4-(2-(Acryloyloxy)ethoxy)-4-oxobutanoic acid

Base Information

• Chemical Name: 4-(2-(Acryloyloxy)ethoxy)-4-oxobutanoic acid
• CAS No.: 50940-49-3
• Deprecated CAS: 135985-40-9,70225-45-5,72484-75-4,142224-96-2,65233-24-1,70225-45-5,72484-75-4
• Molecular Formula: C₉H₁₂O₆
• Molecular Weight: 216.191
• Hs Code.: 29189900
• European Community (EC) Number: 610-591-2
• UNII: Q9AZV5U0FH
• DSSTox Substance ID: DTXSID4044820
• Nikkaji Number: J38.877G
• Wikidata: Q27287148
• ChEMBL ID: CHEMBL3189015
• Mol file: 50940-49-3.mol

Synonyms:50940-49-3;4-(2-(Acryloyloxy)ethoxy)-4-oxobutanoic acid;monoacryloyloxyethyl succinate;2-(Acryloyloxy)ethyl Hydrogen Succinate;UNII-Q9AZV5U0FH;Q9AZV5U0FH;4-oxo-4-(2-prop-2-enoyloxyethoxy)butanoic acid;Succinic acid monoacryloyloxyethyl ester;DTXSID4044820;Mono(2-acryloyloxyethyl) succinate (stabilized with MEHQ);4-[2-(Acryloyloxy)ethoxy]-4-oxobutanoic acid;4-OXO-4-[2-(PROP-2-ENOYLOXY)ETHOXY]BUTANOIC ACID;Butanedioic acid, 1-(2-((1-oxo-2-propen-1-yl)oxy)ethyl) ester;Butanedioic acid, mono(2-((1-oxo-2-propenyl)oxy)ethyl) ester;Butanedioic acid, mono[2-[(1-oxo-2-propenyl)oxy]ethyl] ester;Mono(2-acryloyloxyethyl) Succinate;MAES;HEA SUCCINATE;acryloyloxyethyl succinate;NK ESTER A-SA;Succinic Acid Mono(2-acryloyloxyethyl) Ester;SCHEMBL33640;HEA SUCCINATE [INCI];ARONIX M 5500;CHEMBL3189015;DTXCID2024820;OEA 1-20;Tox21_301669;MFCD00274301;NCGC00256019-01;2-(2-Carboxyethylcarbonyloxy)ethyl acrylate;CAS-50940-49-3;2-ACRYLOYLOXYETHYL HYDROGEN SUCCINATE;M1824;3-(2-acryloyloxyethoxycarbonyl)propionic acid;4-(2-(Acryloyloxy)ethoxy)-4-oxobutanoicacid;EC 478-130-6;F71267;Q27287148;84579-32-8

Chemical Property of 4-(2-(Acryloyloxy)ethoxy)-4-oxobutanoic acid

Chemical Property:

• Vapor Pressure: 7.25E-07mmHg at 25°C
• Refractive Index: n20/D 1.465(lit.)
• Boiling Point: 381.2 °C at 760 mmHg
• PKA: 4.35±0.17(Predicted)
• Flash Point: 150.7 °C
• PSA: 89.90000
• Density: 1.244 g/cm³
• LogP: 0.12360
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 0
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 9
• Exact Mass: 216.06338810
• Heavy Atom Count: 15
• Complexity: 257

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-(2-(Acryloyloxy)ethoxy)-4-oxobutanoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 38-41
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CC(=O)OCCOC(=O)CCC(=O)O

Technology Process of 4-(2-(Acryloyloxy)ethoxy)-4-oxobutanoic acid

There total 1 articles about 4-(2-(Acryloyloxy)ethoxy)-4-oxobutanoic acid 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: 81.0%

succinic acid anhydride (108-30-5) + 2-hydroxyethyl acrylate (818-61-1,9051-31-4,26022-14-0) → succinic acid mono (2-acryloyloxyethyl) ester (50940-49-3)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 12h; Inert atmosphere;

DOI:10.1039/c5tc01453k

Reference yield:

succinic acid mono (2-acryloyloxyethyl) ester (50940-49-3) → C25H30O10

Guidance literature:

Multi-step reaction with 2 steps

1.1: 2,6-di-tert-butyl-4-methyl-phenol; thionyl chloride / N,N-dimethyl acetamide; ethyl acetate / 0.5 h / 0 °C

1.2: 2 h / 0 - 20 °C

2.1: thionyl chloride / toluene / 2 h / 70 °C

2.2: 3 h / 20 °C

With thionyl chloride; 2,6-di-tert-butyl-4-methyl-phenol; In N,N-dimethyl acetamide; ethyl acetate; toluene;

Reference yield:

succinic acid mono (2-acryloyloxyethyl) ester (50940-49-3) → C58H64O22

Guidance literature:

Multi-step reaction with 3 steps

1.1: 2,6-di-tert-butyl-4-methyl-phenol; thionyl chloride / N,N-dimethyl acetamide; ethyl acetate / 0.5 h / 0 °C

1.2: 2 h / 0 - 20 °C

2.1: thionyl chloride / toluene / 2 h / 70 °C

2.2: 3 h / 20 °C

3.1: 2,6-di-tert-butyl-4-methyl-phenol; dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 5 h

With dmap; thionyl chloride; 2,6-di-tert-butyl-4-methyl-phenol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; N,N-dimethyl acetamide; ethyl acetate; toluene;

upstream raw materials:

succinic acid anhydride

2-hydroxyethyl acrylate

Refernces