Tulipalin A

Product Name: Tulipalin A
CAS No.: 547-65-9
Chemical Name: Tulipalin A
Synonyms: 3-methylenedihydrofuran-2(3H)-one;ALPHA-METHYLENE-GAMMA-BUTYROLACTONE;α-methylene-γ-butyrolactone;3-methylideneoxolan-2-one;2(3H)-Furanone, dihydro-3-methylene-;MBPD;α-MBL;MBL2D;COLEC1;HSMBPC
CBNumber: CB0290434
Molecular Formula: C5H6O2
Formula Weight: 98.1
MOL File: 547-65-9.mol

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Tulipalin A Property

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.)
Flash point:: 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 Functions: SKIN PROTECTING
InChI: 1S/C5H6O2/c1-4-2-3-7-5(4)6/h1-3H2
InChIKey: GSLDEZOOOSBFGP-UHFFFAOYSA-N
SMILES: C=C1CCOC1=O
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)

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Safety

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
Storage Class: 3 - Flammable liquids
Hazard Classifications: Aquatic Chronic 3
Flam. Liq. 3
Skin Sens. 1

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H226Flammable liquid and vapour

H317May cause an allergic skin reaction

H412Harmful to aquatic life with long lasting effects

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P233Keep container tightly closed.

P240Ground/bond container and receiving equipment.

P273Avoid release to the environment.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 226416
Product name: α-Methylene-γ-butyrolactone
Purity: 97%
Packaging: 1g
Price: $68.5
Updated: 2026/03/19

Sigma-Aldrich

Product number: 226416
Product name: α-Methylene-γ-butyrolactone
Purity: 97%
Packaging: 5g
Price: $183
Updated: 2026/03/19

TCI Chemical

Product number: M0907
Product name: α-Methylene-γ-butyrolactone (stabilized with 2,6-Di-tert-butyl-p-cresol)
Purity: >95.0%(GC)
Packaging: 1g
Price: $49
Updated: 2026/03/19

TCI Chemical

Product number: M0907
Product name: α-Methylene-γ-butyrolactone (stabilized with 2,6-Di-tert-butyl-p-cresol)
Purity: >95.0%(GC)
Packaging: 5g
Price: $127
Updated: 2026/03/19

TCI Chemical

Product number: M0907
Product name: α-Methylene-γ-butyrolactone (stabilized with 2,6-Di-tert-butyl-p-cresol)
Purity: >95.0%(GC)
Packaging: 25g
Price: $417
Updated: 2026/03/19

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Tulipalin A Chemical Properties,Usage,Production

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.

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]

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.

Tulipalin A Preparation Products And Raw materials

Raw materials

Preparation Products

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Tulipalin A Suppliers

Americas 1 Belgium 1 China 180 Europe 1 Germany 2 India 3 Japan 2 Slovakia 2 Switzerland 1 United Kingdom 7 United States 22 USA 1 Global 223

Shanghai Xingui Biotechnology Co., Ltd.

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Hangzhou Great Forest Biomedical Ltd.

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J & K SCIENTIFIC LTD.

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TCI (Shanghai) Development Co., Ltd.

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Shanghai Hanhong Scientific Co.,Ltd.

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XiaoGan ShenYuan ChemPharm co,ltd

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Sichuan Kulinan Technology Co., Ltd

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View Lastest Price from Tulipalin A manufacturers

Hebei Chuanghai Biotechnology Co., Ltd

Product: Tulipalin A 547-65-9
Price: US $30.00-10.00/KG
Min. Order: 50KG
Purity: 99%
Supply Ability: 500000kg
Release date: 2024-10-25

Hebei Chuanghai Biotechnology Co., Ltd

Product: Tulipalin A 547-65-9
Price: US $0.00-0.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 20 mt
Release date: 2025-03-14

Hebei Yanxi Chemical Co., Ltd.

Product: Tulipalin A 547-65-9
Price: US $0.00/kg
Min. Order: 1kg
Purity: 0.99
Supply Ability: 20 tons
Release date: 2023-11-14

547-65-9, Tulipalin ARelated Search:

Diethylstilbestrol Dihydromyrcenol Tetrahydrofuran 2-Methylfuran BETA-BUTYROLACTONE Methylene Blue trihydrate 2(5H)-Furanone Oxymetholone 3-Methylfuran Furazolidone 4,4'-Diphenylmethane diisocyanate Methylene Blue ZINC ZIRCONATE Dimethyl sulfoxide Alantolactone Parthenolide Gamma Butyrolactone Methylene Chloride

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

ALPHA-METHYLENE-GAMMA-BUTYROLACTONE, 95%, STABILIZED

2-Methylene-4-hydroxybutyric acid lactone

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alpha-Methylene-gamma-butyrolactone, stabilized, 95%

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3-methylideneoxolan-2-one

N-(1-methyl-3-pyrrolidinyl)-N-phenylbenzamide

4,5-Dihydro-3-methylenefuran-2(3H)-one

α-MBL

α-Methylene-γ-butyrolactone,3-Methylenedihydro-2(3H)-furanone, Tulipane

alpha-Methylene-gaMMa-butyrolactone&nbsp

alpha-Methylene-gamma-butyrolactone 97%

3-methylenedihydrofuran-2(3H)-one

a-Methylene-gamma-butyrolactone

α-Methylene-γ-butyrolactone, Stabilized

DIHYDRO-3-METHYLENE-2(3H)-FURANONE

2-METHYLENEBUTYROLACTONE

3-METHYLENEDIHYDRO-2(3H)-FURANONE

ALPHA-METHYLENE-GAMMA-BUTYROLACTONE

TULIPANE

2(3H)-Furanone, dihydro-3-methylene-

alpha-Methylene butyrolactone

Tulipalin A

α-Methylene-γ-butyrolactone (stabilized with 2,6-Di-tert-butyl-p-cresol)

α-Methylene-γ-butyrolactone(stabilizedwith2,6-Di-tert-butyl-p-cresol)&gt

Tulipalin A(methylene butyrolactone)

α-methylene γ-butyrolactone

a-Methylen-r-butyrolactone

2-METHYLENEBUTYROLACTONE 547-65-9

2- Methenyl butyrolactone

A tetrahydro-4-methyl-2H-pyran-2-one

Tulipalin

Tulipalin A, 10 mM in DMSO

α-Methylene-γ-butyrolactone

α-Methylene-γ-butyrolactone, CAS 547-65-9

MBL2D

MBPD

COLEC1

Collectin 1

HSMBPC

Mannan binding protein

Mannose binding lectin

3-Methylenetetrahydrofuran-2-one

547-65-9

C5H6O2

ALDEHYDE

Lactones

Organic Building Blocks

Building Blocks