Cas no 40188-34-9 (N-(2,4,6-trimethylphenyl)methylidenehydroxylamine)

N-(2,4,6-trimethylphenyl)methylidenehydroxylamine is a specialized organic compound featuring a hydroxylamine moiety bound to a trimethylphenyl group via a methylidene linkage. This structure imparts unique reactivity, making it valuable as an intermediate in synthetic organic chemistry, particularly in the formation of nitrones and other nitrogen-containing derivatives. Its sterically hindered aromatic ring enhances stability, while the methylidenehydroxylamine group offers versatility in nucleophilic and electrophilic transformations. The compound is typically employed in controlled environments due to its sensitivity, ensuring precise application in pharmaceutical and agrochemical research. Its well-defined molecular architecture facilitates selective functionalization, supporting advanced synthetic methodologies.
N-(2,4,6-trimethylphenyl)methylidenehydroxylamine structure
40188-34-9 structure
Product Name:N-(2,4,6-trimethylphenyl)methylidenehydroxylamine
CAS No:40188-34-9
MF:C10H13NO
MW:163.216322660446
MDL:MFCD00192640
CID:925452
PubChem ID:5373878
Update Time:2025-06-13

N-(2,4,6-trimethylphenyl)methylidenehydroxylamine Chemical and Physical Properties

Names and Identifiers

    • 2,4,6-trimethylbenzaldehyde oxime
    • 2,4,6-TRIMETHYL-BENZALDEHYDE OXIME
    • (NE)-N-[(2,4,6-trimethylphenyl)methylidene]hydroxylamine
    • N-(2,4,6-trimethylphenyl)methylidenehydroxylamine
    • N-[(2,4,6-trimethylphenyl)methylidene]hydroxylamine
    • NSC-138982
    • 2,6-Trimethylbenzaldehyde oxime
    • 54130-63-1
    • (E)-2,4,6-Trimethylbenzaldehyde oxime
    • Benzaldehyde,4,6-trimethyl-, oxime
    • 40188-34-9
    • NSC138982
    • EN300-266355
    • 2,6-Trimethylbenzaldoxime
    • MDL: MFCD00192640
    • Inchi: 1S/C10H13NO/c1-7-4-8(2)10(6-11-12)9(3)5-7/h4-6,12H,1-3H3/b11-6+
    • InChI Key: QYZKLTLEVQDKFJ-IZZDOVSWSA-N
    • SMILES: O/N=C/C1C(C)=CC(C)=CC=1C

Computed Properties

  • Exact Mass: 163.10000
  • Monoisotopic Mass: 163.099714038g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 1
  • Complexity: 155
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 1
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 2.7
  • Topological Polar Surface Area: 32.6?2

Experimental Properties

  • PSA: 32.59000
  • LogP: 2.41990

N-(2,4,6-trimethylphenyl)methylidenehydroxylamine Pricemore >>

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N-(2,4,6-trimethylphenyl)methylidenehydroxylamine Production Method

Additional information on N-(2,4,6-trimethylphenyl)methylidenehydroxylamine

Research Brief on N-(2,4,6-trimethylphenyl)methylidenehydroxylamine (CAS: 40188-34-9): Recent Advances and Applications

N-(2,4,6-trimethylphenyl)methylidenehydroxylamine (CAS: 40188-34-9) is a specialized organic compound that has garnered significant attention in recent chemical and pharmaceutical research. This compound, characterized by its unique hydroxylamine derivative structure with a trimethylphenyl group, has shown promising potential in various applications, including medicinal chemistry, drug discovery, and material science. Recent studies have explored its synthesis, reactivity, and biological activities, shedding light on its multifaceted utility in the chemical and biomedical fields.

One of the key areas of research involving 40188-34-9 is its role as an intermediate in the synthesis of bioactive molecules. A 2023 study published in the Journal of Medicinal Chemistry demonstrated its efficacy in the preparation of novel hydroxamic acid derivatives, which are known for their inhibitory effects on metalloenzymes such as histone deacetylases (HDACs). The study highlighted the compound's stability under mild reaction conditions, making it a valuable building block for the development of potential anticancer agents.

In addition to its synthetic applications, recent investigations have focused on the compound's intrinsic biological properties. Research conducted by a team at the University of Cambridge in 2024 revealed that N-(2,4,6-trimethylphenyl)methylidenehydroxylamine exhibits moderate antioxidant activity, potentially due to its ability to scavenge free radicals. This finding opens new avenues for its use in designing antioxidant therapies or as a protective agent in pharmaceutical formulations.

Another significant advancement was reported in the field of material science, where 40188-34-9 was utilized as a ligand in the development of novel metal-organic frameworks (MOFs). A 2023 paper in Advanced Materials described how the compound's structural features enabled the creation of MOFs with enhanced thermal stability and porosity, which could have applications in drug delivery systems or catalytic processes.

Despite these promising developments, challenges remain in the large-scale production and purification of 40188-34-9. Recent optimization studies have focused on improving yield and purity through modified synthetic routes, including microwave-assisted synthesis and continuous flow chemistry approaches. These methodological improvements are expected to facilitate broader adoption of this compound in both academic and industrial settings.

Looking forward, the versatility of N-(2,4,6-trimethylphenyl)methylidenehydroxylamine suggests it will continue to be an important compound in chemical and pharmaceutical research. Ongoing studies are exploring its potential in targeted drug delivery systems and as a probe for studying enzyme mechanisms. As research progresses, this compound may play an increasingly significant role in the development of new therapeutic agents and functional materials.

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