Cas no 20777-49-5 (Cyclohexanol,2-methyl-5-(1-methylethenyl)-, 1-acetate, (1R,2R,5R)-rel-)

The compound Cyclohexanol,2-methyl-5-(1-methylethenyl)-, 1-acetate, (1R,2R,5R)-rel-, is a chiral terpene derivative with a cyclohexanol backbone functionalized with an acetate group and an isopropenyl substituent. Its stereochemistry, defined by the (1R,2R,5R)-relative configuration, contributes to its potential utility in asymmetric synthesis and fragrance applications. The acetate group enhances its stability and volatility, making it suitable for use in fine chemical formulations. This compound may serve as an intermediate in the synthesis of complex natural products or as a chiral building block in pharmaceutical research. Its structural features suggest compatibility with catalytic processes and potential for selective functionalization.
Cyclohexanol,2-methyl-5-(1-methylethenyl)-, 1-acetate, (1R,2R,5R)-rel- structure
20777-49-5 structure
Product Name:Cyclohexanol,2-methyl-5-(1-methylethenyl)-, 1-acetate, (1R,2R,5R)-rel-
CAS No:20777-49-5
MF:C12H20O2
MW:196.286004066467
CID:261102
PubChem ID:24869351
Update Time:2025-05-08

Cyclohexanol,2-methyl-5-(1-methylethenyl)-, 1-acetate, (1R,2R,5R)-rel- Chemical and Physical Properties

Names and Identifiers

    • Cyclohexanol,2-methyl-5-(1-methylethenyl)-, 1-acetate, (1R,2R,5R)-rel-
    • (-)-Dihydrocarvyl acetate
    • (?)-Dihydrocarvyl acetate
    • DIHYDROCARVYLACETATE, (+/-)-(RG)
    • (?)-Dihydrocarvyl acetate
    • Dihydrocarvyl acetate
    • L-Dihydrocarvyl acetate
    • p-Menth-8-en-2-ol acetate
    • trans-Dihydrocarvyl acetate
    • Inchi: 1S/C12H20O2/c1-8(2)11-6-5-9(3)12(7-11)14-10(4)13/h9,11-12H,1,5-7H2,2-4H3
    • InChI Key: TUSIZTVSUSBSQI-UHFFFAOYSA-N
    • SMILES: O(C(C)=O)C1CC(C(=C)C)CCC1C

Computed Properties

  • Exact Mass: 196.14600
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 3
  • Complexity: 233
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 3
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Surface Charge: 0
  • Tautomer Count: nothing
  • XLogP3: 3.5

Experimental Properties

  • Color/Form: Not available
  • Density: 0.94±0.1 g/cm3 (20 oC 760 Torr),
  • Boiling Point: 233.0±0.0 oC (760 Torr),
  • Flash Point: 90.0±0.0 oC,
  • Refractive Index: n20/D 1.459(lit.)
  • Solubility: Very slightly soluble (0.41 g/l) (25 o C),
  • PSA: 26.30000
  • LogP: 2.93040
  • FEMA: 2380 | DIHYDROCARVYL ACETATE
  • Solubility: Not available

Cyclohexanol,2-methyl-5-(1-methylethenyl)-, 1-acetate, (1R,2R,5R)-rel- Security Information

  • WGK Germany:2
  • Safety Instruction: S23-S24/25
  • RTECS:OT0210000
  • Safety Term:S24/25

Cyclohexanol,2-methyl-5-(1-methylethenyl)-, 1-acetate, (1R,2R,5R)-rel- Customs Data

  • HS CODE:2915390090
  • Customs Data:

    China Customs Code:

    2916209090

    Overview:

    2916209090 other(Cycloalkane\Cycloene\Cyclic terpene)Monocarboxylic acid(Including anhydrides\Acyl halide,Peroxides, peroxyacids and derivatives of this tax number). VAT:17.0% Tax refund rate:9.0% Regulatory conditions:AB(Customs clearance form for Inbound Goods,Customs clearance form for outbound goods) MFN tariff:6.5% general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to, Acrylic acid\Acrylates or esters shall be packaged clearly

    Regulatory conditions:

    A.Customs clearance form for Inbound Goods
    B.Customs clearance form for outbound goods

    Inspection and quarantine category:

    R.Sanitary supervision and inspection of imported food
    S.Sanitary supervision and inspection of exported food
    M.Import commodity inspection
    N.Export commodity inspection

