Tulipalin A
| Names | |
|---|---|
| IUPAC name
α-methylene-γ-butyrolactone
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| Preferred IUPAC name
3-Methylideneoxolan-2-one | |
Other names
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| Identifiers | |
3D model (JSmol)
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| 107939 | |
| ChEBI | |
| ChemSpider | |
| ECHA InfoCard | 100.008.120 |
| EC Number |
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| 746139 | |
PubChem CID
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| UNII | |
CompTox Dashboard (EPA)
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| Properties | |
| C5H6O2 | |
| Molar mass | 98.101 g·mol−1 |
| Density | 1.085 g/ml |
| Melting point | 25 °C (77 °F; 298 K) |
| Boiling point | 168 °C (334 °F; 441 K) |
| Soluble in organic solvents like acetone and slightly soluble in water | |
| Hazards | |
| GHS labelling: | |
| Warning | |
| H226, H317 | |
| P210, P233, P240, P241, P242, P243, P261, P272, P280, P302+P352, P303+P361+P353, P321, P333+P313, P363, P370+P378, P403+P235, P501 | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
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Tulipalin A, also known as α-methylene-γ-butyrolactone, is a naturally occurring compound found in certain flowers such as tulips and alstroemerias. Tulipalin A has the molecular formula C5H6O2 and the CAS registry number 547-65-9. It is an allergen and has been known to cause occupational contact dermatitis, i.e. 'tulip fingers,' in some who are commonly exposed to it such as florists. It has been shown to be synthesized from tuliposide A in response to damage to the plant. When the plant is damaged, tuliposide A is broken down by tuliposide-converting enzymes (TCE) to produce tulipalin A. More recent experiments with this compound have uncovered potential applications for it in the field of polymerization.