Cas no 19861-69-9 (4-(dimethylamino)methyl-2-methoxyphenol)

4-(Dimethylamino)methyl-2-methoxyphenol is a phenolic derivative featuring both a dimethylaminomethyl and a methoxy substituent. This compound exhibits potential utility as an intermediate in organic synthesis, particularly in the development of pharmaceuticals, agrochemicals, or specialty chemicals. The dimethylaminomethyl group enhances solubility in polar solvents, while the methoxy substituent contributes to electron-donating effects, influencing reactivity in electrophilic aromatic substitution or oxidation reactions. Its structural features may also lend themselves to applications in ligand design or as a building block for bioactive molecules. Careful handling is advised due to the reactivity of the phenolic and amino functionalities. Storage under inert conditions is recommended to maintain stability.
4-(dimethylamino)methyl-2-methoxyphenol structure
19861-69-9 structure
Product Name:4-(dimethylamino)methyl-2-methoxyphenol
CAS No:19861-69-9
MF:C10H15NO2
MW:181.231602907181
MDL:MFCD00641929
CID:1389113
PubChem ID:10381432
Update Time:2025-10-29

4-(dimethylamino)methyl-2-methoxyphenol Chemical and Physical Properties

Names and Identifiers

    • Phenol, 4-[(dimethylamino)methyl]-2-methoxy-
    • 4-[(dimethylamino)methyl]-2-methoxyPhenol
    • 4-(dimethylamino)methyl-2-methoxyphenol
    • CHEMBL4099870
    • 19861-69-9
    • SCHEMBL11648537
    • AKOS018392401
    • DTXSID40439057
    • EN300-219718
    • DA-21778
    • MDL: MFCD00641929
    • Inchi: 1S/C10H15NO2/c1-11(2)7-8-4-5-9(12)10(6-8)13-3/h4-6,12H,7H2,1-3H3
    • InChI Key: CSCUIKCCBTYIMH-UHFFFAOYSA-N
    • SMILES: O(C)C1=C(C=CC(=C1)CN(C)C)O

Computed Properties

  • Exact Mass: 181.110278721g/mol
  • Monoisotopic Mass: 181.110278721g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 3
  • Complexity: 150
  • 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: 0.7
  • Topological Polar Surface Area: 32.7?2

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Additional information on 4-(dimethylamino)methyl-2-methoxyphenol

4-(Dimethylamino)methyl-2-methoxyphenol: A Comprehensive Overview

4-(Dimethylamino)methyl-2-methoxyphenol (CAS No. 19861-69-9) is a versatile organic compound with significant applications in various fields, including pharmaceuticals, agrochemicals, and materials science. This compound is characterized by its unique structure, which combines a phenolic group with a dimethylamino methyl substituent and a methoxy group. The dimethylamino group imparts basic properties, while the methoxy group contributes to its hydrophilicity and reactivity. These features make it an attractive candidate for use in drug design and chemical synthesis.

Recent studies have highlighted the potential of 4-(dimethylamino)methyl-2-methoxyphenol as a precursor in the synthesis of bioactive compounds. For instance, researchers have explored its role in the development of anti-inflammatory agents and antioxidants. The compound's ability to act as a nucleophile in substitution reactions has been particularly valuable in creating complex molecular architectures. This has led to its use in the synthesis of heterocyclic compounds, which are often associated with therapeutic properties.

In the field of agrochemistry, 4-(dimethylamino)methyl-2-methoxyphenol has been investigated for its potential as a herbicide or fungicide. Its ability to inhibit key enzymes involved in plant metabolism has shown promise in controlling agricultural pests and diseases. Furthermore, its methoxyphenol moiety has been linked to improved selectivity, reducing adverse effects on non-target organisms.

The synthesis of 4-(dimethylamino)methyl-2-methoxyphenol typically involves multi-step processes that require precise control over reaction conditions. One common approach involves the alkylation of resorcinol derivatives with dimethylamine followed by methylation to introduce the methoxy group. Recent advancements in catalytic methods have enabled more efficient and environmentally friendly syntheses, reducing production costs and minimizing waste.

From a structural standpoint, 4-(dimethylamino)methyl-2-methoxyphenol exhibits interesting electronic properties due to the conjugation between the aromatic ring and the substituents. This conjugation enhances its stability and reactivity, making it suitable for use in polymer chemistry. For example, it has been employed as a building block in the synthesis of conductive polymers, which have applications in electronics and energy storage devices.

In conclusion, 4-(dimethylamino)methyl-2-methoxyphenol (CAS No. 19861-69-9) is a multifaceted compound with a wide range of applications across diverse industries. Its unique chemical properties and versatility make it an essential component in modern chemical research and development. As ongoing studies continue to uncover new uses for this compound, its significance in both academic and industrial settings is expected to grow further.

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