Cas no 3328-70-9 (4-Hydroxyisophthalaldehyde)

4-Hydroxyisophthalaldehyde (CAS 3328-70-9) is a bifunctional aromatic aldehyde with a hydroxyl group at the 4-position of the isophthalaldehyde framework. This compound serves as a versatile intermediate in organic synthesis, particularly in the preparation of Schiff bases, coordination polymers, and heterocyclic compounds. Its two aldehyde groups enable crosslinking reactions, while the hydroxyl group offers additional reactivity for functionalization or chelation. The compound is valued for its role in designing metal-organic frameworks (MOFs) and photoluminescent materials due to its rigid aromatic structure and ability to form stable complexes. It is typically handled under controlled conditions due to its sensitivity to air and moisture.
4-Hydroxyisophthalaldehyde structure
4-Hydroxyisophthalaldehyde structure
Product Name:4-Hydroxyisophthalaldehyde
CAS No:3328-70-9
MF:C8H6O3
MW:150.131442546844
MDL:MFCD00003334
CID:305355
PubChem ID:87570084
Update Time:2025-11-04

4-Hydroxyisophthalaldehyde Chemical and Physical Properties

Names and Identifiers

    • 4-Hydroxyisophthalaldehyde
    • 1,3-Benzenedicarboxaldehyde,4-hydroxy-
    • 4-hydroxybenzene-1,3-dicarbaldehyde
    • 5-FORMYLSALICYLALDEHYDE
    • 2,4-Diformylphenol
    • 2-hydroxy-1,5-benzenedicarbaldehyde
    • 3-formyl-4-hydroxybenzaldehyde
    • 4-hydroxy-1,3-benzenedicarboxaldehyde
    • 5-formyl-2-hydroxybenzaldehyde
    • 4-Hydroxybenzene-1,3-dicarboxaldehyde
    • InChI=1/C8H6O3/c9-4-6-1-2-8(11)7(3-6)5-10/h1-5,11H
    • 3328-70-9
    • FS-4930
    • MFCD00003334
    • YSZC171
    • T72316
    • CS-0112814
    • F0310
    • SY050884
    • 5-formyl salicylaldehyde
    • FEUATHOQKVGPEK-UHFFFAOYSA-
    • AA-516/30054020
    • FT-0618714
    • DTXSID90186908
    • AKOS006230379
    • 4-Hydroxyisophthalaldehyde #
    • 1,3-Benzenedicarboxaldehyde, 4-hydroxy-
    • AMY31987
    • SCHEMBL1527062
    • A821710
    • DB-019952
    • MDL: MFCD00003334
    • Inchi: 1S/C8H6O3/c9-4-6-1-2-8(11)7(3-6)5-10/h1-5,11H
    • InChI Key: FEUATHOQKVGPEK-UHFFFAOYSA-N
    • SMILES: OC1=CC=C(C=O)C=C1C=O

Computed Properties

  • Exact Mass: 150.03200
  • Monoisotopic Mass: 150.032
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 2
  • Complexity: 155
  • 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
  • Surface Charge: 0
  • Tautomer Count: 6
  • XLogP3: nothing
  • Topological Polar Surface Area: 54.4A^2

Experimental Properties

  • Color/Form: Uncertain
  • Density: 1.350±0.06 g/cm3 (20 oC 760 Torr),
  • Melting Point: 107.0 to 111.0 deg-C
  • Boiling Point: 266.0±25.0 oC (760 Torr),
  • Flash Point: 128.9±19.7 oC,
  • Refractive Index: 1.672
  • Solubility: Slightly soluble (1 g/l) (25 o C),
  • PSA: 54.37000
  • LogP: 1.01720
  • Solubility: Uncertain

4-Hydroxyisophthalaldehyde Security Information

4-Hydroxyisophthalaldehyde Customs Data

  • HS CODE:2912499000
  • Customs Data:

    China Customs Code:

    2912499000

    Overview:

    2912499000. Other aldehyde ethers\Aldehydes, phenols and aldehydes containing other oxygen-containing groups. VAT:17.0%. Tax refund rate:9.0%. Regulatory conditions:nothing. MFN tariff:5.5%. general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to, Appearance of tetraformaldehyde

    Summary:

    2912499000. other aldehyde-ethers, aldehyde-phenols and aldehydes with other oxygen function. VAT:17.0%. Tax rebate rate:9.0%. . MFN tariff:5.5%. General tariff:30.0%

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4-Hydroxyisophthalaldehyde Suppliers

Amadis Chemical Company Limited
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(CAS:3328-70-9)4-Hydroxyisophthalaldehyde
Order Number:A821710
Stock Status:in Stock
Quantity:5g/25g
Purity:99%
Pricing Information Last Updated:Monday, 2 September 2024 16:09
Price ($):167.0/697.0

