103-43-5

Basic information

• Product Name: DIBENZYL SUCCINATE
• Synonyms: TIMTEC-BB SBB006245;SUCCINIC ACID DIBENZYL ESTER;SPASMINE;Butanedioic acid, bis(phenylmethyl) ester;BENZYL SUCCINATE;DIBENZYL SUCCINATE;butanedioic acid dibenzyl ester;DIBENZYL ETHANE-1,2-DICARBOXYLATE
• CAS NO: 103-43-5
• Molecular Formula: C₁₈H₁₈O₄
• Molecular Weight: 298.33
• EINECS: 203-110-9
• Product Categories: Pharmaceutical Intermediates
• Mol File: 103-43-5.mol
• Article Data: 11

Chemical Properties

• Melting Point: 42-43°C
• Boiling Point: 245°C/15mm
• Flash Point: 245°C/15mm
• Appearance: /
• Density: 1.256
• Vapor Pressure: 3.82E-07mmHg at 25°C
• Refractive Index: 1.5960
• Water Solubility: Insoluble in water.
• BRN: 1916056
• CAS DataBase Reference: DIBENZYL SUCCINATE(CAS DataBase Reference)
• NIST Chemistry Reference: DIBENZYL SUCCINATE(103-43-5)
• EPA Substance Registry System: DIBENZYL SUCCINATE(103-43-5)

Safety Data

• Safety Statements: S22:Do not inhale dust.; S24/25:Avoid contact with skin and eyes.
• Hazardous Substances Data: 103-43-5(Hazardous Substances Data)

Usage

Description

Dibenzyl succinate is an organic compound that serves as a versatile intermediate in the synthesis of various organic chemicals. It is a white crystalline powder with almost no taste and exhibits chemical properties such as solubility in alcohol, ether, chloroform, and both fixed and volatile oils, while being insoluble in water. Dibenzyl succinate is also combustible.

Uses

Used in Organic Chemical Synthesis:
Dibenzyl succinate is used as an organic chemical synthesis intermediate for the production of a wide range of compounds. Its unique structure allows it to be a valuable building block in the creation of various organic molecules, contributing to the development of new materials and chemicals.
Used in Medicine (Antispasmodic):
In the medical field, dibenzyl succinate is utilized as an antispasmodic agent. It helps to relieve muscle spasms and cramps, providing relief to patients suffering from various conditions that cause involuntary muscle contractions. Its effectiveness in this application is attributed to its ability to interact with the muscles and nerves, thereby reducing the frequency and intensity of spasms.

InChI:InChI=1/C18H18O4/c19-17(21-13-15-7-3-1-4-8-15)11-12-18(20)22-14-16-9-5-2-6-10-16/h1-10H,11-14H2

Upstream product

• 108-30-5 succinic acid anhydride 
• 100-51-6 benzyl alcohol 
• 150-90-3 sodium succinate 
• 100-44-7 benzyl chloride 
• 110-15-6 succinic acid 
• 103-83-3 N,N'-dimethylbenzylamine 
• 106-65-0 Dimethyl succinate 
• 140-11-4 Benzyl acetate 
• 88210-83-7 mercapto-succinic acid dibenzyl ester 
• 74-85-1 ethene 
• 201230-82-2 carbon monoxide 
• 620-05-3 iodomethylbenzene 
• 100-39-0 benzyl bromide 
• 543-20-4 succinoyl dichloride 

Downstream Products

• 1350373-52-2 3-((benzyloxy)carbonyl)-5-methylhex-3-enoic acid ethyl ester 
• 1350373-51-1 3-((benzyloxy)carbonyl)-5-methylhex-3-enoic acid 
• 6946-88-9 3-(propoxycarbonyl)propanoic acid 
• 925-15-5 dipropyl succinate 
• 103-40-2 succinic acid monobenzyl ester 

Relevant articles and documents

Palladium–Bis(carbene) Catalysts for the Bisalkoxycarbonylation of Olefins to Succinic Diesters

A series of Pd-bis(NHC) (NHC = N-heterocyclic carbene) complexes possessing various anions and substituents were used in the bisalkoxycarbonylation of olefins (α-olefins and ethylene) to afford industrially useful succinic diesters in modest to good yields. The influence of different ligands and counteranions of the Pd complexes on their catalytic activity was assessed, and it was found that dimeric Pd–bis(NHC)Br was the best catalyst for the bisalkoxycarbonylation reactions. The structure of dimeric Pd–bis(NHC)Br was confirmed by X-ray crystallographic analysis.

ZWITTERIONIC CATALYSTS FOR (TRANS)ESTERIFICATION: APPLICATION IN FLUOROINDOLE-DERIVATIVES AND BIODIESEL SYNTHESIS

An amide/iminium zwitterion catalyst has a catalyst pocket size that promotes transesterification and dehydrative esterification. The amide/iminium zwitterions are easily prepared by reacting aziridines with aminopyridines. The reaction can be applied a wide variety of esterification processes including the large-scale synthesis of biodiesel. The amide/iminium zwitterions allow the avoidance of strongly basic or acidic condition and avoidance of metal contamination in the products. Reactions are carried out at ambient or only modestly elevated temperatures. The amide/iminium zwitterion catalyst is easily recycled and reactions proceed in high to quantitative yields.

Amide/Iminium Zwitterionic Catalysts for (Trans)esterification: Application in Biodiesel Synthesis

A class of zwitterionic organocatalysts based on an amide anion/iminium cation charge pair has been developed. The zwitterions are easily prepared by reacting aziridines with aminopyridines. They are catalytically applicable to transesterifications and dehydrative esterifications. Mechanistic studies reveal that the amide anion and iminium cation work synergistically in activating the reaction partners, with the iminium cationic moiety interacting with the carbonyl substrates through nonclassical hydrogen bonding. The reaction can be applied to large-scale synthesis of biodiesel under mild conditions.