Cas no 526-37-4 (2,6-Dihydroxy-4-methylbenzaldehyde)

2,6-Dihydroxy-4-methylbenzaldehyde is a phenolic aldehyde compound characterized by its hydroxyl and aldehyde functional groups positioned on a methyl-substituted benzene ring. This structure imparts reactivity suitable for applications in organic synthesis, particularly as an intermediate in the preparation of pharmaceuticals, agrochemicals, and specialty chemicals. The presence of two hydroxyl groups enhances its chelating properties, making it useful in coordination chemistry. Its methyl substitution contributes to improved stability and solubility in organic solvents. The compound's distinct functional groups allow for selective modifications, enabling its use in the synthesis of complex molecules. Careful handling is recommended due to its potential sensitivity to oxidation and light.
2,6-Dihydroxy-4-methylbenzaldehyde structure
526-37-4 structure
Product Name:2,6-Dihydroxy-4-methylbenzaldehyde
CAS No:526-37-4
MF:C8H8O3
MW:152.147322654724
MDL:MFCD04117961
CID:371967
PubChem ID:458186
Update Time:2025-08-05

2,6-Dihydroxy-4-methylbenzaldehyde Chemical and Physical Properties

Names and Identifiers

    • Benzaldehyde,2,6-dihydroxy-4-methyl-
    • 2,6-DIHYDROXY-4-METHYLBENZALDEHYDE
    • Atranol
    • 2,6-dihydroxy-4-methyl-benzaldehyde
    • p-Orsellinaldehyde
    • 4-Methyl-γ-resorcylaldehyde
    • Z1198164603
    • CHEMBL223288
    • Benzaldehyde, 2,6-dihydroxy-4-methyl-
    • FT-0693051
    • CS-0245956
    • CHEBI:144118
    • DTXSID10200574
    • NS00134222
    • SCHEMBL3185655
    • Atranol, analytical reference material
    • orcal
    • EN300-314017
    • 526-37-4
    • AKOS006292139
    • JASONGFGOLHLGB-UHFFFAOYSA-N
    • 4-Methyl-2,6-dihydroxy-benzaldehyde
    • 2,6-Dihydroxy-4-methylbenzaldehyde
    • MDL: MFCD04117961
    • Inchi: 1S/C8H8O3/c1-5-2-7(10)6(4-9)8(11)3-5/h2-4,10-11H,1H3
    • InChI Key: JASONGFGOLHLGB-UHFFFAOYSA-N
    • SMILES: OC1C=C(C)C=C(C=1C=O)O

Computed Properties

  • Exact Mass: 152.04700
  • Monoisotopic Mass: 152.047
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 1
  • Complexity: 134
  • 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: 1.6
  • Topological Polar Surface Area: 57.5?2

Experimental Properties

  • Density: 1.331
  • Boiling Point: 248.3°Cat760mmHg
  • Flash Point: 118.2°C
  • Refractive Index: 1.648
  • PSA: 57.53000
  • LogP: 1.21870

2,6-Dihydroxy-4-methylbenzaldehyde Security Information

  • Symbol: GHS07
  • Signal Word:Warning
  • Hazard Statement: H315-H317-H319
  • Warning Statement: P280-P305+P351+P338
  • Hazardous Material transportation number:NONH for all modes of transport
  • WGK Germany:3
  • Hazard Category Code: 36/38-43
  • Safety Instruction: 26-36/37
  • Hazardous Material Identification: Xi
  • Storage Condition:2-8°C

2,6-Dihydroxy-4-methylbenzaldehyde 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%

2,6-Dihydroxy-4-methylbenzaldehyde Pricemore >>

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2,6-Dihydroxy-4-methylbenzaldehyde Related Literature

Additional information on 2,6-Dihydroxy-4-methylbenzaldehyde

2,6-Dihydroxy-4-methylbenzaldehyde: A Comprehensive Overview

2,6-Dihydroxy-4-methylbenzaldehyde, also known by its CAS number 526-37-4, is a fascinating organic compound with significant applications in various fields. This compound belongs to the class of aromatic aldehydes and is characterized by its unique structure, which includes a benzene ring substituted with hydroxyl groups at positions 2 and 6, and a methyl group at position 4. The presence of these functional groups imparts 2,6-dihydroxy-4-methylbenzaldehyde with distinctive chemical properties that make it valuable in both academic research and industrial applications.

The synthesis of 2,6-dihydroxy-4-methylbenzaldehyde typically involves multi-step organic reactions. One common approach is the oxidation of the corresponding alcohol derivative using oxidizing agents like potassium permanganate or other suitable reagents. Recent advancements in catalytic systems have enabled more efficient and selective syntheses, reducing production costs and minimizing environmental impact. These developments highlight the importance of green chemistry principles in modern organic synthesis.

From a structural standpoint, 2,6-dihydroxy-4-methylbenzaldehyde exhibits a high degree of symmetry due to the placement of its substituents. The hydroxyl groups at positions 2 and 6 create a dihydroxylation pattern that influences the compound's reactivity and solubility properties. The methyl group at position 4 adds to the complexity of its electronic structure, making it an interesting subject for studies on molecular interactions and reactivity patterns.

Recent research has focused on the biological activity of 2,6-dihydroxy-4-methylbenzaldehyde, particularly its potential as an antioxidant and anti-inflammatory agent. Studies have shown that this compound exhibits significant radical-scavenging capabilities, which could be beneficial in the development of new pharmaceuticals or nutraceuticals. Additionally, its ability to inhibit certain enzymes associated with inflammatory pathways makes it a promising candidate for therapeutic applications.

In terms of industrial applications, 2,6-dihydroxy-4-methylbenzaldehyde finds use as an intermediate in the synthesis of more complex organic molecules. Its role as a building block in organic synthesis is underscored by its ability to undergo various reactions such as condensation, coupling, and cyclization. These reactions are pivotal in the production of fine chemicals, agrochemicals, and advanced materials.

The environmental impact of 2,6-dihydroxy-4-methylbenzaldehyde has also been a topic of interest. Researchers have investigated its biodegradation pathways under different environmental conditions to assess its safety for large-scale industrial use. Findings indicate that the compound undergoes rapid microbial degradation under aerobic conditions, reducing concerns about its persistence in natural ecosystems.

Looking ahead, the future of 2,6-dihydroxy-4-methylbenzaldehyde lies in exploring novel synthetic routes and expanding its application portfolio. The integration of computational chemistry tools with experimental studies is expected to accelerate the discovery of new uses for this compound. Furthermore, advancements in biotechnology may pave the way for bio-based production methods that are more sustainable than traditional chemical synthesis.

In conclusion, 2,6-dihydroxy-4-methylbenzaldehyde (CAS No: 526-37-4) is a versatile compound with a wide range of applications across multiple disciplines. Its unique chemical structure and functional groups make it an invaluable tool in both academic research and industrial processes. As ongoing research continues to uncover new insights into its properties and potential uses, this compound is poised to play an even greater role in shaping the future of organic chemistry.

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