Additional information on 4-Hydroxyisophthalaldehyde

Introduction to 4-Hydroxyisophthalaldehyde (CAS No. 3328-70-9)

4-Hydroxyisophthalaldehyde, identified by the Chemical Abstracts Service Number (CAS No.) 3328-70-9, is a significant intermediate in the field of organic synthesis and pharmaceutical chemistry. This compound, characterized by its aromatic aldehyde structure with a hydroxyl substituent, has garnered considerable attention due to its versatile applications in the development of fine chemicals, agrochemicals, and pharmaceuticals. The unique electronic and steric properties of 4-Hydroxyisophthalaldehyde make it a valuable building block for constructing more complex molecular architectures, particularly in the synthesis of heterocyclic compounds and bioactive molecules.

The chemical structure of 4-Hydroxyisophthalaldehyde consists of a benzene ring substituted with both a formyl group (CHO) and a hydroxyl group (OH) at the 1- and 4-positions, respectively. This arrangement imparts distinct reactivity patterns, enabling its participation in various chemical transformations such as condensation reactions, oxidation processes, and polymerization reactions. The presence of the hydroxyl group enhances its solubility in polar solvents, facilitating its use in aqueous-based synthetic protocols and enabling efficient purification techniques.

In recent years, 4-Hydroxyisophthalaldehyde has been extensively studied for its role in pharmaceutical research. Its derivatives have shown promise as intermediates in the synthesis of therapeutic agents targeting various diseases. For instance, studies have highlighted its utility in constructing pharmacophores for antimicrobial and anti-inflammatory drugs. The aldehyde functionality allows for facile derivatization into Schiff bases, which are known to exhibit significant biological activity. Furthermore, the hydroxyl group provides a site for further functionalization, enabling the creation of more complex molecules with tailored properties.

One notable application of 4-Hydroxyisophthalaldehyde is in the synthesis of fluorescent probes used in biochemical assays. Its ability to form stable complexes with metal ions and other biomolecules makes it an excellent candidate for developing luminescent sensors. These probes are increasingly employed in high-throughput screening systems to detect and quantify specific analytes in biological samples. The sensitivity and selectivity offered by such probes are critical for advancing diagnostic technologies and understanding biological pathways at the molecular level.

Recent advancements in green chemistry have also explored the use of 4-Hydroxyisophthalaldehyde as a sustainable building block. Researchers have developed catalytic systems that promote efficient transformations under mild conditions, reducing energy consumption and minimizing waste generation. These innovations align with the growing emphasis on environmentally friendly synthetic methodologies in industrial applications. Additionally, the compound's compatibility with biocatalytic processes has opened new avenues for enantioselective synthesis, where chiral derivatives can be produced with high enantiomeric purity.

The pharmaceutical industry has been particularly interested in exploring the potential of 4-Hydroxyisophthalaldehyde as a precursor for drug candidates. Its structural motif is found in several known active pharmaceutical ingredients (APIs), suggesting its broad applicability in medicinal chemistry. Researchers have synthesized analogs of this compound and evaluated their pharmacological effects using computational modeling and experimental techniques. Some derivatives have demonstrated inhibitory activity against enzymes involved in metabolic pathways relevant to neurological disorders, offering hope for novel therapeutic strategies.

Another emerging area involves the use of 4-Hydroxyisophthalaldehyde in materials science. Its ability to participate in cross-coupling reactions has been exploited to create conjugated polymers with applications in organic electronics. These polymers exhibit excellent charge transport properties, making them suitable for use in light-emitting diodes (LEDs), organic photovoltaics (OPVs), and field-effect transistors (OFETs). The development of such materials is crucial for advancing flexible electronics and sustainable energy solutions.

The synthesis of 4-Hydroxyisophthalaldehyde itself is another area of active research. Traditional methods often involve oxidation or rearrangement reactions starting from readily available precursors like isopropylbenzene or o-xylene derivatives. However, newer approaches employ transition-metal-catalyzed processes that offer improved yields and selectivity. For example, palladium-catalyzed oxidative coupling reactions have been reported to provide efficient access to this compound under ambient conditions.

In conclusion,4-Hydroxyisophthalaldehyde (CAS No. 3328-70-9) represents a versatile and valuable chemical entity with diverse applications across multiple industries. Its role as an intermediate in pharmaceutical synthesis, biochemical assays, green chemistry initiatives, and materials science underscores its importance as a research chemical. As scientific understanding progresses, further innovative uses for this compound are expected to emerge, reinforcing its significance in modern chemical research.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:3328-70-9)4-Hydroxyisophthalaldehyde
A821710
Purity:99%/99%
Quantity:5g/25g
Price ($):167.0/697.0
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