Tulipalin A
Chemical compound
From Wikipedia, the free encyclopedia
Tulipalin A, also known as α-methylene-γ-butyrolactone,[1] is a naturally occurring compound found in certain flowers such as tulips and alstroemerias.[2] Tulipalin A has the molecular formula C5H6O2 and the CAS registry number 547-65-9.[1] 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.[3] 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.[4][5]
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| Names | |
|---|---|
| IUPAC name
α-methylene-γ-butyrolactone | |
| 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: | |
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| 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).
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