178312-47-5 | ETHYL 4,4-DIFLUOROCYCLOHEXANECARBOXYLATE

CAS:178312-47-5 | ETHYL 4,4-DIFLUOROCYCLOHEXANECARBOXYLATE,Description

Ethyl 4,4-difluorocyclohexanecarboxylate is a chemical compound utilized in various chemical syntheses and reactions. It is part of a broader class of compounds known for their unique chemical structures and properties, which make them valuable in organic chemistry research and material science.

Synthesis Analysis

The synthesis of similar ethyl cyclohexanecarboxylate derivatives typically involves multi-step chemical reactions, including condensation and reduction processes. Although specific synthesis pathways for Ethyl 4,4-difluorocyclohexanecarboxylate are not directly mentioned, related compounds are synthesized through methods like three-component condensation or Michael-initiated ring closure reactions, which may be applicable with modifications for fluorination (Kurbanova et al., 2019; Zhang et al., 2013).

Molecular Structure Analysis

The molecular structure of similar ethyl cyclohexanecarboxylate compounds is characterized by techniques like X-ray diffraction, which provides detailed information on molecular geometry and crystal packing. While specific data on Ethyl 4,4-difluorocyclohexanecarboxylate is not provided, analogous compounds show diverse spatial arrangements affecting their chemical reactivity and physical properties (Sapnakumari et al., 2014).

Chemical Reactions and Properties

Ethyl cyclohexanecarboxylates participate in various chemical reactions, including Michael-initiated ring closures and Diels–Alder reactions. These reactions are pivotal for creating complex molecular architectures. The presence of fluorine atoms in Ethyl 4,4-difluorocyclohexanecarboxylate would influence its reactivity and interaction with different chemical entities (Zhang et al., 2013).

Scientific Research Applications

• Microwave Synthesis : An improved procedure for the synthesis of Ethyl 1,3-cyclohexadien-1-carboxylate, a compound related to Ethyl 4,4-difluorocyclohexanecarboxylate, using microwave activation and dry media techniques was described by Tesson & Deshayes (2000). This method offers rapid, clean, and economical reactions with improved yields.
• Synthesis of Biologically Active Compounds : Ethyl 4,4-difluorocyclohexanecarboxylate is useful in the synthesis of biologically active compounds. For instance, the stereoselective synthesis of Ethyl cis-5-Iodo-trans-2-methylcyclohexane-1-carboxylate, a potent attractant for the Mediterranean fruit fly, was reported by Raw & Jang (2000).
• Cancer Research : The compound is indirectly related to cancer research through its association with ethyl carbamate (urethane), a frequent contaminant of fermented foods and beverages. The carcinogenicity of alcoholic beverages and ethyl carbamate was reassessed by Baan et al. (2007).
• Copper-Catalyzed Reactions : Ethyl 2-oxocyclohexanecarboxylate, related to Ethyl 4,4-difluorocyclohexanecarboxylate, has been used as a ligand in copper-catalyzed coupling reactions, as discussed by Lv & Bao (2007).
• Polymer Chemistry : Ethyl 1-[(4-hydroxyphenyl)aminocarbonyl)]-2-vinylcyclopropane carboxylate, a compound with structural similarities, was oligomerized using horseradish peroxidase as a catalyst in the presence of cyclodextrin, as reported by Pang, Ritter, & Tabatabai (2003).

Safety And Hazards

Ethyl 4,4-difluorocyclohexanecarboxylate should be handled with personal protective equipment and face protection. It is recommended to ensure adequate ventilation and avoid contact with skin, eyes, or clothing. Ingestion and inhalation should be avoided, as well as dust formation.

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