Related Experiment Video
Updated: Aug 4, 2026

Isolation and Compositional Analysis of Plant Cuticle Lipid Polyester Monomers
Published on: November 22, 2015
Spectral comparisons of coniferyl and cinnamyl alcohol epoxide derivatives with a purported cis-epoxyconiferyl
1Department of Chemistry, Colorado State University, Fort Collins 80523, USA.
Abstract:
The reported isolation of cis-epoxyconiferyl alcohol must be incorrect, based upon comparison of the reported Nuclear Magnetic Resonance (NMR) spectral data for the isolate with those for synthesized coniferyl and cinnamyl alcohol epoxide derivatives. Attempts to prepare cis- and trans-coniferyl alcohols were unsuccessful, although their acetate derivatives could be synthesized. The NMR spectral data for a synthetic sample of pinoresinol were in excellent agreement with those for the purported isolate.
Related Concept Videos
Stereoisomerism of Cyclic Compounds
Isomerism in Alkenes
An isomer is called cis-2-butene when the methyl groups are on the same side of the double bond, and the other stereoisomer, in which methyl groups are on the opposite side of the double bond, is called trans-2-butene. The cis and trans stereoisomers are not...
Structure and Nomenclature of Epoxides
Preparation of Epoxides
Epoxides result from alkene oxidation, which can be achieved by a) air, b) peroxy acids, c) hypochlorous acids, and d) halohydrin cyclization.
Epoxidation with Peroxy Acids
Epoxidation of alkenes via oxidation with peroxy acids involves the conversion of a carbon–carbon double bond to an epoxide using the oxidizing agent meta-chloroperoxybenzoic acid, commonly known as MCPBA. Since the O–O bond of peroxy acids is very weak, the addition of electrophilic oxygen of peroxy acids to...
IR and UV–Vis Spectroscopy of Aldehydes and Ketones
UV–Vis Spectroscopy: Woodward–Fieser Rules

