2190-0032

Chemical Property of Butanoic acid, 4-chloro-4-oxo-, ethyl ester

Chemical Property:

• Appearance/Colour: clear colourless to yellow liquid
• Vapor Pressure: 0.22mmHg at 25°C
• Refractive Index: n20/D 1.437(lit.)
• Boiling Point: 207.8 °C at 760 mmHg
• Flash Point: 84.4 °C
• PSA: 43.37000
• Density: 1.179 g/cm³
• LogP: 1.09510
• Storage Temp.: 2-8°C
• Sensitive.: Moisture Sensitive
• Water Solubility.: 59.01g/L at 25℃
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 164.0240218
• Heavy Atom Count: 10
• Complexity: 133

Purity/Quality:

99% ^*data from raw suppliers

EthylSuccinoylChloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34-36/37-14
• Safety Statements: 26-27-36/37/39-45-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)CCC(=O)Cl
• Uses: Ethyl 4-chloro-4-oxobutyrate was used in the synthesis of:polymer-supported bifunctional catalystsuccinimidyl ester of benzo(a)pyrenesuccinate prodrugs of curcuminoids

Technology Process of Butanoic acid, 4-chloro-4-oxo-, ethyl ester

There total 6 articles about Butanoic acid, 4-chloro-4-oxo-, ethyl ester 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%

butanedioic acid, monoethyl ester (1070-34-4) → ethyl 3-(chloroformyl)propionate (14794-31-1,97900-84-0)

Guidance literature:

With thionyl chloride; In dichloromethane; Heating;

DOI:10.3987/com-01-9249

Reference yield: 82.0%

succinic acid anhydride (108-30-5) + ethanol (64-17-5) → ethyl 3-(chloroformyl)propionate (14794-31-1,97900-84-0)

Guidance literature:

succinic acid anhydride; ethanol; for 2h; Reflux;

With thionyl chloride; for 2h; Reflux;

DOI:10.1016/j.tet.2010.01.111

Reference yield: 68.0%

(E)-4-ethoxy-4-oxobut-2-enoic acid (2459-05-4) → ethyl 3-(chloroformyl)propionate (14794-31-1,97900-84-0)

Guidance literature:

With thionyl chloride; for 5h; Heating;

DOI:10.1002/hlca.19870700313

upstream raw materials:

butanedioic acid, monoethyl ester

succinic acid anhydride

ethanol

(E)-4-ethoxy-4-oxobut-2-enoic acid

Downstream raw materials:

ethyl 4-oxo-4-(phenylamino)butanoate

succinic acid ethyl ester-(N'-phenyl-hydrazide)

erythromycin ethylsuccinate

3-(2',4'-dimethoxybenzoyl)propionic acid

Refernces

• 1、 Trull,Franklin,Lightner. "Total synthesis of symmetric bile pigments: Mesobilirubin-IVα, mesobilirubin-XIIIα and etiobilirubin-IVγ". . p. 1573 - 1579. Retrieved 1987.
• 2、 Flavell, Robert R.,Liu, Jianbo,Parker, Matthew F. L.,Toste, F. Dean,Wang, Sinan,Wilson, David M.. "Synthesis of N-trifluoromethyl amides from carboxylic acids". supporting information. p. 2245 - 2255. Retrieved 2021/08/12.
• 3、 -. "Intermediate for standard auspicious Luo river (1R, 2S) - 2 - (2,3-difluorophenyl) method for the preparation of cyclopropylamines (by machine translation)". Paragraph 0038; 0040. . Retrieved 2017/03/23.