Cas no 34993-51-6 ((R)-3-Phenyl-cyclohexanone)

(R)-3-Phenyl-cyclohexanone is a chiral cyclic ketone featuring a phenyl substituent at the 3-position of the cyclohexanone ring. Its stereospecific (R)-configuration makes it a valuable intermediate in asymmetric synthesis, particularly for pharmaceuticals and fine chemicals. The compound’s rigid cyclohexanone scaffold enhances stability, while the phenyl group provides opportunities for further functionalization. Its high enantiomeric purity ensures consistent performance in chiral resolution and catalytic applications. (R)-3-Phenyl-cyclohexanone is commonly employed in the synthesis of biologically active molecules, including ligands and catalysts, due to its well-defined stereochemistry and reactivity. Suitable for use under controlled conditions, it is typically handled in inert environments to preserve its integrity.
(R)-3-Phenyl-cyclohexanone structure
(R)-3-Phenyl-cyclohexanone structure
Product Name:(R)-3-Phenyl-cyclohexanone
CAS No:34993-51-6
MF:C12H14O
MW:174.2390
MDL:MFCD08276410
CID:54351
PubChem ID:11041212
Update Time:2025-06-14

(R)-3-Phenyl-cyclohexanone Chemical and Physical Properties

Names and Identifiers

    • (R)-3-Phenylcyclohexanone
    • R-3-Phenylcyclohexanone
    • (3R)-3-PHENYLCYCLOHEXAN-1-ONE
    • (R)-3-Phenyl-cyclohexanone
    • (R)-3alpha-Phenylcyclohexanone
    • CJAUDSQXFVZPTO-LLVKDONJSA-N
    • Cyclohexanone,3-phenyl-, (3R)-
    • 4282AB
    • FCH1122928
    • (3R)-3-Phenylcyclohexanone, AldrichCPR
    • AX8236688
    • P1499
    • 993P516
    • AKOS016005611
    • 34993-51-6
    • SCHEMBL715591
    • (R)-3-phenylcyclohexan-1-one
    • J-019824
    • EX-A7802H
    • DTXSID00452949
    • AS-58531
    • T72344
    • MFCD08276410
    • CS-0313562
    • AKOS015840449
    • MDL: MFCD08276410
    • Inchi: 1S/C12H14O/c13-12-8-4-7-11(9-12)10-5-2-1-3-6-10/h1-3,5-6,11H,4,7-9H2/t11-/m1/s1
    • InChI Key: CJAUDSQXFVZPTO-LLVKDONJSA-N
    • SMILES: O=C1C([H])([H])C([H])([H])C([H])([H])[C@@]([H])(C2C([H])=C([H])C([H])=C([H])C=2[H])C1([H])[H]

Computed Properties

  • Exact Mass: 174.10400
  • Monoisotopic Mass: 174.104465066g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 1
  • Complexity: 180
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 1
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Surface Charge: 0
  • Tautomer Count: 3
  • XLogP3: 2.3
  • Topological Polar Surface Area: 17.1

Experimental Properties

  • Color/Form: Not determined
  • Density: 1.043
  • Boiling Point: 294.012°C at 760 mmHg
  • Flash Point: 123.664°C
  • Refractive Index: 1.538
  • PSA: 17.07000
  • LogP: 2.91330
  • Solubility: Not determined

(R)-3-Phenyl-cyclohexanone Security Information

  • Storage Condition:Cold storage

(R)-3-Phenyl-cyclohexanone Pricemore >>

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Additional information on (R)-3-Phenyl-cyclohexanone

Comprehensive Guide to (R)-3-Phenyl-cyclohexanone (CAS No. 34993-51-6): Properties, Applications, and Industry Insights

(R)-3-Phenyl-cyclohexanone (CAS No. 34993-51-6) is a chiral organic compound widely recognized for its versatile applications in pharmaceuticals, agrochemicals, and specialty chemicals. As a key intermediate in asymmetric synthesis, this compound has garnered significant attention due to its stereoselective properties and potential in drug development. Researchers and manufacturers frequently search for terms like "(R)-3-Phenyl-cyclohexanone synthesis", "CAS 34993-51-6 uses", and "chiral cyclohexanone derivatives", reflecting its growing relevance in modern chemistry.

The compound's molecular structure features a phenyl group attached to the cyclohexanone ring at the 3-position, with the (R)-enantiomer exhibiting distinct reactivity patterns. Recent studies highlight its role in producing optically active pharmaceuticals, such as antidepressants and antiviral agents, aligning with the industry's shift toward enantiomerically pure drugs. Searches for "green synthesis of (R)-3-Phenyl-cyclohexanone" and "biocatalytic routes for chiral ketones" underscore the demand for sustainable production methods.

From a technical perspective, 34993-51-6 demonstrates notable stability under standard conditions, with a melting range of 45–48°C and a molecular weight of 174.24 g/mol. Its lipophilic character makes it suitable for formulations requiring controlled release, a topic frequently explored in forums discussing "drug delivery enhancers" and "pharmacokinetic modifiers". Analytical techniques like HPLC and chiral GC are commonly employed to verify its enantiomeric purity, addressing quality concerns raised in queries such as "how to test (R)-3-Phenyl-cyclohexanone purity".

Innovative applications of (R)-3-Phenyl-cyclohexanone extend to fragrance synthesis, where its ketone functionality serves as a precursor for musk-like compounds. This aligns with trending searches for "sustainable aroma chemicals" and "non-animal-derived fragrance ingredients". Furthermore, its use in liquid crystal formulations for electronics has sparked interest in keywords like "advanced material intermediates" and "high-performance organic compounds".

Regulatory compliance remains a critical consideration for users of CAS No. 34993-51-6. While not classified as hazardous under major chemical inventories, proper handling guidelines are often sought using terms like "(R)-3-Phenyl-cyclohexanone safety data" and "storage conditions for chiral ketones". The compound's biodegradability profile and low ecotoxicity make it preferable for environmentally conscious applications, resonating with searches for "green chemistry building blocks".

Market analyses reveal increasing demand for enantiomerically pure (R)-3-Phenyl-cyclohexanone, particularly in Asia-Pacific pharmaceutical hubs. This trend correlates with search volume spikes for "CAS 34993-51-6 suppliers" and "bulk chiral compound manufacturers". Recent patent filings involving derivatives of this compound further validate its commercial potential, addressing niche queries like "novel uses of 3-phenylcyclohexanone" and "recent patents on chiral intermediates".

For researchers exploring structure-activity relationships, the conformational flexibility of (R)-3-Phenyl-cyclohexanone offers intriguing possibilities. Computational chemistry studies frequently reference this compound when investigating "molecular docking simulations" and "chiral recognition mechanisms"—topics generating substantial academic interest. The compound's hydrogenation potential also features prominently in discussions about "asymmetric reduction catalysts" and "stereocontrolled synthesis".

Quality control protocols for 34993-51-6 typically emphasize chiral HPLC analysis and spectroscopic verification, addressing common purchaser concerns reflected in searches for "analytical methods for chiral purity". The compound's shelf life and stability data—often queried as "(R)-3-Phenyl-cyclohexanone degradation factors"—are crucial for industrial users requiring long-term storage solutions.

Emerging research directions include the compound's potential in metal-organic frameworks (MOFs) and as a template for molecularly imprinted polymers. These cutting-edge applications respond to growing searches for "functional material precursors" and "smart polymer substrates", positioning (R)-3-Phenyl-cyclohexanone as a compound with untapped potential across multiple scientific disciplines.

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