Cas no 1131587-74-0 (Cyclohexyl 5-bromo-2-hydroxybenzoate)

Cyclohexyl 5-bromo-2-hydroxybenzoate is a brominated aromatic ester with a cyclohexyl ester group, offering unique reactivity and stability for synthetic applications. Its structure combines a phenolic hydroxyl group and a bromine substituent, making it a versatile intermediate in organic synthesis, particularly for electrophilic aromatic substitution and esterification reactions. The cyclohexyl moiety enhances solubility in nonpolar solvents, while the bromine atom provides a handle for further functionalization via cross-coupling reactions. This compound is useful in pharmaceutical and agrochemical research, where precise bromination and esterification are required. Its crystalline form ensures consistent purity, facilitating reproducible results in complex synthetic pathways.
Cyclohexyl 5-bromo-2-hydroxybenzoate structure
1131587-74-0 structure
Product Name:Cyclohexyl 5-bromo-2-hydroxybenzoate
CAS No:1131587-74-0
MF:C13H15BrO3
MW:299.160403490067
CID:1030544
PubChem ID:44829022
Update Time:2025-06-15

Cyclohexyl 5-bromo-2-hydroxybenzoate Chemical and Physical Properties

Names and Identifiers

    • Cyclohexyl 5-bromo-2-hydroxybenzoate
    • AK133823
    • CTK8E2043
    • cyclohexyl 5-bromanyl-2-oxidanyl-benzoate
    • cyclohexyl-5-bromo-2-hydroxybenzoate
    • KB-145456
    • SBB068141
    • DTXSID90661109
    • Cyclohexyl5-bromo-2-hydroxybenzoate
    • AKOS015856303
    • 1131587-74-0
    • DB-060312
    • A802785
    • Inchi: 1S/C13H15BrO3/c14-9-6-7-12(15)11(8-9)13(16)17-10-4-2-1-3-5-10/h6-8,10,15H,1-5H2
    • InChI Key: YRBDFCPARYWPLJ-UHFFFAOYSA-N
    • SMILES: BrC1C=CC(=C(C=1)C(=O)OC1CCCCC1)O

Computed Properties

  • Exact Mass: 298.02046g/mol
  • Monoisotopic Mass: 298.02046g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 17
  • Rotatable Bond Count: 3
  • Complexity: 263
  • 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: 5.4
  • Topological Polar Surface Area: 46.5?2

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Cyclohexyl 5-bromo-2-hydroxybenzoate Related Literature

Additional information on Cyclohexyl 5-bromo-2-hydroxybenzoate

Cyclohexyl 5-bromo-2-hydroxybenzoate (CAS No. 1131587-74-0): An Overview of Its Structure, Properties, and Applications in Chemical and Pharmaceutical Research

Cyclohexyl 5-bromo-2-hydroxybenzoate (CAS No. 1131587-74-0) is a versatile organic compound that has garnered significant attention in the fields of chemical and pharmaceutical research due to its unique structural features and potential applications. This compound belongs to the class of esters and is characterized by a cyclohexyl group attached to a 5-bromo-2-hydroxybenzoic acid moiety. The presence of the bromine atom and the hydroxyl group imparts specific chemical properties that make it a valuable intermediate in various synthetic pathways.

The molecular formula of Cyclohexyl 5-bromo-2-hydroxybenzoate is C13H13BrO3, with a molecular weight of approximately 287.14 g/mol. The compound is typically obtained through the esterification reaction of 5-bromo-2-hydroxybenzoic acid with cyclohexanol, using a suitable catalyst such as dicyclohexylcarbodiimide (DCC) or N,N'-dicyclohexylcarbodiimide (DCC). This synthetic route is well-documented in the literature and has been optimized to achieve high yields and purity levels.

In terms of physical properties, Cyclohexyl 5-bromo-2-hydroxybenzoate is a white crystalline solid at room temperature. It exhibits good solubility in common organic solvents such as dichloromethane, ethyl acetate, and dimethyl sulfoxide (DMSO). The compound's melting point ranges from 95 to 98°C, which is an important parameter for its handling and storage. The presence of the bromine atom also influences its electronic properties, making it a useful substrate for various chemical transformations.

One of the key areas where Cyclohexyl 5-bromo-2-hydroxybenzoate has shown promise is in the development of new pharmaceutical agents. The bromine atom can serve as a leaving group in substitution reactions, allowing for the introduction of other functional groups that may enhance the biological activity of the molecule. For instance, recent studies have explored the use of this compound as a precursor for synthesizing novel antifungal and antibacterial agents. Researchers have reported that derivatives of Cyclohexyl 5-bromo-2-hydroxybenzoate exhibit potent inhibitory effects against various pathogenic microorganisms, making them potential candidates for drug development.

Beyond its pharmaceutical applications, Cyclohexyl 5-bromo-2-hydroxybenzoate has also found utility in materials science. The compound's ability to undergo controlled polymerization reactions has led to its use in the synthesis of functional polymers with tailored properties. These polymers have been investigated for their potential applications in areas such as drug delivery systems, coatings, and adhesives. The hydroxyl group in the molecule can be functionalized to introduce additional reactive sites, further expanding its versatility.

In addition to its synthetic utility, Cyclohexyl 5-bromo-2-hydroxybenzoate has been studied for its environmental impact. Researchers have evaluated its biodegradability and toxicity to ensure that it can be safely used in industrial processes without causing significant environmental harm. Preliminary studies suggest that the compound is biodegradable under aerobic conditions and does not exhibit acute toxicity to aquatic organisms at environmentally relevant concentrations.

The structural diversity and reactivity of Cyclohexyl 5-bromo-2-hydroxybenzoate have also made it an attractive target for computational studies. Molecular modeling techniques have been employed to predict its conformational behavior and interactions with biological targets. These computational insights have provided valuable guidance for optimizing the design of new derivatives with enhanced pharmacological properties.

In conclusion, Cyclohexyl 5-bromo-2-hydroxybenzoate (CAS No. 1131587-74-0) is a multifaceted compound with a wide range of applications in chemical and pharmaceutical research. Its unique combination of functional groups makes it a valuable intermediate for synthesizing novel compounds with diverse biological activities and material properties. Ongoing research continues to uncover new opportunities for leveraging this compound's potential in various scientific disciplines.

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