| Tulipalin A Basic information |
| Product Name: | Tulipalin A |
| Synonyms: | ALPHA-METHYLENE-GAMMA-BUTYROLACTONE, STA B.;Stabilizedwith2,6-Ditert-butyl-p-cresol;alpha-Methylene-gamma-butyrolactone (stabilized with 2,6-Di-tert-butyl-p-cresol);3-Methylenedihydro-2(3H)-furanone, Tulipane;2-Methylene-g-butyrolactone;4,5-Dihydro-3-methylene-2(3H)-furanone;a-Methylenebutyrolactone;Tetrahydro-3-methylene-2-furanone |
| CAS: | 547-65-9 |
| MF: | C5H6O2 |
| MW: | 98.1 |
| EINECS: | 208-931-6 |
| Product Categories: | Building Blocks;Carbonyl Compounds;Chemical Synthesis;Lactones;Organic Building Blocks |
| Mol File: | 547-65-9.mol |
| Tulipalin A Chemical Properties |
| Melting point | <25 °C |
| Boiling point | 86-88 °C12 mm Hg(lit.) |
| density | 1.119 g/mL at 25 °C(lit.) |
| refractive index | n |
| Fp | 99 °F |
| storage temp. | 2-8°C |
| solubility | water: soluble(lit.) |
| form | Liquid |
| color | Clear colorless to light yellow or slightly pink |
| Merck | 14,6062 |
| BRN | 107939 |
| InChIKey | GSLDEZOOOSBFGP-UHFFFAOYSA-N |
| CAS DataBase Reference | 547-65-9(CAS DataBase Reference) |
| NIST Chemistry Reference | «alpha»-Methylene-«gamma»-butyrolactone(547-65-9) |
| EPA Substance Registry System | 2(3H)-Furanone, dihydro-3-methylene- ( (547-65-9) |
| Safety Information |
| Hazard Codes | Xn |
| Risk Statements | 42/43-52/53-10 |
| Safety Statements | 23-36/37-61-45 |
| RIDADR | 1993 |
| WGK Germany | 3 |
| RTECS | LU3580400 |
| F | 1-8-10 |
| HazardClass | 3.2 |
| PackingGroup | III |
| HS Code | 29349990 |
| MSDS Information |
| Provider | Language |
|---|---|
| 3-Methylenedihydro-2(3H)-furanone | English |
| SigmaAldrich | English |
| ACROS | English |
| Tulipalin A Usage And Synthesis |
| Description | Tulipalin A is an unsubstituted -methylene-butyrolaetone eontained in the sap of tulips, Alstroemeria spp. (Peruvian lily) and Erythronium (dog tooth violet, fawn-lily). Tulipalin B seems to have a weak capacities to sensitize. |
| Chemical Properties | clear colourless to light yellow or slightly pink |
| Uses | Very reactive Michael-acceptor; the α-methylene-γ-butyrolactone ring system exists in many natural products of biological interest |
| Uses | Allergen in the Liliaeeae family of plants to whieh speeies such as Tulip, Alstromeria, Erythronium dens canis and americanum belong. |
| Uses | α-Methylene-γ-butyrolactone (Tulipane) was used to develop optically active spiro-[butyrolactone-pyrrolidine] via Cu(I)-catalyzed exo-selective 1,3-dipolar cycloaddition of azomethine ylides. |
| Definition | ChEBI: A butan-4-olide having a methylene group at the 3-position. |
| Contact allergens | Tulipalin A is the unsubstituted a-methylene-g-butyrolactone contained in the sap of damaged tulips (Liliaceae family) and Alstroemeria (Alstroemeriaceae family). Tulipalin B, due to hydrolysis of tuliposide B, seems to have a weak sensitizing capacity. |
| Tulipalin A Preparation Products And Raw materials |
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