Synthesis and Olfactory Properties of Seco-Analogues of Lilac Aldehydes
Abstract
:1. Introduction
2. Results and Discussion
3. Materials and Methods
3.1. Materials and Methods
3.2. Synthetic Procedures and Analytical Data
3.2.1. General Experiment for the Preparation of Chloroketals (12–15)
2-(1-Chloroethyl)-2,5,5-trimethyl-[1,3]dioxane (12)
2-(1-Chloroethyl)-2-ethyl-5,5-dimethyl-[1,3]dioxane (13)
1-Chloro-8,8-dimethyl-6,10-dioxaspiro [4.5] decane (14)
7-Chloro-3,3-dimethyl-1,5-dioxaspiro[5.5]undecane (15)
3.2.2. General Experiment for the Preparation of Alkene Ketals (16–19, 25)
2,5,5-Trimethyl-2-vinyl-[1,3]dioxane (16)
2-Ethyl-5,5-dimethyl-2-vinyl-[1,3]dioxane (17)
8,8-Dimethyl-6,10-dioxaspiro[4.5]dec-1-ene (18)
3,3-Dimethyl-1,5-dioxaspiro[5.5]undec-7-ene (19) and 3,3-Dimethyl-1,5-dioxaspiro[5.5]undec-8-ene (25)
3.2.3. Preparation of Alcohol (21)
2,2-Dimethyl-3-(2-methyl-but-3-en-2-yloxy)propan-1-ol (21)
3.2.4. General Experiment for the Preparation of Alcohols (20, 22, 23)
3-(But-3-en-2-yloxy)-2,2-dimethylpropan-1-ol (20)
2,2-Dimethyl-3-(pent-1-en-3-yloxy)propan-1-ol (22)
3-(Cyclopent-2-enyloxy)-2,2-dimethylpropanol (23)
3.2.5. Preparation of Alcohol (24)
3.2.6. General Experiment for the Preparation of Aldehydes (3–7)
3-(But-3-en-2-yloxy)-2,2-dimethylpropan-1-al (3)
2,2-Dimethyl-3-(2-methyl-but-3-en-2-yloxy)propan-1-al (4)
2,2-Dimethyl-3-(pent-1-en-3-yloxy)propan-1-al (5)
3-(Cyclopent-2-enyloxy)-2,2-dimethylpropan-1-al (6)
3-(Cyclohex-2-enyloxy)-2,2-dimethylpropan-1-al (7)
4. Conclusions
Supplementary Materials
Author Contributions
Funding
Institutional Review Board Statement
Informed Consent Statement
Data Availability Statement
Acknowledgments
Conflicts of Interest
Sample Availability
References
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Alcohol | Aroma | Aldehyde | Aroma |
---|---|---|---|
| Sweet, herbal, minty, eucalypty | | Spicy, terpenic, pungent |
| Balsamic, pleasant, minty, eucalypty | | Spicy, camphor, sharp, with green notes |
| Oily, sweetish, turpentine-like | | Herbal, green, sweetish, ethereal, sharp |
| Fruity-sweetish, fatty, turpentine | | Sweet, fruity, with eucalyptus notes |
| Bitter-sweet, turpentine-like | | Herbal, slightly green, with earthy notes |
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Dacho, V.; Szolcsányi, P. Synthesis and Olfactory Properties of Seco-Analogues of Lilac Aldehydes. Molecules 2021, 26, 7086. https://doi.org/10.3390/molecules26237086
Dacho V, Szolcsányi P. Synthesis and Olfactory Properties of Seco-Analogues of Lilac Aldehydes. Molecules. 2021; 26(23):7086. https://doi.org/10.3390/molecules26237086
Chicago/Turabian StyleDacho, Vladimír, and Peter Szolcsányi. 2021. "Synthesis and Olfactory Properties of Seco-Analogues of Lilac Aldehydes" Molecules 26, no. 23: 7086. https://doi.org/10.3390/molecules26237086