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

Description

TETRABUTYLAMMONIUM SUCCINIMIDE is a lipophilic quaternary ammonium salt that facilitates reactions with the succinimide anion in aprotic, organic solvents.

Uses

Used in Organic Synthesis:
TETRABUTYLAMMONIUM SUCCINIMIDE is used as a catalyst and reagent in organic synthesis for its ability to promote reactions with the succinimide anion in aprotic, organic solvents. This allows for the efficient synthesis of various organic compounds and the formation of desired products with improved yields and selectivity.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, TETRABUTYLAMMONIUM SUCCINIMIDE is used as a key intermediate in the synthesis of various drug molecules. Its unique properties enable the development of new drugs with improved pharmacological profiles and therapeutic applications.
Used in Chemical Research:
TETRABUTYLAMMONIUM SUCCINIMIDE is utilized as a research tool in chemical laboratories for studying reaction mechanisms, exploring new synthetic routes, and developing innovative methodologies in organic chemistry. Its ability to stabilize the succinimide anion in aprotic solvents makes it a valuable asset in advancing scientific knowledge and discovering new chemical reactions.

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).