N-Ethylsuccinimide

Base Information

• Chemical Name: N-Ethylsuccinimide
• CAS No.: 2314-78-5
• Molecular Formula: C6H9 N O2
• Molecular Weight: 127.143
• Hs Code.: 2925190090
• NSC Number: 38693
• UNII: MC084H847A
• DSSTox Substance ID: DTXSID10177712
• Nikkaji Number: J122.008J
• Wikidata: Q27093016
• Metabolomics Workbench ID: 56551
• Mol file: 2314-78-5.mol

Synonyms:1-ethyl-pyrrolidine-2,5-dione;1-ethylpyrrolidine-2,5-dione;N-ethyl-succinimide;N-ethylsuccinimide

Chemical Property of N-Ethylsuccinimide

Chemical Property:

• Vapor Pressure: 0.0485mmHg at 25°C
• Melting Point: 28°C
• Refractive Index: 1.4645 (estimate)
• Boiling Point: 236°C at 760 mmHg
• PKA: -1.34±0.20(Predicted)
• Flash Point: 28 °C
• PSA: 37.38000
• Density: 1.152g/cm³
• LogP: 0.09320
• Storage Temp.: 0-10°C
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• Water Solubility.: very faint turbidity
• XLogP3: -0.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 127.063328530
• Heavy Atom Count: 9
• Complexity: 137

Purity/Quality:

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

N-Ethylsuccinimide ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCN1C(=O)CCC1=O
• Uses: N-Ethylsuccinimide is an industrial solvent which has been shown to be embryotoxic.

Technology Process of N-Ethylsuccinimide

There total 7 articles about N-Ethylsuccinimide 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: 73.0%

1-ethyl-2-pyrrolidinone (2687-91-4) → N-ethylsuccinimide (2314-78-5) + N-acetylpyrrolidinone (932-17-2)

Guidance literature:

With pyridine; N-hydroxyphthalimide; sodium perchlorate; In acetonitrile; Product distribution; Mechanism; controlled potential electrolysis, electrodes: glassy-carbon vs. SCE;

Reference yield:

triethylamine (121-44-8) → acetamide (60-35-5) + N-ethylsuccinimide (2314-78-5) + diethylacetamide (685-91-6) + N-ethylacetamide (625-50-3)

Guidance literature:

With dihydrogen peroxide; In water; at 160 ℃; for 120h; under 10501.1 Torr; Temperature; Autoclave;

DOI:10.1016/j.tetlet.2013.11.005

Reference yield:

succinic acid (110-15-6) + 1-ethyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide (174899-82-2) → N-methylsuccinimide (1121-07-9) + N-ethylsuccinimide (2314-78-5) + succinic acid diethyl ester (123-25-1)

Guidance literature:

With carbon dioxide; at 150 ℃; for 18h; under 120012 Torr; Green chemistry;

DOI:10.1039/c7gc00952f

upstream raw materials:

1-ethyl-2-pyrrolidinone

triethylamine

succinic acid

1-ethyl-3-methylimidazolium acetate

Downstream raw materials:

1-ethylpyrrolidine

1-ethyl-2-pyrrolidinone

octylmagnesium bromide

4-oxo-4-phenyl-butyric acid ethylamide

Refernces

• 1、 Silva, Daniel,Bogel-Lukasik, Ewa. "Valuable new platform chemicals obtained by valorisation of a model succinic acid and bio-succinic acid with an ionic liquid and high-pressure carbon dioxide". . p. 4048 - 4060. Retrieved 2017/09/07.