Methyl 4-chloro-4-oxobutanoate

Base Information

• Chemical Name: Methyl 4-chloro-4-oxobutanoate
• CAS No.: 1490-25-1
• Deprecated CAS: 80782-79-2
• Molecular Formula: C5H7ClO3
• Molecular Weight: 150.562
• Hs Code.: 29183000
• European Community (EC) Number: 216-077-0
• NSC Number: 10757
• DSSTox Substance ID: DTXSID7061728
• Nikkaji Number: J36.595E
• Wikidata: Q63399541
• Mol file: 1490-25-1.mol

Synonyms:methyl 4-chloro-4-oxobutanoate;1490-25-1;Methyl 4-chloro-4-oxobutyrate;Methyl 3-(chloroformyl)propionate;3-(Carbomethoxy)propionyl chloride;METHYL 4-CHLORO-4-OXO-BUTANOATE;Butanoic acid, 4-chloro-4-oxo-, methyl ester;3-carbomethoxypropionyl chloride;methyl 3-(chloroformyl)propanoate;EINECS 216-077-0;NSC 10757;4-chloro-4-oxobutyric acid methyl ester;3-(Methoxycarbonyl)propanoyl chloride;3-(Methoxycarbonyl)propionyl chloride;3-Carbomethoxypropanoyl chloride;3-Chlorocarbonylpropionic acid methyl ester;methoxycarbonylpropionyl chloride;NSC10757;4-chloro-4-oxo-butanoicacimethylester;carbomethoxypropionyl chloride;3-carbomethoxypropionylchloride;methyl4-chloro-4-oxobutanoate;SCHEMBL124614;methyl-4-chloro-4-oxobutyrate;(carbomethoxy)propionyl chloride;3-carbomethoxy propionylchloride;3-carbomethoxypropanoyl chloride;3-carbomethoxyproprionyl chloride;3-carbometoxy propionyl chloride;DTXSID7061728;methyl 3-chlorocarbonylpropionate;3-carbomethoxy-propionyl chloride;methyl-4-chloro-4-oxo-butanoate;beta-carbomethoxypropionyl chloride;3-methoxycarbonylpropionyl chloride;1,4-dioxo-4-methoxybutyl chloride;3-methoxycarbonyl-propanoyl chloride;methyl 3-(chlorocarbonyl)propanoate;methyl 3-(chlorocarbonyl)propionate;beta-methoxycarbonylpropionyl chloride;MFCD00000750;NSC-10757;STK503831;Succinic acid monomethylester chloride;3-(methoxycarbonyl)-propionyl chloride;AKOS000120411;Methyl 4-chloro-4-oxobutyrate, 97%;4-chloro-4-oxo-butyric acid methyl ester;AS-54552;3-chlorocarbonyl-propionic acid methyl ester;BB 0241838;FT-0633604;M2850;EN300-20444;S11982;W-108094;Q63399541;F8880-0964

Chemical Property of Methyl 4-chloro-4-oxobutanoate

Chemical Property:

• Appearance/Colour: clear liquid
• Vapor Pressure: 0.266mmHg at 25°C
• Melting Point: 174-176 °C(Solv: N,N-dimethylformamide (68-12-2))
• Refractive Index: n20/D 1.44(lit.)
• Boiling Point: 204.3 °C at 760 mmHg
• Flash Point: 73.9 °C
• PSA: 43.37000
• Density: Density: 1.223 g/cm³
• LogP: 0.70500
• Storage Temp.: 2-8°C
• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 150.0083718
• Heavy Atom Count: 9
• Complexity: 121

Purity/Quality:

99% ^*data from raw suppliers

Methyl4-chloro-4-oxobutanoate ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC(=O)CCC(=O)Cl

Technology Process of Methyl 4-chloro-4-oxobutanoate

There total 6 articles about Methyl 4-chloro-4-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%

methyl hydrogen succinate (3878-55-5) → succinic acid monomethylester chloride (1490-25-1)

Guidance literature:

With thionyl chloride; In dichloromethane; Heating;

DOI:10.3987/com-01-9249

Reference yield: 91.3%

oxalyl dichloride (79-37-8) + methyl hydrogen succinate (3878-55-5) → succinic acid monomethylester chloride (1490-25-1)

Guidance literature:

With N,N-dimethyl-formamide; In dichloromethane; for 2h;

Reference yield:

Dimethyl succinate (106-65-0) → succinic acid monomethylester chloride (1490-25-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) Ba(OH)2*8H₂O; 2.) HCl / methanol

2: SOCl₂ / 1 h / Ambient temperature

With hydrogenchloride; barium dihydroxide; thionyl chloride; In methanol;

upstream raw materials:

succinic acid anhydride

methyl hydrogen succinate

Dimethyl succinate

oxalyl dichloride

Downstream raw materials:

4-oxo-4-piperidino-butyric acid methyl ester

N-(1-phenyl-2,3-dimethyl-4-pyrazolon-5-yl)succinamic acid methyl ester

N-(3,4-dimethoxy-phenethyl)-succinamic acid methyl ester

dimethyl 3-oxoadipate

Refernces

• 1、 Pakhomov, Alexey A.,Kononevich, Yuriy N.,Stukalova, Maria V.,Svidchenko, Evgeniya A.,Surin, Nikolay M.,Cherkaev, Georgy V.,Shchegolikhina, Olga I.,Martynov, Vladimir I.,Muzafarov, Aziz M.. "Synthesis and photophysical properties of a new BODIPY-based siloxane dye". . p. 979 - 982. Retrieved 2016.
• 2、 Vigliotta, Giovanni,Giordano, Deborah,Verdino, Anna,Caputo, Ivana,Martucciello, Stefania,Soriente, Annunziata,Marabotti, Anna,De Rosa, Margherita. "New compounds for a good old class: Synthesis of two Β-lactam bearing cephalosporins and their evaluation with a multidisciplinary approach". . . Retrieved 2020.
• 3、 Gao, Min,Lee, Sun Hyeok,Park, Sang Hyuk,Ciaramicoli, Larissa Miasiro,Kwon, Haw-Young,Cho, Heewon,Jeong, Joseph,Chang, Young-Tae. "Neutrophil-Selective Fluorescent Probe Development through Metabolism-Oriented Live-Cell Distinction". supporting information. p. 23743 - 23749. Retrieved 2021/10/14.
• 4、 Adamson, Christopher,Kajino, Hidetoshi,Kanai, Motomu,Kawashima, Shigehiro A.,Yamatsugu, Kenzo. "Live-Cell Protein Modification by Boronate-Assisted Hydroxamic Acid Catalysis". supporting information. p. 14976 - 14980. Retrieved 2021/09/29.