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Applications of Cyclopropyl carbinol

Nov 1，2019

Cyclopropyl carbinol(CPC) is an anaesthetic. Cyclopropyl carbinol is used as an intermediate for pharmaceuticals, agrochemical, and other organic synthesis such as for the applications for electronics chemicals, polymer additives, coatings, adhesives, surfactants, and other applications. Cyclopropyl carbinol can also be used for the preparation of cyclopropanecarbaldehyde, cyclopropylmethylsulfonate and dibenzyl cyclopropylmethyl phosphate1. Cyclopropyl carbinol is also quite useful to for stereoselective synthesis of cycloalkene-fused butyrolactones via cyclopropylcarbinol solvolysis.

Article illustration
Fig 1. Chemical structure formula and three-dimensional structure of Cyclopropyl carbinol

Cyclopropyl carbinol, a cycloalkanemethanol, is an anaesthetic[1]. The coupling reaction of cyclopropanemethanol with alkynes to form substituted allylic alcohols has been reported[2]. The microwave spectrum of Cyclopropyl carbinol has been recorded. Its rotational constants and dipole moment have been determined. Cyclopropyl carbinol used to increase selectivity of pyridyl-cinnoline phosphodiesterase 10A, inhibitors against phosphodiesterase 3 (PDE3). Also used in the synthesis of benzodiazapin-2-ones. Cyclopropyl carbinol derivatives were efficiently prepared through a highly diastereoselective hydrozirconation of vinyloxirones and the intramolecular nucleophilic attack of the generated alkylzirconocene with the inversion of the configuration at the reacting oxirane carbon. Cyclopropyl carbinol is used as an intermediate for pharmaceuticals, agrochemical, and other organic synthesis such as for the applications for electronics chemicals, polymer additives, coatings, adhesives, surfactants, and other applications. Cyclopropyl carbinol may be used in the preparation of[3-5]:

• Cyclopropanecarbaldehyde

• Cyclopropylmethylsulfonate

• Dibenzyl cyclopropylmethyl phosphate

References

[1] Nickel-Catalyzed Redox-Economical Coupling of Alcohols and Alkynes to Form Allylic Alcohols. Nakai K, et al. Journal of the American Chemical Society 136(22), 7797-7800, (2014).
[2] The microwave spectrum, dipole moment, and structure of cyclopropyl carbinol. Bhaumik A, et al. Canadian Journal of Chemistry 48(19) , 2949-2954, (1970).
[3] Galvanic Deposition of Au on Paperlike Cu Fiber for High-Efficiency, Low-Temperature Gas-Phase Oxidation of Alcohols. Zhao G, et al. ChemCatChem 3(10), 1629-1636, (2011).

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