ChemicalBook--->CAS DataBase List--->547-65-9

547-65-9

547-65-9 Structure

547-65-9 Structure
IdentificationMore
[Name]

3-Methylenedihydro-2(3H)-furanone
[CAS]

547-65-9
[Synonyms]

2-METHYLENEBUTYROLACTONE
3-METHYLENEDIHYDRO-2(3H)-FURANONE
ALPHA-METHYLENE-GAMMA-BUTYROLACTONE
DIHYDRO-3-METHYLENE-2(3H)-FURANONE
TULIPANE
2(3H)-Furanone, dihydro-3-methylene-
alpha-Methylene butyrolactone
Tulipalin A
ALPHA-METHYLENE-GAMMA-BUTYROLACTONE, STA B.
Stabilizedwith2,6-Ditert-butyl-p-cresol
alpha-Methylene-gamma-butyrolactone, stabilized, 95%
α-methylene-γ-butyrolactone
2-METHYLENE-4-BUTYROLACTONE
3-methylideneoxolan-2-one
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
[EINECS(EC#)]

208-931-6
[Molecular Formula]

C5H6O2
[MDL Number]

MFCD00005407
[Molecular Weight]

98.1
[MOL File]

547-65-9.mol
Chemical PropertiesBack Directory
[Appearance]

clear colourless to light yellow or slightly pink
[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 ]

6062
[BRN ]

107939
[Cosmetics Ingredients Functions]

SKIN PROTECTING
[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.
[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)
Hazard InformationBack Directory
[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
[Definition]

ChEBI: A butan-4-olide having a methylene group at the 3-position.
[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.
[Source]

a-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]
[storage]

Store at -20°C, protect from light, stored under nitrogen
[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.
Safety DataBack Directory
[Symbol(GHS) ]

Flame (GHS02)Exclamation Mark (GHS07)
GHS02,GHS07
[Signal word ]

Warning
[Hazard statements ]

H226-H317-H412
[Precautionary statements ]

P210-P233-P240-P273-P280-P303+P361+P353
[Hazard Codes ]

Xn
[Risk Statements ]

R42/43:May cause sensitization by inhalation and skin contact .
[Safety Statements ]

S23:Do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer) .
S36/37:Wear suitable protective clothing and gloves .
[RIDADR ]

1993
[WGK Germany ]

3
[RTECS ]

LU3580400
[F ]

1-8-10
[HazardClass ]

3.2
[PackingGroup ]

III
[HS Code ]

29349990
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

3-Methylenedihydro-2(3H)-furanone(547-65-9).msds
Spectrum DetailBack Directory
[Spectrum Detail]

Tulipalin A(547-65-9)MS
Tulipalin A(547-65-9)1HNMR
Tulipalin A(547-65-9)13CNMR
Tulipalin A(547-65-9)IR1
Tulipalin A(547-65-9)Raman
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

alpha-Methylene-gamma-butyrolactone, stabilized, 95%(547-65-9)
[Sigma Aldrich]

547-65-9(sigmaaldrich)
[TCI AMERICA]

alpha-Methylene-gamma-butyrolactone  (stabilized with 2,6-Di-tert-butyl-p-cresol),>95.0%(GC)(547-65-9)
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