Cas no 38078-71-6 (4-Cyano-TEMPO)

4-Cyano-TEMPO (2,2,6,6-Tetramethylpiperidin-1-oxyl-4-carbonitrile) is a stable nitroxyl radical compound widely used as a catalyst or mediator in oxidation reactions. Its key advantages include high stability under aerobic conditions, efficient redox activity, and selectivity in converting alcohols to carbonyl compounds. The cyano group enhances its solubility in polar solvents, broadening its applicability in organic synthesis. As a persistent radical, it facilitates controlled radical polymerization processes, offering precise molecular weight control. Its robust structure ensures minimal degradation, making it suitable for prolonged reactions. 4-Cyano-TEMPO is also employed in electrochemical applications and as a spin label in ESR spectroscopy due to its paramagnetic properties.
4-Cyano-TEMPO structure
4-Cyano-TEMPO structure
Product Name:4-Cyano-TEMPO
CAS No:38078-71-6
MF:C10H17N2O
MW:181.254782438278
MDL:MFCD00191964
CID:322308
PubChem ID:87566739
Update Time:2025-06-15

4-Cyano-TEMPO Chemical and Physical Properties

Names and Identifiers

    • 1-Piperidinyloxy,4-cyano-2,2,6,6-tetramethyl-
    • 1-λ<sup>1</sup>-oxidanyl-2,2,6,6-tetramethylpiperidine-4-carbonitrile
    • 4-CYANO-2,2,6,6-TETRAMETHYL-PIPERIDINE 1-OXYL, FREE RADICAL
    • 4-Cyano-2,2,6,6-tetramethylpiperidine 1-Oxyl Free Radical
    • 1-Oxyl-4-cyano-2,2,6,6-tetramethylpiperidin
    • 2,2,6,6-Tetramethyl-4-carbylaminopiperidyl-1-oxyl
    • 4-cyano-2,2,6,6-tetramethylpiperidin-1-oxyl
    • 4-Cyano-2,2,6,6-tetramethylpiperidine 1-Oxyl
    • 4-cyano-2,2,6,6-tetramethylpiperidine-1-oxol
    • 4-cyano-2,2,6,6-tetramethyl-piperidinyloxy
    • 4-cyano-2,6-tetramethylpiperidine-N-oxyl
    • 4-Cyano-TEMPO
    • 4-Cyano-TEMPO Free Radical
    • C1782
    • (4-Cyano-2,2,6,6-tetramethylpiperidinooxy)radical
    • (4-Cyano-2,2,6,6-tetramethylpiperidin-1-yl)oxidanyl
    • 4-CYANO-2,2,6,6-TETRAMETHYLPIPERIDINE 1-OXYL, FREE RADICAL
    • 4-CYANO-TEMPO, FREE RADICAL, 97%
    • Nsc300607
    • 4-Cyano-2,2,6,6-tetraMethylpiperidine 1-Oxyl 4-Cyano-2,2,6,6-tetramethylpiperidine 1-Oxyl Free Radical&gt
    • MDL: MFCD00191964
    • Inchi: 1S/C10H17N2O/c1-9(2)5-8(7-11)6-10(3,4)12(9)13/h8H,5-6H2,1-4H3
    • InChI Key: OCIQOBBYJWEKSA-UHFFFAOYSA-N
    • SMILES: N1([O])C(C)(C)CC(C#N)CC1(C)C |^1:1|

Computed Properties

  • Exact Mass: 181.13400
  • Monoisotopic Mass: 182.141913
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 0
  • Complexity: 231
  • 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
  • Surface Charge: 0
  • Tautomer Count: nothing
  • XLogP3: 1.2
  • Topological Polar Surface Area: 28

Experimental Properties

  • Color/Form: No data available
  • Density: 1.04
  • Melting Point: 143.0 to 149.0 deg-C
  • Boiling Point: 294.9°Cat760mmHg
  • Flash Point: 132.2°C
  • Refractive Index: 1.503
  • Solubility: Soluble in ethanol
  • PSA: 27.03000
  • LogP: 2.06258
  • Vapor Pressure: 0.0±1.3 mmHg at 25°C

4-Cyano-TEMPO Security Information

4-Cyano-TEMPO Customs Data

  • HS CODE:2933399990

4-Cyano-TEMPO Pricemore >>

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abcr
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4-Cyano-TEMPO Related Literature

Additional information on 4-Cyano-TEMPO

Comprehensive Guide to 4-Cyano-TEMPO (CAS No. 38078-71-6): Properties, Applications, and Research Trends

4-Cyano-TEMPO (CAS No. 38078-71-6), also known as 4-CT or 4-Cyano-2,2,6,6-tetramethylpiperidine-1-oxyl, is a nitroxide radical compound widely recognized for its unique chemical properties and versatile applications in organic synthesis, materials science, and biomedical research. As a derivative of TEMPO (2,2,6,6-tetramethylpiperidine-1-oxyl), this compound features a cyano (-CN) functional group at the 4-position, enhancing its reactivity and utility in oxidation reactions and spin-labeling studies.

The growing interest in 4-Cyano-TEMPO stems from its role as a stable radical, making it invaluable in free-radical polymerization, redox catalysis, and antioxidant research. Researchers frequently search for "4-Cyano-TEMPO solubility," "4-CT synthesis methods," and "TEMPO derivatives comparison," reflecting its relevance in both academic and industrial settings. Its CAS No. 38078-71-6 is a critical identifier for procurement and regulatory compliance.

One of the most discussed applications of 4-Cyano-TEMPO is in organic battery electrolytes, where it acts as a redox mediator to improve charge efficiency. This aligns with the global push for sustainable energy solutions, a topic dominating scientific and public discourse. Additionally, its use in bioconjugation and protein labeling has gained traction, particularly in proteomics and drug discovery.

From a structural perspective, the cyano group in 4-Cyano-TEMPO offers distinct advantages over other TEMPO analogs. It increases electron-withdrawing effects, which can fine-tune redox potentials—a feature exploited in electrochemical sensors and conductive polymers. Recent studies also highlight its potential in photocatalysis, addressing the demand for greener chemical processes.

For those exploring "4-Cyano-TEMPO stability" or "handling precautions," it’s important to note that the compound is typically stored under inert conditions due to its radical nature. However, it remains non-hazardous under standard laboratory practices, making it accessible for diverse research applications. Its melting point (~90–95°C) and solubility in polar solvents (e.g., acetonitrile, DMSO) are frequently cited in experimental protocols.

In summary, 4-Cyano-TEMPO (CAS No. 38078-71-6) bridges gaps between fundamental chemistry and cutting-edge technologies. Whether investigating "nitroxide radicals in medicine" or "advanced oxidation catalysts," this compound continues to inspire innovation across disciplines. Its adaptability ensures it remains a staple in the toolkit of chemists and material scientists worldwide.

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