Tetrabutylammoniumsuccinimide

Base Information

• Chemical Name: Tetrabutylammoniumsuccinimide
• CAS No.: 74830-30-1
• Molecular Formula: C20H40N2O2
• Molecular Weight: 340.55
• European Community (EC) Number: 626-911-9
• DSSTox Substance ID: DTXSID60703681
• Mol file: 74830-30-1.mol

Synonyms:Tetrabutylammonium succinimide;74830-30-1;TETRABUTYLAMMONIUMSUCCINIMIDE;pyrrolidine-2,5-dione;tetrabutylazanium;SCHEMBL2230716;DTXSID60703681;D97201;Tetrabutylammonium succinimide, >=97.0% (NT)

Chemical Property of Tetrabutylammoniumsuccinimide

Chemical Property:

• Melting Point: ~75 °C
• PSA: 34.14000
• LogP: 4.54120
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 12
• Exact Mass: 341.316803555
• Heavy Atom Count: 24
• Complexity: 221

Purity/Quality:

98%Min ^*data from raw suppliers

Tetrabutylammonium succinimide ≥97.0% (NT) ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC[N+](CCCC)(CCCC)CCCC.C1CC(=O)NC1=O
• Uses: This lipophilic quaternary ammonium salt allows reactions with the succinimide anion to be run in aprotic, organic solvents

Technology Process of Tetrabutylammoniumsuccinimide

There total 2 articles about Tetrabutylammoniumsuccinimide 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:

Succinimide (123-56-8,89963-74-6) + tetra(n-butyl)ammonium hydrogensulfate (32503-27-8) → tetra-N-butylammonium salt of succinimide (74830-30-1)

Guidance literature:

With sodium hydroxide; sodium sulfate; In dichloromethane; for 0.666667h;

Reference yield:

Succinimide (123-56-8,89963-74-6) + tetrabutylammomium bromide (1643-19-2) → tetra-N-butylammonium salt of succinimide (74830-30-1)

Guidance literature:

With silver(l) oxide; Multistep reaction; 1.) 1 h;

DOI:10.1021/jo00346a026

Reference yield:

N-Bromosuccinimide (128-08-5) + tetra-N-butylammonium salt of succinimide (74830-30-1) → maleiimide (541-59-3,25721-74-8) + Succinimide (123-56-8,89963-74-6)

Guidance literature:

In acetonitrile; at 35 ℃; Product distribution; Rate constant; also with lithium and sodium salts of succinimide; NMR monitoring; other solvent, other reaction temperature; light emission characteristics of the reaction in the presence of maleinimide (at 25.0 deg C);

upstream raw materials:

Succinimide

tetrabutylammomium bromide

tetra(n-butyl)ammonium hydrogensulfate

Downstream raw materials:

maleiimide

Succinimide

N-butylsuccinimide

tributyl-amine

Refernces

• 1、 Barry, John E.,Finkelstein, Manuel,Moore, W. Michael,Ross, Sydney D.,Eberson, Lennart,Joensson, Lennart. "Electrochemical Reduction of N-Bromosuccinimide. Reaction Mechanism for Formation of the Succinimidyl Radical". . p. 1292 - 1298. Retrieved 2007/10/02.