89723-51-3

Usage

Uses

Used in Pharmaceutical Industry:
Cyclopropanemethanol, 2-chlorois utilized as a key intermediate in the synthesis of pharmaceuticals for its ability to be readily modified and incorporated into complex molecular structures. Its unique cyclopropane ring and functional groups make it a valuable building block for the creation of novel drug candidates with potential therapeutic applications.
Used in Organic Synthesis:
In the field of organic synthesis, Cyclopropanemethanol, 2-chlorois employed as a versatile intermediate for the preparation of a wide range of organic compounds. Its reactivity and structural features allow chemists to synthesize various target molecules, including agrochemicals, fragrances, and other specialty chemicals, by taking advantage of its cyclopropane ring and chlorine atom for further functionalization.
Safety Considerations:
Due to its flammable nature and potential to release toxic gases when heated or exposed to fire, Cyclopropanemethanol, 2-chlororequires careful handling and storage. Additionally, it can cause irritation to the skin, eyes, and respiratory system upon contact or inhalation, necessitating the implementation of proper safety measures and personal protective equipment when working with Cyclopropanemethanol, 2-chloro-.

Upstream product

• 75-11-6 diiodomethane 
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• 105-38-4 vinyl propionate 
• 119060-47-8 tert-Butyl 2,2-dichlorocyclopropanecarboxylate 

Relevant academic research and scientific papers

Total synthesis of the callipeltoside Aglycon

Following macrolactonization, a Sonogashira coupling leads efficiently from 1 and 2 to the aglycon of the structurally unique cytotoxic macrolide callipeltoside A, isolated in tiny quantities from the lithistid sponge Callipelta sp. Key steps in the prepa

Synthetic studies on the trans-chlorocyclopropane dienyne side chain of callipeltoside A.

[structure] Enantiomerically enriched trans-chlorocyclopropanemethanol was obtained by lipase kinetic resolution of dichlorocyclopropanemethanol 3, followed by reduction. The sp-sp(2) bond of the trans-chlorocyclopropane dienyne side chain of callipeltoside A was constructed via a Stille coupling reaction of 1, 1-dibromo-1-alkene 7 and a vinylstannane in a highly dipolar solvent capable of promoting HBr elimination to give internal alkynes.

FORMATION OF 1-SUBSTITUTED PYRROLES IN REACTION OF 2-CHLOROCYCLOPROPANECARBOXALDEHYDES WITH PRIMARY AMINES

Reactions of 2-chlorocyclopropanecarboxaldehydes with primary amines in boiling DMF lead in good yield to 1-substituted pyrroles. 2-Chlorocyclopropanecarboxaldehydes were synthesized by the stereoselective reduction of the corresponding 2,2-dichlorocyclopropanemethanols with lithium tetrahydroaluminate with the subsequent oxidation of the mixture of stereoisomeric 2-chlorocyclopropanemethanols with pyridinium chlorochromate.

THE PRODUCTION OF DIMETHYL ACETALS OF γ-KETOALDEHYDES FROM ALKYL AND ARYL 2-CHLOROCYCLOPROPYL KETONES

In reaction with sodium methoxide in methanol alkyl and aryl 2-chlorocyclopropyl ketones are converted into the dimethyl acetals of γ-ketoaldehydes with yields of 75-85percent through the intermediate formation of 2-methoxycyclopropyl ketones.