Cas no 168427-19-8 (Magnesium, bromo(2,5-dichlorophenyl)-)

Magnesium, bromo(2,5-dichlorophenyl)-, is an organomagnesium compound commonly utilized as a Grignard reagent in synthetic organic chemistry. Its key advantages include high reactivity in carbon-carbon bond-forming reactions, making it valuable for the preparation of complex organic molecules. The presence of bromo and dichlorophenyl substituents enhances its selectivity in nucleophilic additions and substitutions. This reagent is typically employed under anhydrous conditions due to its sensitivity to moisture and air. Its stability in ethereal solvents, such as THF or diethyl ether, facilitates handling in controlled environments. The compound is particularly useful in pharmaceutical and agrochemical synthesis, where precise functionalization of aromatic systems is required. Proper storage and handling are essential to maintain its reactivity.
Magnesium, bromo(2,5-dichlorophenyl)- structure
168427-19-8 structure
Product Name:Magnesium, bromo(2,5-dichlorophenyl)-
CAS No:168427-19-8
MF:C6H3BrCl2Mg
MW:250.203019380569
MDL:MFCD18253715
CID:3809620
PubChem ID:14811633
Update Time:2025-05-21

Magnesium, bromo(2,5-dichlorophenyl)- Chemical and Physical Properties

Names and Identifiers

    • Magnesium, bromo(2,5-dichlorophenyl)-
    • 2,5-Dichlorophenylmagnesium bromide
    • 168427-19-8
    • 2,5-Dichlorophenylmagnesium bromide, 0.50 M in THF
    • magnesium;1,4-dichlorobenzene-6-ide;bromide
    • MFCD18253715
    • MDL: MFCD18253715
    • Inchi: 1S/C6H3Cl2.BrH.Mg/c7-5-1-2-6(8)4-3-5;;/h1-3H;1H;/q;;+1/p-1
    • InChI Key: GHECRJBKBMYPLC-UHFFFAOYSA-M
    • SMILES: [Mg](C1C=C(Cl)C=CC=1Cl)Br

Computed Properties

  • Exact Mass: 247.86456Da
  • Monoisotopic Mass: 247.86456Da
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 0
  • Complexity: 184
  • Covalently-Bonded Unit Count: 3
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 0?2

Magnesium, bromo(2,5-dichlorophenyl)- Pricemore >>

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Additional information on Magnesium, bromo(2,5-dichlorophenyl)-

Magnesium, Bromo(2,5-Dichlorophenyl)-: A Comprehensive Overview

Magnesium, bromo(2,5-dichlorophenyl)- (CAS No. 168427-19-8) is a chemical compound that has garnered significant attention in the fields of organic synthesis and materials science. This compound is characterized by its unique structure, which combines magnesium with a brominated aromatic ring. The bromo(2,5-dichlorophenyl) group imparts distinctive electronic and steric properties, making it a valuable component in various chemical reactions and applications.

Recent studies have highlighted the importance of magnesium-based organometallic compounds in modern chemistry. Researchers have explored the use of magnesium, bromo(2,5-dichlorophenyl)- in cross-coupling reactions, such as the Suzuki-Miyaura coupling, where it serves as a versatile nucleophile. These reactions are pivotal in the synthesis of complex organic molecules, including pharmaceuticals and agrochemicals. The ability of this compound to facilitate such reactions under mild conditions has made it a preferred choice for chemists worldwide.

The bromo(2,5-dichlorophenyl) group in this compound plays a critical role in its reactivity. The presence of chlorine atoms at the 2 and 5 positions of the phenyl ring introduces electron-withdrawing effects, which enhance the electrophilic character of the bromine atom. This makes the compound highly reactive in nucleophilic substitution reactions. Additionally, the steric hindrance provided by the dichlorophenyl group can influence reaction selectivity, offering chemists precise control over reaction outcomes.

Recent advancements in computational chemistry have allowed researchers to delve deeper into the electronic structure of magnesium, bromo(2,5-dichlorophenyl)-. Quantum mechanical calculations have revealed that the magnesium center exhibits a unique bonding pattern with the organic moiety. This insight has been instrumental in understanding the compound's reactivity and stability under various reaction conditions.

In terms of applications, magnesium-based organometallic compounds like this one are increasingly being used in polymer synthesis. The ability to control polymer chain length and functionality through precise chemical manipulation has opened new avenues for material science. For instance, researchers have utilized magnesium, bromo(2,5-dichlorophenyl)- to synthesize novel polymeric materials with tailored mechanical and thermal properties.

The synthesis of magnesium, bromo(2,5-dichlorophenyl)- involves a multi-step process that typically begins with the halogenation of phenol derivatives. The introduction of chlorine atoms at specific positions on the phenol ring is followed by bromination and subsequent metalation with magnesium. This process requires meticulous control over reaction conditions to ensure high purity and yield.

Environmental considerations have also come into play with recent studies on the sustainability of magnesium-based organometallic compounds. Researchers are exploring greener synthesis methods that minimize waste and energy consumption. For example, solvent-free reactions or the use of biodegradable solvents are being investigated as viable alternatives to traditional methods.

In conclusion, magnesium, bromo(2,5-dichlorophenyl)- (CAS No. 168427-19-8) is a versatile compound with a wide range of applications in organic synthesis and materials science. Its unique electronic properties and reactivity make it an invaluable tool for chemists seeking to develop novel compounds and materials. As research continues to uncover new insights into its structure and behavior, this compound is poised to play an even greater role in advancing modern chemistry.

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