Cas no 80547-69-9 (3-Hydroxy-4-methoxy-5-nitrobenzaldehyde)

3-Hydroxy-4-methoxy-5-nitrobenzaldehyde is a nitro-substituted benzaldehyde derivative with a hydroxyl and methoxy functional group at adjacent positions on the aromatic ring. This compound is primarily utilized as an intermediate in organic synthesis, particularly in the preparation of fine chemicals, pharmaceuticals, and specialty dyes. Its distinct substitution pattern allows for selective reactivity in electrophilic and nucleophilic transformations, making it valuable for constructing complex molecular frameworks. The presence of both electron-donating (methoxy) and electron-withdrawing (nitro) groups enhances its versatility in synthetic applications. The compound is typically characterized by its crystalline solid form and moderate solubility in polar organic solvents. Proper handling is recommended due to potential sensitivity to light and moisture.
3-Hydroxy-4-methoxy-5-nitrobenzaldehyde structure
80547-69-9 structure
Product Name:3-Hydroxy-4-methoxy-5-nitrobenzaldehyde
CAS No:80547-69-9
MF:C8H7NO5
MW:197.144882440567
MDL:MFCD02380161
CID:727837
PubChem ID:94857
Update Time:2025-08-04

3-Hydroxy-4-methoxy-5-nitrobenzaldehyde Chemical and Physical Properties

Names and Identifiers

    • 3-Hydroxy-4-methoxy-5-nitrobenzaldehyde
    • Benzaldehyde,3-hydroxy-4-methoxy-5-nitro-
    • 3-Hydroxy-4-methoxy-5-nitro-benzaldehyd
    • 3-hydroxy-4-methoxy-5-nitro-benzaldehyde
    • 3-hydroxy-4-methoxybenzaldehyde
    • 5-nitroisovanillin
    • HMNB
    • DTXSID80230383
    • FT-0692187
    • AC6853
    • NSC5400
    • 80547-69-9
    • 3-Hydroxy-4-methoxy-5-nitro-benzaldehyd;
    • Benzaldehyde, 3-hydroxy-4-methoxy-5-nitro-
    • MFCD02380161
    • A864678
    • BDBM50004044
    • PYLFOUFNUBQBGP-UHFFFAOYSA-N
    • NSC 5400
    • NSC-5400
    • 5-nitro isovanillin
    • SY017234
    • SCHEMBL3325762
    • AKOS006278834
    • CHEMBL89320
    • DTXCID80152874
    • DA-16910
    • 5-Nitroisovanilline
    • MDL: MFCD02380161
    • Inchi: 1S/C8H7NO5/c1-14-8-6(9(12)13)2-5(4-10)3-7(8)11/h2-4,11H,1H3
    • InChI Key: PYLFOUFNUBQBGP-UHFFFAOYSA-N
    • SMILES: O(C)C1C(=CC(C=O)=CC=1[N+](=O)[O-])O

Computed Properties

  • Exact Mass: 197.03200
  • Monoisotopic Mass: 197.032
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 3
  • Complexity: 226
  • 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
  • Topological Polar Surface Area: 92.4A^2
  • XLogP3: 0.8

Experimental Properties

  • Density: 1.456
  • Boiling Point: 373°C at 760 mmHg
  • Flash Point: 179.4°C
  • Refractive Index: 1.629
  • PSA: 92.35000
  • LogP: 1.64470

3-Hydroxy-4-methoxy-5-nitrobenzaldehyde Customs Data

  • HS CODE:2913000090
  • Customs Data:

    China Customs Code:

    2913000090

    Overview:

    2913000090 Item2912Other derivatives of the listed products [refer to halogenation,sulfonation,Nitrosative or nitrosative derivatives]. 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

    Summary:

    HS: 2913000090 halogenated, sulphonated, nitrated or nitrosated derivatives of products of heading 2912 Educational tariff:17.0% Tax rebate rate:9.0% Regulatory conditions:none Most favored nation tariff:5.5% General tariff:30.0%

