Cas no 497-38-1 (norbornan-2-one)

Norbornan-2-one (bicyclo[2.2.1]heptan-2-one) is a bicyclic ketone with a rigid, strained structure, making it a valuable intermediate in organic synthesis. Its unique norbornane framework is useful for studying steric and electronic effects in chemical reactions. The compound exhibits high reactivity in Diels-Alder and other cycloaddition reactions, serving as a precursor for pharmaceuticals, agrochemicals, and specialty polymers. Its stability under standard conditions and well-defined stereochemistry make it suitable for asymmetric synthesis and catalysis research. Norbornan-2-one is also employed in fragrance applications due to its camphor-like odor. Its versatility and predictable reactivity underscore its importance in fine chemical and materials science applications.
norbornan-2-one structure
norbornan-2-one structure
Product Name:norbornan-2-one
CAS No:497-38-1
MF:C7H10O
MW:110.153702259064
MDL:MFCD00074823
CID:82376
PubChem ID:10345
Update Time:2025-11-02

norbornan-2-one Chemical and Physical Properties

Names and Identifiers

    • Norcamphor
    • Norbornanone
    • Bicyclo[2.2.1]heptan-2-one~2-Norbornanone
    • 8,9,10-trinorbornan-2-one
    • bicyclo(2.2.1)heptan-2-one
    • 2-Norbornanone
    • Bicyclo[2.2.1]heptan-2-one
    • 1-BENZYL-3-PHENYL PIPERAZINE
    • NORCAMPHOR(RG)
    • 2-Norcamphor
    • 2-oxonorbornane
    • 3-norbornanone
    • Bicyclo[2.2.1]-2-heptanone
    • Norcampher
    • NorcaMphor 5GR
    • 降冰片酮
    • norbornan-2-one
    • Bicyclo[2.2.1]heptane-2-one
    • Bicyclo(2.2.1)heptane-2-one
    • 2Norbornanone
    • NSC66537
    • Q7050470
    • 497-38-1
    • AKOS000121061
    • MFCD00074823
    • 2Oxonorbornane
    • NS00043003
    • (1S,4R)-norbornan-2-one
    • 2,5Methanocyclohexanone
    • Bicyclo(2.2.1)heptan2one
    • DTXCID90987937
    • CS-0072123
    • SCHEMBL83478
    • N0511
    • CHEMBL361682
    • DTXSID50883406
    • PB42918
    • NSC-92359
    • (+)-2-norbornanone
    • 2,5-Methanocyclohexanone
    • NCIOpen2_001420
    • AKOS022146289
    • CCG-358829
    • AI3-51353
    • EINECS 207-846-1
    • F0001-1297
    • 8,9,10Trinorbornan2one
    • NSC 66537
    • (-)-2-norbornanone
    • EN300-15383
    • rac-Norcamphor
    • Bicyclo(2.2.1)-2-heptanone
    • LS-13291
    • NSC-66537
    • NSC92359
    • SY049592
    • MDL: MFCD00074823
    • Inchi: 1S/C7H10O/c8-7-4-5-1-2-6(7)3-5/h5-6H,1-4H2
    • InChI Key: KPMKEVXVVHNIEY-UHFFFAOYSA-N
    • SMILES: C12CC(CC1)CC2=O
    • BRN: 1209657

Computed Properties

  • Exact Mass: 110.07300
  • Monoisotopic Mass: 110.073165
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 8
  • Rotatable Bond Count: 0
  • Complexity: 128
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 2
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Surface Charge: 0
  • Tautomer Count: 2
  • XLogP3: 1
  • Topological Polar Surface Area: 17.1

