Cas no 1849352-17-5 (O-[(4,4-dimethylcyclohexyl)methyl]hydroxylamine)

O-[(4,4-dimethylcyclohexyl)methyl]hydroxylamine is a specialized hydroxylamine derivative featuring a 4,4-dimethylcyclohexylmethyl substituent. This compound is of interest in synthetic organic chemistry due to its potential as a versatile intermediate in the preparation of pharmaceuticals, agrochemicals, and fine chemicals. The sterically hindered cyclohexyl group enhances stability, while the hydroxylamine functionality enables selective reactions such as oxime formation or nitrone synthesis. Its structural rigidity may also influence regioselectivity in certain transformations. The compound is typically handled under controlled conditions due to the reactivity of the hydroxylamine group. Further applications may include its use in catalysis or as a ligand precursor in coordination chemistry.
O-[(4,4-dimethylcyclohexyl)methyl]hydroxylamine structure
1849352-17-5 structure
Product Name:O-[(4,4-dimethylcyclohexyl)methyl]hydroxylamine
CAS No:1849352-17-5
MF:C9H19NO
MW:157.253262758255
CID:5760153
PubChem ID:130596376
Update Time:2025-05-19

O-[(4,4-dimethylcyclohexyl)methyl]hydroxylamine Chemical and Physical Properties

Names and Identifiers

    • 1849352-17-5
    • O-[(4,4-dimethylcyclohexyl)methyl]hydroxylamine
    • EN300-1854262
    • Inchi: 1S/C9H19NO/c1-9(2)5-3-8(4-6-9)7-11-10/h8H,3-7,10H2,1-2H3
    • InChI Key: YMQPCTHQDJUNRO-UHFFFAOYSA-N
    • SMILES: O(CC1CCC(C)(C)CC1)N

Computed Properties

  • Exact Mass: 157.146664230g/mol
  • Monoisotopic Mass: 157.146664230g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 2
  • Complexity: 113
  • 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: 2.3
  • Topological Polar Surface Area: 35.2?2

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Additional information on O-[(4,4-dimethylcyclohexyl)methyl]hydroxylamine

Comprehensive Guide to O-[(4,4-dimethylcyclohexyl)methyl]hydroxylamine (CAS No. 1849352-17-5): Properties, Applications, and Market Insights

O-[(4,4-dimethylcyclohexyl)methyl]hydroxylamine (CAS No. 1849352-17-5) is a specialized organic compound with growing interest in pharmaceutical and chemical research. This compound, characterized by its unique cyclohexylmethyl-hydroxylamine structure, serves as a valuable intermediate in synthetic chemistry. Its molecular formula, C9H19NO, and distinct 4,4-dimethylcyclohexyl moiety make it particularly useful for designing novel bioactive molecules.

The hydroxylamine derivative has gained attention due to its role in drug discovery and medicinal chemistry. Researchers frequently search for "O-[(4,4-dimethylcyclohexyl)methyl]hydroxylamine uses" or "CAS 1849352-17-5 applications" as it's increasingly employed in the synthesis of N-O containing heterocycles, which are pivotal in developing new therapeutic agents. The compound's stability and reactivity profile make it suitable for click chemistry applications, a trending topic in modern organic synthesis.

From a physicochemical perspective, this compound typically appears as a white to off-white crystalline powder with moderate solubility in common organic solvents like dichloromethane and tetrahydrofuran. Its boiling point and melting point characteristics are frequently queried by laboratory technicians, with thermal stability up to approximately 150°C under standard conditions. The 4,4-dimethylcyclohexyl group contributes to its lipophilicity, an important factor in drug design applications where membrane permeability is crucial.

In pharmaceutical research, O-[(4,4-dimethylcyclohexyl)methyl]hydroxylamine serves as a key building block for proteolysis targeting chimeras (PROTACs), one of the most searched topics in current drug development circles. Its ability to form stable N-O bonds makes it valuable for creating E3 ligase ligands, addressing the growing demand for targeted protein degradation therapies. Recent publications highlight its utility in developing cancer therapeutics, particularly for kinase inhibitors and epigenetic modulators.

The chemical synthesis of this compound typically involves reductive amination of 4,4-dimethylcyclohexanecarbaldehyde with hydroxylamine derivatives, followed by purification through column chromatography. Process chemists often search for "1849352-17-5 synthesis protocol" or "scale-up production of cyclohexylmethyl-hydroxylamine" as industrial applications expand. Current market trends show increasing demand from contract research organizations (CROs) and pharmaceutical companies focusing on small molecule therapeutics.

From a safety and handling perspective, while not classified as hazardous, proper laboratory precautions should be observed when working with this compound. Storage recommendations include keeping it in a cool, dry place under inert atmosphere to maintain stability. These practical considerations are frequently searched by laboratory managers and procurement specialists evaluating the compound for research use.

The analytical characterization of O-[(4,4-dimethylcyclohexyl)methyl]hydroxylamine typically involves NMR spectroscopy (both 1H and 13C), mass spectrometry, and HPLC purity analysis. Quality control specialists often search for "CAS 1849352-17-5 analytical methods" or "spectral data for hydroxylamine derivatives" when establishing testing protocols. The compound's chromatographic behavior and spectroscopic fingerprints are well-documented in recent chemical literature.

Emerging applications in material science have expanded the compound's utility beyond pharmaceuticals. Researchers are exploring its use in polymer modification and as a surface functionalization agent, particularly for creating amine-reactive coatings. These innovative applications align with current interests in smart materials and functional surfaces, making it a compound of interest across multiple disciplines.

The global market for specialty chemicals like O-[(4,4-dimethylcyclohexyl)methyl]hydroxylamine is projected to grow significantly, driven by increased R&D investment in precision medicine and targeted therapies. Procurement specialists frequently search for "1849352-17-5 suppliers" or "bulk quantities of cyclohexylmethyl-hydroxylamine" as demand outpaces traditional supply channels. Current price trends reflect its status as a high-value intermediate in the fine chemicals sector.

From a regulatory standpoint, the compound is not currently listed on major chemical control inventories, making it accessible for research purposes worldwide. However, researchers should monitor chemical regulation updates, as hydroxylamine derivatives occasionally face new restrictions. Compliance officers often search for "O-[(4,4-dimethylcyclohexyl)methyl]hydroxylamine regulatory status" when evaluating compound portfolios.

Future research directions for CAS 1849352-17-5 include exploring its potential in bioconjugation chemistry and as a linker molecule in antibody-drug conjugates (ADCs). These applications align with the pharmaceutical industry's focus on targeted drug delivery systems. The compound's versatility ensures it will remain relevant as chemical biology continues to evolve, addressing some of healthcare's most pressing challenges through innovative molecular design.

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