N-octadecylsuccinimide

Base Information

• Chemical Name: N-octadecylsuccinimide
• CAS No.: 67381-62-8
• Molecular Formula: C₂₂H₄₁NO₂
• Molecular Weight: 351.573
• European Community (EC) Number: 614-055-9
• DSSTox Substance ID: DTXSID701302363
• Nikkaji Number: J3.433.565F
• Mol file: 67381-62-8.mol

Synonyms:N-octadecylsuccinimide;SCHEMBL734753;1-Octadecyl-2,5-pyrrolidinedione;CXPZPGJEQICWAN-UHFFFAOYSA-N;DTXSID701302363;67381-62-8

Chemical Property of N-octadecylsuccinimide

Chemical Property:

• Vapor Pressure: 5.07E-09mmHg at 25°C
• XLogP3: 8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 17
• Exact Mass: 351.313729551
• Heavy Atom Count: 25
• Complexity: 338

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCCCCCCCCCCCCCCCCCN1C(=O)CCC1=O

Technology Process of N-octadecylsuccinimide

There total 3 articles about N-octadecylsuccinimide 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: 99.0%

4-(octadecylamino)-4-oxobutanoic acid (3151-47-1) → 1-octadecylpyrrolidine-2,5-dione (67381-62-8)

Guidance literature:

With ammonium peroxodisulfate; In 1,4-dioxane; dimethyl sulfoxide; at 100 ℃; for 7h;

DOI:10.3762/bjoc.11.113

Reference yield: 94.0%

succinic acid anhydride (108-30-5) + 1-aminooctadecane (124-30-1) → 1-octadecylpyrrolidine-2,5-dione (67381-62-8)

Guidance literature:

succinic acid anhydride; 1-aminooctadecane; With triethylamine; In N,N-dimethyl-formamide; at 80 ℃; for 0.416667h;

With acetic anhydride; In N,N-dimethyl-formamide; at 80 ℃; for 0.666667h;

Reference yield:

1-aminooctadecane (124-30-1) → 1-octadecylpyrrolidine-2,5-dione (67381-62-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 1,4-dioxane / 0.33 h / 25 °C

2: ammonium peroxodisulfate / 1,4-dioxane; dimethyl sulfoxide / 7 h / 100 °C

With ammonium peroxodisulfate; In 1,4-dioxane; dimethyl sulfoxide;

DOI:10.3762/bjoc.11.113

upstream raw materials:

succinic acid anhydride

1-aminooctadecane

4-(octadecylamino)-4-oxobutanoic acid

Refernces

• 1、 Garad, Dnyaneshwar N.,Tanpure, Subhash D.,Mhaske, Santosh B.. "Radical-mediated dehydrative preparation of cyclic imides using (NH4)2S2O8-DMSO: Application to the synthesis of vernakalant". supporting information. p. 1008 - 1016. Retrieved 2015/08/18.