Cas no 54060-68-3 (2,4,6-tribromophenyl chloroformate)

2,4,6-Tribromophenyl chloroformate is a highly reactive acylating agent commonly used in organic synthesis, particularly for the introduction of protecting groups or activation of carboxylic acids. Its key advantages include enhanced stability compared to phenyl chloroformate derivatives due to the electron-withdrawing bromine substituents, which reduce susceptibility to hydrolysis. This compound is particularly useful in peptide coupling reactions and the synthesis of carbonates or carbamates. The tribromophenyl moiety also facilitates easy purification of products due to its distinct physical properties. Its reactivity can be finely tuned for selective transformations, making it a versatile reagent in multistep synthetic routes.
2,4,6-tribromophenyl chloroformate structure
54060-68-3 structure
Product Name:2,4,6-tribromophenyl chloroformate
CAS No:54060-68-3
MF:C7H2Br3ClO2
MW:393.25457906723
MDL:MFCD24141114
CID:355641
PubChem ID:23505972
Update Time:2025-10-30

2,4,6-tribromophenyl chloroformate Chemical and Physical Properties

Names and Identifiers

    • Carbonochloridic acid, 2,4,6-tribromophenyl ester
    • (2,4,6-tribromophenyl) carbonochloridate
    • 2,4,6-tribromophenyl chloroformate
    • DTXSID80634589
    • 54060-68-3
    • MFCD24141114
    • SY296828
    • 2,4,6-Tribromophenyl carbonochloridate
    • AKOS020225856
    • EN300-281221
    • SCHEMBL581551
    • MDL: MFCD24141114
    • Inchi: 1S/C7H2Br3ClO2/c8-3-1-4(9)6(5(10)2-3)13-7(11)12/h1-2H
    • InChI Key: DATCLDWYUKJLGL-UHFFFAOYSA-N
    • SMILES: BrC1C=C(C=C(C=1OC(=O)Cl)Br)Br

Computed Properties

  • Exact Mass: 389.72926
  • Monoisotopic Mass: 389.72934g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 2
  • Complexity: 190
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 4.8
  • Topological Polar Surface Area: 26.3?2

Experimental Properties

  • PSA: 26.3

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2,4,6-tribromophenyl chloroformate Suppliers

Amadis Chemical Company Limited
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(CAS:54060-68-3)2,4,6-tribromophenyl chloroformate
Order Number:A1027881
Stock Status:in Stock
Quantity:1g
Purity:99%
Pricing Information Last Updated:Thursday, 29 August 2024 15:35
Price ($):1111.0

Additional information on 2,4,6-tribromophenyl chloroformate

Professional Introduction to 2,4,6-tribromophenyl chloroformate (CAS No. 54060-68-3)

2,4,6-tribromophenyl chloroformate (CAS No. 54060-68-3) is a specialized organic compound that has garnered significant attention in the field of pharmaceutical chemistry and synthetic biology due to its unique structural and chemical properties. This compound, characterized by its brominated phenyl ring and chloroformate functional group, serves as a versatile intermediate in the synthesis of various bioactive molecules. The presence of multiple bromine atoms enhances its reactivity, making it a valuable tool for researchers exploring novel drug candidates and biochemical pathways.

The bromine atoms in 2,4,6-tribromophenyl chloroformate contribute to its high electrophilicity, which is particularly useful in nucleophilic substitution reactions. This property allows for the efficient introduction of carboxylic acid derivatives into complex molecular frameworks, a critical step in the development of therapeutic agents. Recent studies have highlighted its role in the synthesis of protease inhibitors and kinase inhibitors, which are pivotal in treating chronic diseases such as cancer and inflammatory disorders.

In the realm of medicinal chemistry, 2,4,6-tribromophenyl chloroformate has been employed to develop novel scaffolds that exhibit enhanced binding affinity to biological targets. For instance, researchers have leveraged this compound to create small-molecule modulators of enzyme activity. The brominated phenyl ring provides a stable platform for further functionalization, enabling the attachment of pharmacophores that improve drug efficacy and selectivity. Moreover, the chloroformate group facilitates the formation of amide bonds, which are fundamental in constructing peptide-based drugs.

Recent advancements in computational chemistry have further elucidated the potential applications of 2,4,6-tribromophenyl chloroformate. Molecular modeling studies suggest that this compound can be integrated into drug design strategies targeting protein-protein interactions. By serving as a key intermediate, it enables the synthesis of molecules capable of disrupting aberrant signaling pathways involved in diseases like Alzheimer's and Parkinson's. The precision offered by this compound in molecular construction underscores its importance in modern drug discovery.

The chemical reactivity of 2,4,6-tribromophenyl chloroformate also makes it a valuable asset in synthetic organic chemistry. It participates in various transformations that are essential for constructing complex organic molecules. For example, it can undergo cross-coupling reactions to form biaryl structures, which are prevalent in many biologically active compounds. Additionally, its ability to form stable intermediates under mild conditions enhances its utility in multi-step synthetic protocols.

Industrial applications of 2,4,6-tribromophenyl chloroformate have been explored in the production of specialty chemicals and fine intermediates. Its role as a building block for more complex molecules has been recognized by pharmaceutical companies seeking innovative solutions for drug development. The compound's stability under various reaction conditions makes it suitable for large-scale manufacturing processes without significant degradation.

Environmental considerations also play a crucial role in the utilization of 2,4,6-tribromophenyl chloroformate. While its reactivity is advantageous for synthetic purposes, researchers are increasingly focusing on green chemistry principles to minimize waste and improve sustainability. Efforts have been made to optimize reaction conditions using catalytic systems that reduce byproduct formation. Such initiatives align with global efforts to promote environmentally responsible chemical practices.

The future prospects of 2,4,6-tribromophenyl chloroformate are promising as new methodologies emerge in synthetic chemistry and drug discovery. Its unique structural features continue to inspire innovative approaches to molecular construction. As research progresses, this compound is expected to play an even more significant role in developing next-generation therapeutics that address unmet medical needs.

In conclusion,2,4,6-tribromophenyl chloroformate (CAS No. 54060-68-3) stands as a cornerstone in modern chemical synthesis and pharmaceutical development. Its versatility and reactivity make it an indispensable tool for scientists striving to push the boundaries of medicinal chemistry. As advancements continue to unfold,this compound will undoubtedly remain at the forefront of innovation, driving progress across multiple scientific disciplines.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:54060-68-3)2,4,6-tribromophenyl chloroformate
A1027881
Purity:99%
Quantity:1g
Price ($):1111.0
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