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Molbank
Volume 2025
Issue 4
10.3390/M2108
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Short Note

(S)-2-((E)-2-((S)-2-Methyl-5-(prop-1-en-2-yl)cyclopent-1-en-1-yl)vinyl)-5-(prop-1-en-2-yl)cyclopent-1-ene-1-carbaldehyde

by
Andrea Marrero-González
,
Juan F. Rodríguez-Caro
,
María M. Afonso
* and
José Antonio Palenzuela
*
Instituto Universitario de Bio-Orgánica Antonio González (SINTESTER), Departamento de Química Orgánica, Universidad de La Laguna, Avda. Astrofísico Fco. Sánchez 2, 38206 La Laguna, Tenerife, Spain
*
Authors to whom correspondence should be addressed.
Molbank 2025, 2025(4), M2108; https://doi.org/10.3390/M2108
Submission received: 26 November 2025 / Revised: 3 December 2025 / Accepted: 8 December 2025 / Published: 10 December 2025
(This article belongs to the Collection Molecules from Side Reactions)
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Abstract

(S)-2-methyl-5-(prop-1-en-2-yl)cyclopent-1-ene-1-carbaldehyde (2) is a component of the essential oils of several plants and has also been used in many syntheses, usually of terpenes. Although the preparation of compound 2 has been reported several times, no side products have been reported previously. In this Short Note, we present the identification of one such side product. This new compound (3) arises from a vinylogous aldol autocondensation, occurring after the formation of 2, even when the reaction runs for a short time. However, it can diminish the yield of 2 when the reaction is allowed to continue for a longer time.
Keywords: vinylogous aldol reaction; structural determination; limonene derivatives vinylogous aldol reaction; structural determination; limonene derivatives
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MDPI and ACS Style

Marrero-González, A.; Rodríguez-Caro, J.F.; Afonso, M.M.; Palenzuela, J.A. (S)-2-((E)-2-((S)-2-Methyl-5-(prop-1-en-2-yl)cyclopent-1-en-1-yl)vinyl)-5-(prop-1-en-2-yl)cyclopent-1-ene-1-carbaldehyde. Molbank 2025, 2025, M2108. https://doi.org/10.3390/M2108

AMA Style

Marrero-González A, Rodríguez-Caro JF, Afonso MM, Palenzuela JA. (S)-2-((E)-2-((S)-2-Methyl-5-(prop-1-en-2-yl)cyclopent-1-en-1-yl)vinyl)-5-(prop-1-en-2-yl)cyclopent-1-ene-1-carbaldehyde. Molbank. 2025; 2025(4):M2108. https://doi.org/10.3390/M2108

Chicago/Turabian Style

Marrero-González, Andrea, Juan F. Rodríguez-Caro, María M. Afonso, and José Antonio Palenzuela. 2025. "(S)-2-((E)-2-((S)-2-Methyl-5-(prop-1-en-2-yl)cyclopent-1-en-1-yl)vinyl)-5-(prop-1-en-2-yl)cyclopent-1-ene-1-carbaldehyde" Molbank 2025, no. 4: M2108. https://doi.org/10.3390/M2108

APA Style

Marrero-González, A., Rodríguez-Caro, J. F., Afonso, M. M., & Palenzuela, J. A. (2025). (S)-2-((E)-2-((S)-2-Methyl-5-(prop-1-en-2-yl)cyclopent-1-en-1-yl)vinyl)-5-(prop-1-en-2-yl)cyclopent-1-ene-1-carbaldehyde. Molbank, 2025(4), M2108. https://doi.org/10.3390/M2108

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