526-78-3

Basic information

• Product Name: meso-2,3-Dibromosuccinic acid
• Synonyms: 2,3-dibromo-butanedioicaci;2,3-Dibromobutanedioicacid;2,3-dibromo-Butanedioicacid;Butanedioicacid,2,3-dibromo-;sym-Dibromosucci-nicacid;ALPHA,BETA-DIBROMOSUCCINIC ACID;2,3-DIBROMOSUCCINIC ACID;2,3-Dibromosucinic Acid
• CAS NO: 526-78-3
• Molecular Formula: C₄H₄Br₂O₄
• Molecular Weight: 275.88
• EINECS: 208-396-9
• Product Categories: Industrial/Fine Chemicals;Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;Organics;Organic acids;Acids and Esters;C1 to C5Polymer Science;Carbonyl Compounds;Carboxylic Acid Monomers;Carboxylic Acids;Monomers;Building Blocks;C1 to C5;Carbonyl Compounds;Carboxylic Acid Monomers;Carboxylic Acids;Chemical Synthesis;Materials Science;Organic Building Blocks;Polymer Science
• Mol File: 526-78-3.mol
• Article Data: 5

Chemical Properties

• Melting Point: 274 °C ( sublimed)
• Boiling Point: 262.4 °C at 760 mmHg
• Flash Point: 112.5 °C
• Appearance: /Solid
• Density: 2.2950 (rough estimate)
• Vapor Pressure: 0.00323mmHg at 25°C
• Refractive Index: 1.4840 (estimate)
• Storage Temp.: Store below +30°C.
• PKA: 1.80±0.28(Predicted)
• Water Solubility: 20 g/L (17℃)
• Merck: 13,3054
• CAS DataBase Reference: meso-2,3-Dibromosuccinic acid(CAS DataBase Reference)
• NIST Chemistry Reference: meso-2,3-Dibromosuccinic acid(526-78-3)
• EPA Substance Registry System: meso-2,3-Dibromosuccinic acid(526-78-3)

Safety Data

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45
• RIDADR: UN 3261 8/PG 2
• WGK Germany: 3
• TSCA: Yes
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 526-78-3(Hazardous Substances Data)

Usage

Description

Meso-2,3-Dibromosuccinic acid, a dibromo derivative of succinic acid, is a chemical compound with the molecular formula C4H4Br2O4. It is a white crystalline solid that is soluble in water and has a melting point of 210-212°C. meso-2,3-Dibromosuccinic acid is an intermediate in the citric acid cycle and is primarily used as a reagent in organic synthesis, serving as a building block in the preparation of various organic compounds. Meso-2,3-Dibromosuccinic acid is also utilized in research and laboratory settings for its unique chemical properties and applications. Due to its potential hazards, it is crucial to handle and store this compound with proper safety precautions.

Uses

Used in Organic Synthesis:
Meso-2,3-Dibromosuccinic acid is used as a reagent in organic synthesis for its ability to act as a building block in the preparation of various organic compounds. Its unique chemical properties make it a valuable component in the synthesis of complex organic molecules.
Used in Research and Laboratory Settings:
In research and laboratory settings, meso-2,3-Dibromosuccinic acid is employed for its distinctive chemical properties and applications. It is utilized in various experiments and studies to explore its potential uses and reactions in different chemical processes.
Used in Pharmaceutical Industry:
Meso-2,3-Dibromosuccinic acid is used as an intermediate in the pharmaceutical industry for the synthesis of various drugs and pharmaceutical compounds. Its unique structure and reactivity make it a valuable component in the development of new medications and therapies.
Used in Chemical Industry:
In the chemical industry, meso-2,3-Dibromosuccinic acid is used as a raw material for the production of various chemical products. Its versatility and reactivity contribute to the synthesis of a wide range of chemical compounds used in various applications.
Used in Environmental Applications:
Meso-2,3-Dibromosuccinic acid can be used in environmental applications, such as water treatment and pollution control, due to its ability to interact with and remove certain contaminants from the environment. Its unique chemical properties make it a potential candidate for developing new methods of environmental remediation.
Used in Material Science:
In material science, meso-2,3-Dibromosuccinic acid can be used as a component in the development of new materials with specific properties. Its unique structure and reactivity can contribute to the creation of advanced materials with applications in various industries, such as electronics, energy, and construction.

