557768-20-4

Usage

Molecular weight

152.23 g/mol

Physical state

Colorless liquid

Odor

Faint

Primary uses

Manufacturing of fragrance and flavor products

Secondary uses

Solvent, synthesis of other organic compounds, potential applications in organic chemistry and research

Handling precautions

Can be hazardous if not properly managed

Upstream product

• 4011-20-5 7,8-epoxy-1,3,5-cyclooctatriene 
• 557-20-0 diethylzinc 
• 925-90-6 ethylmagnesium bromide 
• 629-20-9 1,3,5,7-cyclooctatetraene 
• 4011-20-5 (2Z,4Z,6Z)-9-Oxa-bicyclo[6.1.0]nona-2,4,6-triene 

Relevant academic research and scientific papers

Simple synthetic transformations of highly enantio-enriched 4-alkyl-2,5,7-cyclooctatrienols into functionalized bicyclo[4.2.0]octa-2,4- dienes and 2,6-cyclooctadienones

4-Alkyl-2,5,7-cyclooctatrienols with high enantiomeric purities (93-96% ee), obtained by an improved copper-phosphoramidite-catalyzed addition of dialkylzinc reagents to cyclooctatetraene monoepoxide, have been subjected to simple and practical manipulati

Copper-catalyzed highly enantioselective synthesis of cyclic allylic and homoallylic alcohols with dialkylzinc reagents

The copper-phosphoramidite catalyzed addition of dialkylzinc reagents to racemic or meso allylic epoxides can be synthetically exploited in different ways, depending on the substrates and reaction conditions used.

Catalytic enantioselective desymmetrization of COT-monoepoxide. Maximum deviation from coplanarity for an SN2′-cuprate alkylation

(Matrix presented) The first alkylative and enantioselective ring-opening of COT-monoepoxide (1) without the occurrence of any ring-contraction-isomerization by the use of in situ-formed organocuprates is reported. Because of the particular geometric constraint of compound 1, this work reports the largest deviation from coplanarity between the π-orbital of the double bond and the σ-bond connecting the leaving group ever observed for an SN2′-cuprate alkylation.