Cas no 2848-25-1 (1,2-Benzenediol,1-acetate)

1,2-Benzenediol,1-acetate is a synthetic organic compound derived from the acetylation of catechol (1,2-benzenediol). This derivative exhibits enhanced stability and solubility in organic solvents compared to its parent compound, making it a valuable intermediate in fine chemical synthesis. Its acetyl group provides selective reactivity, facilitating controlled modifications in pharmaceutical and agrochemical applications. The compound is particularly useful in the preparation of specialty chemicals, where precise functionalization is required. Its well-defined structure and purity ensure consistent performance in research and industrial processes. Proper handling is advised due to potential sensitivity to moisture and light. Storage under inert conditions is recommended to maintain integrity.
1,2-Benzenediol,1-acetate structure
1,2-Benzenediol,1-acetate structure
Product Name:1,2-Benzenediol,1-acetate
CAS No:2848-25-1
MF:C8H8O3
MW:152.147322654724
CID:281539
PubChem ID:245562
Update Time:2025-10-28

1,2-Benzenediol,1-acetate Chemical and Physical Properties

Names and Identifiers

    • 1,2-Benzenediol,1-acetate
    • (2-hydroxyphenyl) acetate
    • 2-hydroxyphenyl acetate
    • AC1L6G5N
    • AC1Q61RS
    • acetate d'hydroxy-2 phenyle
    • acetic acid 2-hydroxyphenyl ester
    • Acetic acid 2-hydroxy-phenyl ester
    • acetyloxyphenol
    • Catechol, acetate
    • CHEMBL173439
    • hydroxyphenol acetate
    • monoacetyl catechol
    • NSC57635
    • o-acetylcatechol
    • O-monoacetylpyrocatechol
    • SureCN361220
    • CAA84825
    • hydroxyphenyl acetate
    • AKOS022634758
    • NSC-57635
    • SCHEMBL361220
    • DTXSID50288795
    • EN300-373445
    • 2848-25-1
    • Z1513803522
    • Inchi: 1S/C8H8O3/c1-6(9)11-8-5-3-2-4-7(8)10/h2-5,10H,1H3
    • InChI Key: LSFYCRUFNRBZNC-UHFFFAOYSA-N
    • SMILES: O(C(C)=O)C1C=CC=CC=1O

Computed Properties

  • Exact Mass: 152.04734
  • Monoisotopic Mass: 152.047344113g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 2
  • Complexity: 144
  • 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: 1.2
  • Topological Polar Surface Area: 46.5?2

Experimental Properties

  • PSA: 46.53
  • LogP: 1.31750

1,2-Benzenediol,1-acetate Pricemore >>

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1,2-Benzenediol,1-acetate Related Literature

Additional information on 1,2-Benzenediol,1-acetate

Introduction to 1,2-Benzenediol,1-acetate (CAS No: 2848-25-1)

1,2-Benzenediol,1-acetate, also known as acetated resorcinol, is a derivative of resorcinol (1,2-benzenediol) where one hydroxyl group is acetylated. This compound has garnered significant attention in the field of chemical biology and pharmaceutical research due to its unique structural and functional properties. With the CAS number 2848-25-1, it is a well-characterized molecule that serves as a valuable intermediate in synthetic chemistry and a potential candidate for various biological applications.

The molecular structure of 1,2-Benzenediol,1-acetate consists of a benzene ring substituted with two hydroxyl groups and an acetyl group at the 1-position. This configuration imparts distinct reactivity and solubility characteristics, making it a versatile building block in organic synthesis. The presence of both hydroxyl and carbonyl functional groups allows for further derivatization, enabling the creation of complex molecules with tailored properties.

In recent years, 1,2-Benzenediol,1-acetate has been explored in the development of novel therapeutic agents. Its ability to participate in hydrogen bonding and form stable complexes with biological molecules has made it a promising candidate for drug design. Specifically, researchers have investigated its potential as a scaffold for kinase inhibitors, given its structural similarity to known pharmacophores in this class. Preliminary studies suggest that derivatives of acetated resorcinol may exhibit inhibitory activity against certain kinases, which are key targets in cancer therapy.

Moreover, the compound has been studied for its role in material science applications. The aromatic ring system combined with polar functional groups enhances its interactions with polymers and other materials, making it useful in the formulation of advanced coatings and adhesives. Additionally, its chelating properties have been exploited in metal-organic frameworks (MOFs), where it serves as a ligand to stabilize metal centers and create porous structures with applications in catalysis and gas storage.

The synthesis of 1,2-Benzenediol,1-acetate typically involves the acetylation of resorcinol using acetic anhydride or acetyl chloride under controlled conditions. This reaction is well-documented and can be performed with high yield and purity when optimized. The compound's stability under various reaction conditions makes it a reliable reagent in multi-step synthetic protocols. Recent advancements in green chemistry have also led to the development of more sustainable methods for its production, utilizing catalytic systems that minimize waste and energy consumption.

From a biological perspective, acetated resorcinol has shown interesting interactions with cellular components. Studies have demonstrated its ability to modulate enzyme activity and influence cellular signaling pathways. For instance, researchers have observed that certain derivatives can inhibit the proliferation of cancer cells by disrupting critical signaling cascades. These findings have opened new avenues for exploring 1,2-Benzenediol,1-acetate as an anticancer agent or as a component in combination therapies.

The pharmacokinetic properties of acetated resorcinol are also subjects of ongoing research. Its solubility profile and metabolic stability are being evaluated to determine optimal dosing regimens and delivery methods. Computational modeling has played a crucial role in predicting how modifications to its structure might enhance its bioavailability or target specificity. These computational approaches are increasingly integrated into drug discovery pipelines to accelerate the identification of lead compounds.

In conclusion, 1,2-Benzenediol,1-acetate (CAS No: 2848-25-1) is a multifaceted compound with broad applications across synthetic chemistry, material science, and pharmaceutical research. Its unique structural features enable diverse functionalization and interaction with biological systems, making it a valuable tool for developing new materials and therapeutic agents. As research continues to uncover its potential benefits, this molecule is poised to play an increasingly important role in advancing scientific knowledge and technological innovation.

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