74830-30-1

Basic information

• Product Name: TETRABUTYLAMMONIUM SUCCINIMIDE
• Synonyms: SUCCINIMIDE TETRABUTYLAMMONIUM SALT;TETRABUTYLAMMONIUM SUCCINIMIDE;Tetrabutylammonium succinimide purum, >=97.0% (NT)
• CAS NO: 74830-30-1
• Molecular Formula: C₄H₄NO₂*C₁₆H₃₆N
• Molecular Weight: 340.54
• Mol File: 74830-30-1.mol
• Article Data: 2

Chemical Properties

• Melting Point: ~75 °C
• Appearance: /
• BRN: 4628898
• CAS DataBase Reference: TETRABUTYLAMMONIUM SUCCINIMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: TETRABUTYLAMMONIUM SUCCINIMIDE(74830-30-1)
• EPA Substance Registry System: TETRABUTYLAMMONIUM SUCCINIMIDE(74830-30-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• F: 3-10
• Hazardous Substances Data: 74830-30-1(Hazardous Substances Data)

Usage

Uses

This lipophilic quaternary ammonium salt allows reactions with the succinimide anion to be run in aprotic, organic solvents

InChI:InChI=1/C16H36N.C4H5NO2/c1-5-9-13-17(14-10-6-2,15-11-7-3)16-12-8-4;6-3-1-2-4(7)5-3/h5-16H2,1-4H3;1-2H2,(H,5,6,7)/q+1;/p-1

Upstream product

• 123-56-8 Succinimide 
• 1643-19-2 tetrabutylammomium bromide 
• 32503-27-8 tetra(n-butyl)ammonium hydrogensulfate 

Downstream Products

• 541-59-3 maleiimide 
• 123-56-8 Succinimide 
• 3470-96-0 N-butylsuccinimide 
• 102-82-9 tributyl-amine 

Relevant articles and documents

Polymaleinimide Formation in the Electron Transfer Reaction Between N-Bromosuccinimide and Succinimide Anion

The electron transfer reaction between N-bromosuccinimide (SBr) and succinimide anion (S-) gives predominantly succinimide (SH, ca. 65 percent) but also a small percentage (ca. 10 percent) of a polymeric material, the nature of which has now been elucidated.By NMR spectral comparison with authentic specimens, the polymer was shown to be of the polymaleinimide type.The build-up and decay of maleinimide during the SBr/S- reaction could be followed (NMR).Also, the development of the characteristic, base-induced yellow-red coulor of polymaleinimide could be followed kinetically and the effect of additives studied.Finally, the SBr/S- reaction exhibited weak chemiluminescence.These findings further strengthen the hypothesis that the initial step of the reaction is ET between SBr and S-, forming a cage radical ion/radical pair.Nitrogen-bromine bond cleavage within the cage produces a pair of S*, which react with disproportionation to give SH and maleinimide.The latter then undergoes predominant radical polymerization.The reaction between N-chlorosuccinimide and S- also gave polymaleinimide (40 percent) in addition to SH (47 percent).