Cas no 1114-00-7 ((2R,3S)-2,3-Dibromosuccinic acid)

(2R,3S)-2,3-Dibromosuccinic acid is a chiral dibromo derivative of succinic acid, characterized by its specific stereochemistry at the 2 and 3 positions. This compound is commonly utilized as an intermediate in organic synthesis, particularly in the preparation of stereoselective compounds and chiral building blocks. Its well-defined configuration makes it valuable for asymmetric synthesis and pharmaceutical research. The dibromo functional groups provide reactivity for further derivatization, while the succinic acid backbone offers stability. The product is typically supplied in high purity, ensuring consistent performance in synthetic applications. Proper handling is advised due to its potential reactivity and corrosive nature.
(2R,3S)-2,3-Dibromosuccinic acid structure
1114-00-7 structure
Product Name:(2R,3S)-2,3-Dibromosuccinic acid
CAS No:1114-00-7
MF:C4H4Br2O4
MW:275.880160331726
MDL:MFCD00066439
CID:162046
PubChem ID:641611
Update Time:2025-05-19

(2R,3S)-2,3-Dibromosuccinic acid Chemical and Physical Properties

Names and Identifiers

    • Butanedioic acid,2,3-dibromo-, (2R,3R)-rel-
    • 2,3-Dibromosuccinic acid
    • (+-)-2,3-dibromo-butanedioic acid
    • (+-)-2,3-dibromosuccinic acid
    • 1,4-Butanediol,2,3-bis(phenylmethyl)-
    • 2,3-Dbb
    • 2,3-dibenzyl-1,4-diol
    • AC1L3YQV
    • ACMC-20m4si
    • AGN-PC-002L3Q
    • CTK4A0261
    • Hattalin
    • racem.-2,3-Dibenzyl-butan-1,4-diol
    • racem.-2,3-dibenzyl-butane-1,4-diol
    • racem.-2,3-Dibrom-bernsteinsaeure
    • racem.-2,3-dibromo-succinic acid
    • Racemische Dibrom-bernsteinsaeure
    • AKOS015951224
    • 608-36-6
    • Meso-dibromosuccinic acid
    • Q27276016
    • CS-W012319
    • 608-35-5
    • DTXSID201031404
    • UNII-D2II9UGQ9X
    • (2R,3S)-rel-2,3-Dibromosuccinic acid
    • E76098
    • 2,3-Dibromosuccinic acid, meso-
    • (2R,3S)-2,3-Dibromosuccinic acid
    • meso-2,3-Dibromosuccinic acid, 98%
    • MFCD00066439
    • 2,3-Dibromosuccinic acid meso-form [MI]
    • meso-2,3-Dibromosuccinic acid
    • 1114-00-7
    • Butanedioic acid, 2,3-dibromo-, (2R,3S)-rel-
    • (2S,3R)-2,3-dibromobutanedioic acid
    • J-500979
    • D2II9UGQ9X
    • SCHEMBL713394
    • A832916
    • Threo-2,3-Dibromobutanedioic
    • D0211
    • FJWGRXKOBIVTFA-XIXRPRMCSA-N
    • (2R,3S)-2,3-Dibromosuccinicacid
    • (2R,3S)-2,3-DIBROMOBUTANEDIOIC ACID
    • NSC-100886
    • C4H4Br2O4
    • MDL: MFCD00066439
    • Inchi: 1S/C4H4Br2O4/c5-1(3(7)8)2(6)4(9)10/h1-2H,(H,7,8)(H,9,10)/t1-,2+
    • InChI Key: FJWGRXKOBIVTFA-XIXRPRMCSA-N
    • SMILES: Br[C@@H](C(=O)O)[C@@H](C(=O)O)Br

Computed Properties

  • Exact Mass: 273.84752
  • Monoisotopic Mass: 273.847634
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 3
  • Complexity: 139
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 2
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 74.6
  • XLogP3: 1

Experimental Properties

  • Density: 2.486
  • Boiling Point: 262.4°Cat760mmHg
  • Flash Point: 112.5°C
  • Refractive Index: 1.622
  • PSA: 74.6

(2R,3S)-2,3-Dibromosuccinic acid Pricemore >>

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Additional information on (2R,3S)-2,3-Dibromosuccinic acid

(2R,3S)-2,3-Dibromosuccinic Acid: A Comprehensive Overview

(2R,3S)-2,3-Dibromosuccinic acid, also known by its CAS number 1114-00-7, is a compound of significant interest in various scientific and industrial applications. This compound is a brominated derivative of succinic acid, a four-carbon dicarboxylic acid. The stereochemistry of the molecule, specifically the (2R,3S) configuration, plays a crucial role in its properties and reactivity. Recent studies have highlighted its potential in fields such as biochemistry, pharmaceuticals, and materials science, making it a subject of ongoing research.

The synthesis of (2R,3S)-2,3-dibromosuccinic acid typically involves bromination reactions of succinic acid derivatives. Researchers have explored various methods to achieve high stereoselectivity during the bromination process. For instance, the use of chiral catalysts and asymmetric induction techniques has been reported in recent literature to produce enantiomerically pure samples. These advancements have not only improved the yield but also enhanced the purity of the compound, making it more suitable for high-precision applications.

In terms of physical properties, (2R,3S)-dibromosuccinic acid exhibits a melting point of approximately 185°C and is soluble in water and organic solvents such as ethanol and methanol. Its solubility characteristics make it ideal for use in aqueous-based reactions and formulations. The compound's stability under various conditions has also been studied extensively. Recent findings suggest that it remains stable under neutral to mildly acidic conditions but undergoes hydrolysis in strong alkaline environments.

The applications of dibromosuccinic acid are diverse and span multiple industries. In the field of biochemistry, it has been utilized as a substrate in enzymatic reactions to study the stereochemical preferences of enzymes. For example, researchers have employed this compound to investigate the catalytic activity of bromoperoxidases and other related enzymes. These studies provide valuable insights into enzyme mechanisms and can inform the design of novel catalysts for industrial processes.

In the pharmaceutical industry, (2R,3S)-dibromosuccinic acid has shown promise as an intermediate in drug synthesis. Its bromine atoms can serve as reactive sites for further functionalization, enabling the construction of complex molecular architectures. Recent advancements in medicinal chemistry have leveraged this property to develop potential drug candidates targeting various therapeutic areas, including oncology and infectious diseases.

The environmental impact of dibromosuccinic acid has also garnered attention from researchers. Studies have been conducted to assess its biodegradability and toxicity levels. According to recent reports, the compound exhibits moderate biodegradability under aerobic conditions but may persist in certain environmental compartments if not properly managed. These findings underscore the importance of implementing sustainable practices during its production and disposal.

In conclusion, (2R,3S)-2,3-dibromosuccinic acid is a versatile compound with a wide range of applications across multiple disciplines. Its unique chemical properties and stereochemical configuration make it an invaluable tool for researchers and industry professionals alike. As ongoing research continues to uncover new insights into its potential uses and behaviors, this compound is poised to play an even more significant role in advancing scientific knowledge and technological innovation.

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