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3-Hydroxy-4-methoxy-5-nitrobenzaldehyde Production Method

3-Hydroxy-4-methoxy-5-nitrobenzaldehyde Suppliers

Amadis Chemical Company Limited
Gold Member
Audited Supplier Audited Supplier
(CAS:80547-69-9)3-Hydroxy-4-methoxy-5-nitrobenzaldehyde
Order Number:A864678
Stock Status:in Stock
Quantity:1g
Purity:99%
Pricing Information Last Updated:Friday, 30 August 2024 08:47
Price ($):266.0

Additional information on 3-Hydroxy-4-methoxy-5-nitrobenzaldehyde

Professional Introduction to 3-Hydroxy-4-methoxy-5-nitrobenzaldehyde (CAS No. 80547-69-9)

3-Hydroxy-4-methoxy-5-nitrobenzaldehyde, a compound with the chemical formula C?H?NO?, is a significant intermediate in the field of organic synthesis and pharmaceutical research. This compound, identified by its unique CAS number 80547-69-9, has garnered attention due to its versatile applications in the development of various bioactive molecules. The structural features of this aldehyde derivative, characterized by the presence of hydroxyl, methoxy, and nitro functional groups, make it a valuable precursor in synthetic chemistry.

The 3-Hydroxy-4-methoxy-5-nitrobenzaldehyde molecule exhibits a distinct aromatic system that allows for diverse chemical transformations. These transformations are particularly useful in the synthesis of complex molecules, including pharmaceuticals and agrochemicals. The nitro group, in particular, provides a reactive site for reduction or conversion into other functional groups, while the hydroxyl and methoxy groups contribute to the compound's solubility and reactivity in various solvents.

In recent years, there has been a growing interest in exploring the potential of this compound in medicinal chemistry. Researchers have leveraged its structural framework to develop novel compounds with therapeutic properties. For instance, studies have demonstrated its utility in synthesizing analogs of natural products with anti-inflammatory and anticancer activities. The ability to modify the aromatic core of 3-Hydroxy-4-methoxy-5-nitrobenzaldehyde allows chemists to fine-tune the biological activity of derived compounds, making it an attractive scaffold for drug discovery.

The role of this compound in synthetic organic chemistry is also noteworthy. It serves as a key intermediate in the preparation of more complex molecules through various reactions such as condensation, oxidation, and reduction. These reactions are fundamental to the construction of intricate organic structures, which are often required in pharmaceutical applications. The versatility of 3-Hydroxy-4-methoxy-5-nitrobenzaldehyde makes it a staple in many synthetic routes.

Advances in computational chemistry have further enhanced the understanding and application of this compound. Molecular modeling studies have provided insights into its reactivity and interaction with biological targets. These studies are crucial for designing molecules with improved efficacy and reduced side effects. By integrating experimental data with computational predictions, researchers can optimize synthetic strategies and predict the behavior of 3-Hydroxy-4-methoxy-5-nitrobenzaldehyde-based compounds more accurately.

The pharmaceutical industry has also benefited from the use of 3-Hydroxy-4-methoxy-5-nitrobenzaldehyde in drug development. Its structural motifs are found in several marketed drugs, highlighting its importance as a building block. The compound's ability to undergo multiple chemical modifications allows for the creation of libraries of derivatives with varying biological profiles. This flexibility is essential for identifying lead compounds that can be further optimized through structure-activity relationship (SAR) studies.

In conclusion, 3-Hydroxy-4-methoxy-5-nitrobenzaldehyde (CAS No. 80547-69-9) is a multifaceted compound with significant applications in organic synthesis and pharmaceutical research. Its unique structural features and reactivity make it a valuable tool for developing new bioactive molecules. As research continues to evolve, the potential uses of this compound are likely to expand, further solidifying its role as an important intermediate in chemical biology and drug discovery.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:80547-69-9)3-Hydroxy-4-methoxy-5-nitrobenzaldehyde
A864678
Purity:99%
Quantity:1g
Price ($):266.0
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