923-06-8

Basic information

• Product Name: BROMOSUCCINIC ACID
• Synonyms: Bromobutanedioicaicd;Monobromosuccinicacid;DL-BROMOSUCCINIC ACID;BROMOSUCCINIC ACID;BROMOBUTANEDIOIC ACID;2-BROMOSUCCINIC ACID;Bromosuccinicacid,96%;2-Bromobutanedioic acid
• CAS NO: 923-06-8
• Molecular Formula: C₄H₅BrO₄
• Molecular Weight: 196.98
• EINECS: 213-087-7
• Product Categories: Industrial/Fine Chemicals;Miscellaneous;Amino Acid Derivatives;C1 to C5;Carbonyl Compounds;Carboxylic Acids
• Mol File: 923-06-8.mol
• Article Data: 42

Chemical Properties

• Melting Point: 161-163 °C(lit.)
• Boiling Point: 255℃
• Flash Point: 108℃
• Appearance: white Powder
• Density: 2.073
• Vapor Pressure: 0.00512mmHg at 25°C
• Refractive Index: 1.4620 (estimate)
• Storage Temp.: Refrigerator
• Solubility: Insoluble in ether.
• PKA: pK1: 2.55;pK2: 4.41 (25°C)
• Water Solubility: 120g/L(15.5 oC)
• Merck: 14,1437
• BRN: 1723556
• CAS DataBase Reference: BROMOSUCCINIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: BROMOSUCCINIC ACID(923-06-8)
• EPA Substance Registry System: BROMOSUCCINIC ACID(923-06-8)

Safety Data

• Hazard Codes: Xi
• Statements: 36/38
• Safety Statements: 26-36
• RIDADR: 1759
• WGK Germany: 3
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 923-06-8(Hazardous Substances Data)

Usage

Description

Bromosuccinic acid is an organic compound that serves as a crucial building block in the synthesis of various chemicals, particularly in the food, chemical, and pharmaceutical industries. It is a derivative of succinic acid, where one of the hydrogen atoms is replaced by a bromine atom, giving it unique properties that make it valuable in a range of applications.

Uses

Used in Chemical Synthesis:
Bromosuccinic acid is used as a key precursor in the production of a variety of chemicals. Its reactivity and functional group make it an essential component in the synthesis of complex organic molecules, contributing to the development of new compounds with diverse applications.
Used in the Pharmaceutical Industry:
In the pharmaceutical field, bromosuccinic acid is utilized as a building block for the synthesis of various pharmaceutical agents. Its unique structure allows for the creation of drugs with specific therapeutic properties, making it a valuable asset in drug discovery and development.
Used in the Food Industry:
Bromosuccinic acid also finds application in the food industry, where it is used in the production of flavorings, additives, and other food-related chemicals. Its ability to react with other compounds makes it a versatile ingredient in the creation of products that enhance the taste, texture, and shelf life of food items.
Used as a Reagent:
Bromosuccinic acid is employed as a reagent in the preparation of L-Hydrazinosuccinic acid, an important compound with various applications in the chemical and pharmaceutical industries. Its role in this process highlights its versatility and importance in the synthesis of other valuable chemicals.

InChI:InChI=1/C4H5BrO4/c5-2(4(8)9)1-3(6)7/h2H,1H2,(H,6,7)(H,8,9)/p-2/t2-/m0/s1

Upstream product

• 108-31-6 maleic anhydride 
• 108-30-5 succinic acid anhydride 
• 56-84-8 L-Aspartic acid 
• 97-67-6 (S)-Malic acid 
• 133-37-9 DL-tartaric acid 
• 110-15-6 succinic acid 
• 78209-71-9 dibromosuccinic acid 
• 87-69-4 tartaric acid 
• 110-16-7 maleic acid 
• 110-17-8 (2E)-but-2-enedioic acid 
• 10035-10-6 hydrogen bromide 
• 7726-95-6 bromine 
• 123-25-1 succinic acid diethyl ester 
• 87-69-4 L-Tartaric acid 

Downstream Products

• 110-17-8 (2E)-but-2-enedioic acid 
• 90324-04-2 (7(9)H-purin-6-ylmercapto)-succinic acid 
• 7669-21-8 (4-oxo-3-phenyl-2-phenylimino-thiazolidin-5-yl)-acetic acid 
• 22119-15-9 ethoxythiocarbonylmercapto-succinic acid 
• 197433-31-1 (S)-ethoxythiocarbonylmercapto-succinic acid 
• 197433-30-0 (R)-ethoxythiocarbonylmercapto-succinic acid 
• 70-49-5 DL-thiomalic acid 
• 5470-44-0 3-bromodihydro-2,5-furandione 
• 1783-96-6 (2R)-aspartic acid 
• 66398-52-5 4-amino-2-hydroxy-4-oxobutanoic acid 
• 617-48-1 malic acid 
• 5138-18-1 sulfosuccinic acid 
• 636-61-3 D-Malic acid 
• 97-67-6 (S)-Malic acid 

Relevant articles and documents

Copper-catalyzed cross-coupling of amino acid-derived amides with (Z)-vinyl iodides: Unexpected solvent effect and preparation of plocabulin

A copper-catalyzed cross-coupling reaction of amino acid-derived amides and (Z)-vinyl iodide was studied to improve a key step in the synthesis of plocabulin, a novel microtubule destabilizer agent of marine origin. The study revealed a profound solvent effect with 1,2-dimethoxyethane (DME), which gave consistently high yields across a large variety of the amide and (Z)-vinyl iodide substrates. The protocol was successfully utilized in the preparation of plocabulin and provided a significantly improved yield.

Stereoselective synthesis of resorcylic acid lactone Cochliomycin B

The total synthesis of 14-membered resorcylic acid lactone, Cochliomycin B has prescribed, in a convergent manner, from readily available starting materials, D-galactose, L-aspartic acid and ethyl acetoacetate. The key reactions involved in the synthesis are Julia-Kocienski olefination, E-selective Horner-Wadsworth-Emmons olefination and intramolecular lactonization.

Nanoprecipitation of biocompatible poly(Malic acid) derivative, its ability to encapsulate a molecular photothermal agent and photothermal properties of the resulting nanoparticles

Biocompatible nanoparticles (NPs) of hydrophobic poly(benzyl malate) (PMLABe) were prepared by nanoprecipitation. The influence of nanoprecipitation parameters (initial PMLABe, addition rate, organic solvent/water ratio and stirring speed) were studied to optimize the resulting formulations in terms of hydrodynamic diameter (Dh) and dispersity (PDI). PMLABe NPs with a Dh of 160 nm and a PDI of 0.11 were isolated using the optimized nanoprecipitation conditions. A hydrophobic near infra-red (NIR) photothermally active nickel-bis(dithiolene) complex (Ni8C12) was then encapsulated into PMLABe NPs using the optimized nanoprecipitation conditions. The size and encapsulation efficiency of the NPs were measured, revealing that up to 50 weight percent (wt%) of Ni8C12 complex can efficiently be encapsulated with a slight increase in Dh of the corresponding Ni8C12-loaded NPs. Moreover, we have shown that NP encapsulating Ni8C12 were stable under storage conditions (4?C) for at least 10 days. Finally, the photothermal properties of Ni8C12-loaded NPs were evaluated and a high photothermal efficiency (62.7 ± 6.0%) waswas measured with NPs incorporating 10 wt% of the Ni8C12 complex.