InChI:InChI=1/C4H4Br2O4/c5-1(3(7)8)2(6)4(9)10/h1-2H,(H,7,8)(H,9,10)/p-2/t1-,2+

Upstream product

• 6915-18-0 2-butenedioic acid 
• 1113-59-3 bromopyruvic acid 
• 921-52-8 racem.-2,3-diamino-succinic acid 
• 948907-33-3 (2R,3R)-2,3-diaminosuccinic acid 
• 45669-18-9 1,2-Dibromosuccinic anhydride 
• 7732-18-5 water 
• 110-17-8 (2E)-but-2-enedioic acid 

Downstream Products

• 142-45-0 Acetylenedicarboxylic acid 
• 110-17-8 (2E)-but-2-enedioic acid 
• 928-04-1 Dikaliumsalz von Acetylendicarbonsaeure 
• 45669-18-9 1,2-Dibromosuccinic anhydride 
• 856196-55-9 2,3-dibromosuccinyl dichloride 
• 5892-21-7 calcium mesotartrate*3H₂O 
• 53079-45-1 racem-2,3-bis-benzylamino-succinic acid 
• 88393-56-0 N,N'-dibenzyltartramide 
• 55645-40-4 (2R,3S)-2,3-bis(benzylamino)succinic acid 
• 51575-86-1 dimethyl 2,3-dibromobutane-1,4-dicarboxylate 
• 644-80-4 cis-2-bromobutenedioic acid 

Relevant articles and documents

Synthesis method of o-Dibromo compound

The present invention discloses a synthesis method of o-dibromo compounds, said synthesis method comprising the following steps: preparation of olefins, brominated salts and a mixed solution of bromate; to the mixed solution of dropwise addition of hydrochloric acid solution for reaction; to the end of the reaction, the extraction of o-dibromo compounds in the reaction product; the synthesis method to inexpensive brominated salts (industrial or recycled brominated salts) and bromate as a bromine source, enhance the full use of applicable resources; after the end of the reaction after a simple filtration treatment to obtain a sufficient purity of the product, It can reduce production costs; at the same time, facilitate the transportation and storage of raw materials, and improve the working environment. The synthesis method of the present invention is simple and easy to operate, high safety, small pollution, simple post-treatment, low production cost, product yield and purity can meet the production needs, is both cost advantages and safety and environmental advantages of the industrializable process.

Preparation method of 1,3-dibenzyl-2-oxoimidazolidine-4,5-dicarboxylic acid

The invention relates to a preparation method of 1,3-dibenzyl-2-oxoimidazolidine-4,5-dicarboxylic acid, comprising the steps of subjecting fumaric acid, bromine and hydrobromic acid to additive reaction to generate meso-2,3-dDibromosuccinic acid, subjecting the meso-2,3-dDibromosuccinic acid, benzylamine and a strong base to aminating reaction to generate dibenzylamino salt, subjecting the dibenzylamino salt and triphosgene to cyclization to generate the 1,3-dibenzyl-2-oxoimidazolidine-4,5-dicarboxylic acid. The fumaric acid is subjected to addition, and then substitution and cyclization are performed to obtain the 1,3-dibenzyl-2-oxoimidazolidine-4,5-dicarboxylic acid, and detection shows that HPLC (high-performance liquid chromatography) content of the 1,3-dibenzyl-2-oxoimidazolidine-4,5-dicarboxylic acid may reach 98-99%. The preparation method has the advantages that hydrobromic acid is added for bromination additive reaction, the concentration and reaction temperature of the hydrobromic acid are optimized, and bromine loss is more reduced; amination mother liquid is used in amination, the cost is saved, and product yield is increased; in ring-closure reaction, pH and reaction product concentration are decreased, the yield of the 1,3-dibenzyl-2-oxoimidazolidine-4,5-dicarboxylic acid is increased greatly, and the quality of the 1,3-dibenzyl-2-oxoimidazolidine-4,5-dicarboxylic acid is improved; experiments verify that through process innovation, production cost is reduced greatly, production efficiency is improved, and the process is energy efficient and environmentally friendly.

Synthesis of Pyrazinamide

The key intermediate, pyrazinoic acid (III) in the synthesis of pyrazinamide has been prepared starting from 2,3-dibromsuccinic acid.