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Tulipalin A

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Company Name: Hebei Chuanghai Biotechnology Co., Ltd
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Products Intro: Product Name:Tulipalin A
CAS:547-65-9
Purity:99%
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CAS:547-65-9
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CAS:547-65-9
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Products Intro: Product Name:Tulipalin A
CAS:547-65-9
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Products Intro: Product Name:2-Methylenebutyrolactone
CAS:547-65-9
Purity:98% Min. Package:1G;1KG;100KG

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Tulipalin A Basic information
Product Name:Tulipalin A
Synonyms:ALPHA-METHYLENE-GAMMA-BUTYROLACTONE, STA B.;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;ALPHA-METHYLENE-GAMMA-BUTYROLACTONE, 95%, STABILIZED
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 Structure
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 n20/D 1.472(lit.)
Fp 99 °F
storage temp. 2-8°C
solubility water: soluble(lit.)
form Liquid
color Clear colorless to light yellow or slightly pink
Water Solubility water: soluble(lit.)
Merck 14,6062
BRN 107939
Cosmetics Ingredients FunctionsSKIN PROTECTING
InChI1S/C5H6O2/c1-4-2-3-7-5(4)6/h1-3H2
InChIKeyGSLDEZOOOSBFGP-UHFFFAOYSA-N
SMILESC=C1CCOC1=O
CAS DataBase Reference547-65-9(CAS DataBase Reference)
NIST Chemistry Reference«alpha»-Methylene-«gamma»-butyrolactone(547-65-9)
EPA Substance Registry System2(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
1-8-10
HazardClass 3.2
PackingGroup III
HS Code 29349990
Storage Class3 - Flammable liquids
Hazard ClassificationsAquatic Chronic 3
Flam. Liq. 3
Skin Sens. 1
MSDS Information
ProviderLanguage
3-Methylenedihydro-2(3H)-furanone English
SigmaAldrich English
ACROS English
Tulipalin A Usage And Synthesis
DescriptionTulipalin 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 Propertiesclear colourless to light yellow or slightly pink
UsesVery reactive Michael-acceptor; the α-methylene-γ-butyrolactone ring system exists in many natural products of biological interest
UsesAllergen in the Liliaeeae family of plants to whieh speeies such as Tulip, Alstromeria, Erythronium dens canis and americanum belong.
Usesα-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.
DefinitionChEBI: A butan-4-olide having a methylene group at the 3-position.
Contact allergensTulipalin 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.
Sourcea-Methylene-g-butyrolactone (MBL), also known as Tulipalin A, is found to be present in white tulips. By virtue of its exo-methylene double bond, it can be used as a naturally originated monomer in order to synthesize biopolymers.[1]
References[1] SEEMA AGARWAL  Rimpu K. Synthesis of High-Molecular-Weight Tulipalin-A-Based Polymers by Simple Mixing and Heating of Comonomers[J]. Macromolecular Chemistry and Physics, 2011, 212 6: 603-612. DOI:10.1002/macp.201000673.
Tag:Tulipalin A(547-65-9) Related Product Information
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