Date published: 2025-10-14

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Tiglic aldehyde (CAS 497-03-0)

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Alternate Names:
trans-2-Methyl-2-butenal
CAS Number:
497-03-0
Purity:
≥97%
Molecular Weight:
84.12
Molecular Formula:
C5H8O
Supplemental Information:
This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Tiglic aldehyde is a chemical compound that functions as a reactive intermediate in various organic synthesis reactions. It acts as an electrophile in the formation of carbon-carbon bonds, particularly in the construction of complex organic molecules. Tiglic aldehyde undergoes nucleophilic addition reactions with various nucleophiles, leading to the formation of new carbon-carbon bonds. Tiglic Aldehyde′s mechanism of action involves its ability to participate in conjugate addition reactions, allowing for the introduction of functional groups at specific positions within a molecule. Tiglic aldehyde′s reactivity at the molecular level enables it to serve as a building block for the synthesis of diverse organic compounds, contributing to the development of new materials and chemical entities. Its role in organic synthesis involves its participation in various transformations, facilitating the creation of structurally complex molecules with potential applications in a range of scientific and industrial fields.


Tiglic aldehyde (CAS 497-03-0) References

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  2. Biomimetic Synthesis of (+)-Aspergillin PZ.  |  Reyes, JR., et al. 2018. Angew Chem Int Ed Engl. 57: 15587-15591. PMID: 30239081
  3. Enantiomeric ratios of 2-methylbutanoic acid and its methyl ester: Elucidation of novel biogenetic pathways towards (R)-methyl 2-methylbutanoate in a beverage fermented with shiitake.  |  Zhang, Y., et al. 2018. Food Chem. 266: 475-482. PMID: 30381215
  4. New natural agonists of the transient receptor potential Ankyrin 1 (TRPA1) channel.  |  Legrand, C., et al. 2020. Sci Rep. 10: 11238. PMID: 32641724
  5. Reactions of α,β-Unsaturated Carbonyls with Free Chlorine, Free Bromine, and Combined Chlorine.  |  Marron, EL., et al. 2021. Environ Sci Technol. 55: 3305-3312. PMID: 33565865
  6. Diels-Alder Reactions of 1-Alkoxy-1-amino-1,3-butadienes: Direct Synthesis of 6-Substituted and 6,6-Disubstituted 2-Cyclohexenones and 6-Substituted 5,6-Dihydropyran-2-ones.  |  Elkin, PK., et al. 2021. Org Lett. 23: 5288-5293. PMID: 34062059
  7. Total Synthesis of Leiodermatolide A via Transfer Hydrogenative Allylation, Crotylation, and Propargylation: Polyketide Construction beyond Discrete Allyl- or Allenylmetal Reagents.  |  Siu, YM., et al. 2021. J Am Chem Soc. 143: 10590-10595. PMID: 34237219
  8. Identification and Evaluation of Hazardous Pyrolysates in Bio-Based Rigid Polyurethane-Polyisocyanurate Foam Smoke.  |  Reinerte, S., et al. 2021. Polymers (Basel). 13: PMID: 34641023
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  10. Effects of methyl salicylate pre-treatment on the volatile profiles and key gene expressions in tomatoes stored at low temperature.  |  Zeng, X., et al. 2022. Front Nutr. 9: 1018534. PMID: 36276839
  11. Serum and Urine Metabolites in Healthy Men after Consumption of Acidified Milk and Yogurt.  |  Bütikofer, U., et al. 2022. Nutrients. 14: PMID: 36432479
  12. Analysis of Essential Isoprene Metabolic Pathway Proteins in Variovorax sp. Strain WS11.  |  Rix, GD., et al. 2023. Appl Environ Microbiol. 89: e0212222. PMID: 36840579
  13. Phytochemical Profile of Trigonella caerulea (Blue Fenugreek) Herb and Quantification of Aroma-Determining Constituents.  |  Ayvazyan, A., et al. 2023. Plants (Basel). 12: PMID: 36904014

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Tiglic aldehyde, 5 g

sc-251246
5 g
$43.00

Tiglic aldehyde, 25 g

sc-251246A
25 g
$146.00