Related Experiment Video
Updated: Aug 10, 2026

Microwave-assisted Intramolecular Dehydrogenative Diels-Alder Reactions for the Synthesis of Functionalized Naphthalenes/Solvatochromic Dyes
Published on: April 1, 2013
(3R,4aS,5R)-3-Hydroxy-5-isopropenyl-3,8-dimethyl-4,4a,5,6-tetrahydro-2(3H)-naphthalenone
1Bijvoet Centre for Biomolecular Research, Department of Crystal and Structural Chemistry, Utrecht University, Padualaan 8, 3584 CH Utrecht, The Netherlands. d.d.ellis@chem.uu.nl
Abstract:
In the crystal structure of C(15)H(20)O(2), molecules are associated by intermolecular hydrogen bonds between the hydroxy function and a keto group [O.O 2.770 (2) A], forming chains along the [100] direction in the crystal. Both six-membered rings in the decalin unit adopt envelope conformations; one section of the molecule, encompassing the extended conjugation of a C=C double bond with an enone functionality [C=C-C=O = 175.6 (2) degrees and C=C-C=C = 176.6 (2) degrees ], is flat, whilst the rest of the molecule is folded relative to the constrained part. The stereochemistry was determined from the R-(-)-carvone starting material.
More Related Videos
06:34Synthesis of Antiviral Tetrahydrocarbazole Derivatives by Photochemical and Acid-catalyzed C-H Functionalization via Intermediate Peroxides (CHIPS)
Published on: June 20, 2014
07:30A Direct, Regioselective and Atom-Economical Synthesis of 3-Aroyl-N-hydroxy-5-nitroindoles by Cycloaddition of 4-Nitronitrosobenzene with Alkynones
Published on: January 21, 2020
Related Concept Videos
Nomenclature of Alkynes
Structure and Nomenclature of Alcohols and Phenols
Alcohols are one of the most important functional groups in organic chemistry. The name of alcohol comes from the hydrocarbon from which it is derived. Alcohols are organic molecules containing the functional hydroxyl or –OH group directly bonded to carbon. Phenols have an OH group directly attached to a benzene ring. While alcohols are colorless, phenol is a white crystalline compound with a characteristic "hospital smell" odor.
As with other organic compounds, alcohols and phenols...
IUPAC Nomenclature of Aldehydes
Nomenclature of Aromatic Compounds with a Single Substituent
Five-Membered Heterocyclic Aromatic Compounds: Overview
ortho–para-Directing Activators: –CH3, –OH, –⁠NH2, –OCH3