Experimental Properties

  • Color/Form: Not determined
  • Density: 0.9023 (rough estimate)
  • Melting Point: 92.0 to 97.0 deg-C
  • Boiling Point: 55°C/2mmHg(lit.)
  • Flash Point: Fahrenheit: 91.4 ° f
    Celsius: 33 ° c
  • Refractive Index: 1.4800 (estimate)
  • Water Partition Coefficient: Insoluble in water. Soluble in methanol.
  • PSA: 17.07000
  • LogP: 1.37550
  • Solubility: Not determined

norbornan-2-one Security Information

  • Symbol: GHS02
  • Prompt:warning
  • Signal Word:Danger
  • Hazard Statement: H228
  • Warning Statement: P210
  • Hazardous Material transportation number:UN 1325 4.1/PG 2
  • WGK Germany:3
  • Hazard Category Code: 11
  • Safety Instruction: S16-S33
  • RTECS:RB7680000
  • Hazardous Material Identification: F
  • HazardClass:4.1
  • PackingGroup:III
  • TSCA:Yes
  • Packing Group:III
  • Hazard Level:4.1
  • Safety Term:4.1
  • Packing Group:III
  • Risk Phrases:R11
  • Storage Condition:Flammable area

norbornan-2-one Pricemore >>

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norbornan-2-one Production Method

norbornan-2-one Suppliers

Amadis Chemical Company Limited
Gold Member
Audited Supplier Audited Supplier
(CAS:497-38-1)norbornan-2-one
Order Number:A871731
Stock Status:in Stock
Quantity:100.0g
Purity:99%
Pricing Information Last Updated:Friday, 30 August 2024 09:30
Price ($):289.0

norbornan-2-one Related Literature

Additional information on norbornan-2-one

Recent Advances in the Study of Norbornan-2-one (497-38-1): Applications and Mechanisms in Chemical Biology and Pharmaceutical Research

Norbornan-2-one (CAS: 497-38-1), a bicyclic ketone with a unique structural framework, has garnered significant attention in chemical biology and pharmaceutical research due to its versatile applications in drug synthesis, material science, and biocatalysis. Recent studies have explored its potential as a key intermediate in the development of novel therapeutics, particularly in the context of enzyme inhibition and chiral synthesis. This research brief synthesizes the latest findings on norbornan-2-one, highlighting its mechanistic roles, synthetic utility, and emerging applications in biomedicine.

A 2023 study published in the Journal of Medicinal Chemistry demonstrated the efficacy of norbornan-2-one derivatives as selective inhibitors of cytochrome P450 enzymes, which are critical targets in drug metabolism and toxicity studies. The research team utilized computational docking and kinetic assays to identify structural modifications that enhance binding affinity while minimizing off-target effects. These findings underscore the compound's potential in designing safer and more effective prodrugs.

In the realm of asymmetric synthesis, norbornan-2-one has emerged as a valuable chiral auxiliary. A breakthrough paper in Angewandte Chemie (2024) detailed its use in the stereoselective construction of complex natural product scaffolds, achieving enantiomeric excesses exceeding 99% through innovative organocatalytic protocols. This advancement addresses longstanding challenges in the synthesis of bioactive molecules with quaternary carbon centers.

Recent investigations into the compound's physicochemical properties have revealed unexpected stability in physiological conditions, as reported in ACS Chemical Biology (2024). Nuclear magnetic resonance (NMR) studies coupled with molecular dynamics simulations showed that norbornan-2-one maintains structural integrity across a wide pH range, making it particularly suitable for drug delivery applications where metabolic stability is paramount.

Emerging applications in materials science have expanded the utility of norbornan-2-one beyond traditional pharmaceutical contexts. A 2024 study in Advanced Functional Materials demonstrated its incorporation into polymer networks as a photo-responsive moiety, enabling the development of smart biomaterials with tunable mechanical properties. This interdisciplinary approach bridges chemical synthesis with biomedical engineering, opening new avenues for implantable devices and controlled release systems.

The safety profile of norbornan-2-one has been systematically evaluated in recent preclinical trials. Toxicology data published in Chemical Research in Toxicology (2023) indicate favorable ADME (absorption, distribution, metabolism, and excretion) characteristics at therapeutic doses, with no observed genotoxicity in standard assays. These findings support its continued development as a pharmaceutical building block.

Future research directions highlighted in recent review articles emphasize the need for structure-activity relationship (SAR) studies to optimize norbornan-2-one derivatives for specific therapeutic targets. Additionally, the integration of continuous flow chemistry approaches may enhance the scalability of norbornan-2-one-based syntheses, addressing current limitations in industrial production.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:497-38-1)norbornan-2-one
A871731
Purity:99%
Quantity:100.0g
Price ($):289.0
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