    Summary:

    2916209090 other cyclanic, cyclenic or cyclotherpenic monocarboxylic acids, their anhydrides, halides, peroxides, peroxyacids and their derivatives VAT:17.0% Tax rebate rate:9.0% Supervision conditions:AB(certificate of inspection for goods inward,certificate of inspection for goods outward) MFN tariff:6.5% General tariff:30.0%

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Cyclohexanol,2-methyl-5-(1-methylethenyl)-, 1-acetate, (1R,2R,5R)-rel- Suppliers

Amadis Chemical Company Limited
Gold Member
Audited Supplier Audited Supplier
(CAS:20777-49-5)Cyclohexanol,2-methyl-5-(1-methylethenyl)-, 1-acetate, (1R,2R,5R)-rel-
Order Number:A1209359
Stock Status:in Stock
Quantity:500g
Purity:99%
Pricing Information Last Updated:Monday, 2 September 2024 15:58
Price ($):516.0

Additional information on Cyclohexanol,2-methyl-5-(1-methylethenyl)-, 1-acetate, (1R,2R,5R)-rel-

Cyclohexanol, 2-methyl-5-(1-methylethenyl)-, 1-acetate, (1R,2R,5R)-rel-

Cyclohexanol, 2-methyl-5-(1-methylethenyl)-, 1-acetate, (1R,2R,5R)-rel- is a complex organic compound with the CAS number 20777-49-5. This compound belongs to the class of bicyclic monoterpene derivatives and is known for its unique stereochemistry and versatile applications in organic synthesis. The compound's structure features a cyclohexane ring with specific substituents: a methyl group at position 2, an isopropenyl group at position 5, and an acetate ester at position 1. The stereochemistry of the compound is defined by the (1R,2R,5R) configuration, which plays a crucial role in its chemical reactivity and biological activity.

The synthesis of Cyclohexanol, 2-methyl-5-(1-methylethenyl)-, 1-acetate has been extensively studied in recent years. Researchers have explored various methods to achieve high enantiomeric excess (ee) in the synthesis of this compound. One notable approach involves the use of asymmetric catalysis with chiral catalysts such as palladium complexes or organocatalysts. These methods not only improve the efficiency of the synthesis but also reduce the environmental impact by minimizing waste and energy consumption.

Recent studies have highlighted the potential of Cyclohexanol derivatives in drug discovery and development. The compound's unique stereochemistry makes it an attractive candidate for use as a chiral building block in medicinal chemistry. For instance, derivatives of this compound have been investigated for their potential as inhibitors of certain enzymes involved in metabolic disorders and cancer progression. These findings underscore the importance of understanding the stereochemical properties of such compounds in designing novel therapeutic agents.

In addition to its role in drug discovery, Cyclohexanol derivatives have found applications in materials science. The compound's ability to form stable stereocenters makes it useful in the synthesis of advanced materials such as chiral polymers and liquid crystals. Recent advancements in polymer chemistry have demonstrated that incorporating such compounds into polymer backbones can lead to materials with enhanced mechanical properties and optical activity.

The study of Cyclohexanol derivatives has also contributed to our understanding of natural product biosynthesis. Certain monoterpene biosynthetic pathways involve intermediates that are structurally similar to this compound. By studying these pathways, researchers have gained insights into the mechanisms by which nature constructs complex molecules with high precision. This knowledge has been instrumental in developing bio-inspired synthetic strategies for producing complex organic molecules.

From an environmental perspective, there is growing interest in developing sustainable methods for synthesizing Cyclohexanol derivatives. Traditional methods often rely on non-renewable resources and generate harmful byproducts. In response to this challenge, researchers have explored green chemistry approaches such as enzymatic catalysis and biorefinery techniques. These methods not only reduce the environmental footprint of chemical synthesis but also align with global efforts to promote sustainability.

In conclusion, Cyclohexanol derivatives, particularly those with specific stereochemical configurations like (1R,2R,5R), continue to be a focal point in organic chemistry research. Their applications span across drug discovery, materials science, and sustainable chemistry practices. As research progresses further into their synthesis and applications, we can expect even more innovative uses for these compounds in various fields.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:20777-49-5)Cyclohexanol,2-methyl-5-(1-methylethenyl)-, 1-acetate, (1R,2R,5R)-rel-
A1209359
Purity:99%
Quantity:500g
Price ($):516.0
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