α-Methylene-γ-butyrolactone - ≥95%, contains~2% 2,6-di-tert-butyl-p-cresol as stabilizer , CAS No.547-65-9

CAS: 547-65-9 Cat. No.: M108009 Molecular Weight: 98.1 Beilstein Registry Number: 107939 EC Number: 208-931-6
AVAILABLE TO ORDER
GRADE & PURITY ≥95% contains~2% 2,6-di-tert-butyl-p-cresol as stabilizer
Synonyms
a-methylene-y-butyrolactone | .ALPHA.-METHYLENE BUTYROLACTONE [MI] | Tulipane | 2(3H)-Furanone, dihydro-3-methylene- | 3-methylenedihydrofuran-2(3H)-one | LMSV-6 | .alpha.-Methylene-.gamma.-butyrolactone | alpha-methylidene-gamma-butyrolactone | 3-Methyle
Storage
Store at 2-8°C,Protected from light,Argon charged
Shipped In
Wet ice
 ·  off list, applied to all prices below.
Size
Status
Price
Qty
200mg
M108009-200mg
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$9.90

$14.90
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1g
M108009-1g
3

$16.90

$25.90
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5g
M108009-5g
2

$47.90

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25g
M108009-25g
2

$187.90

$281.90
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100g
M108009-100g
3

$620.90

$931.90
Save $311.00 (33.37%)
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Why this grade

≥95%, contains~2% 2,6-di-tert-butyl-p-cresol as stabilizer for sensitive chromatographic and analytical workflows requiring minimal baseline interference.

🌡

Storage & shipping

Store at 2-8°C,Protected from light,Argon charged Ships Wet ice Check lot-specific COA for exact specifications.

📋

Quality documents

SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.

📚

Literature proof

Cited in 1 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.

Overview

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.

Specifications

Synonyms
a-methylene-y-butyrolactone | .ALPHA.-METHYLENE BUTYROLACTONE [MI] | Tulipane | 2(3H)-Furanone, dihydro-3-methylene- | 3-methylenedihydrofuran-2(3H)-one | LMSV-6 | .alpha.-Methylene-.gamma.-butyrolactone | alpha-methylidene-gamma-butyrolactone | 3-Methyle
Specifications & Purity
≥95%, contains~2% 2, 6-di-tert-butyl-p-cresol as stabilizer
Storage
Store at 2-8°C, Protected from light, Argon charged
Shipped In
Wet ice
This product requires cold chain shipping. Ground and other economy services are not available.
Purity
≥95%
Names and Identifiers
Canonical SmilesC=C1CCOC1=O
IUPAC Name3-methylideneoxolan-2-one
InChIKeyGSLDEZOOOSBFGP-UHFFFAOYSA-N
INCHI1S/C5H6O2/c1-4-2-3-7-5(4)6/h1-3H2
Isomeric SMILES C=C1CCOC1=O
WGK Germany 3
RTECS LU3580400
UN Number 1993
Molecular Weight 98.1
Beilstein 107939
Reaxy-Rn 107939
Reaxys-RN_link_address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=107939&ln=

Documentation

📋 Safety Data Sheet (SDS)

Comprehensive hazard, handling, storage, and regulatory compliance document.

Download SDS →

✅ Certificate of Analysis (COA)

Lot-specific quality data. Enter your lot number to retrieve the exact COA.

Look up COA →

📊 Datasheet

Quick-reference summary of product specifications and applications.

View datasheet →

🔬 Specification Sheet

Full quality attributes and acceptance criteria for this grade.

View spec sheet →

Advanced Data

Taxonomic Classification

Taxonomy Tree

KingdomOrganic compounds
SuperclassOrganoheterocyclic compounds
ClassLactones
SubclassGamma butyrolactones
Intermediate Tree Nodes Not available
Direct ParentGamma butyrolactones
Alternative Parents Tetrahydrofurans  Enoate esters  Oxacyclic compounds  Monocarboxylic acids and derivatives  Organic oxides  Hydrocarbon derivatives  Carbonyl compounds  
Molecular FrameworkAliphatic heteromonocyclic compounds
Substituents Gamma butyrolactone - Alpha,beta-unsaturated carboxylic ester - Enoate ester - Tetrahydrofuran - Carboxylic acid ester - Oxacycle - Monocarboxylic acid or derivatives - Carboxylic acid derivative - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Aliphatic heteromonocyclic compound
DescriptionThis compound belongs to the class of organic compounds known as gamma butyrolactones. These are compounds containing a gamma butyrolactone moiety, which consists of an aliphatic five-member ring with four carbon atoms, one oxygen atom, and bears a ketone group on the carbon adjacent to the oxygen atom.
External Descriptors butan-4-olide
3D Structure
Interactive Chemical Structure Model





Associated Targets(Human)
CAKI-1 (44928 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HL-60 (67320 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
KB (17409 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Associated Targets(non-human)
Pseudomonas aeruginosa (123386 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Escherichia coli (133304 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Bacillus subtilis (32866 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Cavia porcellus (23802 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Rattus norvegicus (775804 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
P388 (20296 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Plutella xylostella (1838 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Nilaparvata lugens (786 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Spodoptera litura (1708 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Trichophyton mentagrophytes (4846 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Frankliniella occidentalis (90 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Frankliniella intonsa (12 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mechanisms of Action
Certificates(CoA,COO,BSE/TSE and Analysis Chart)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Find and download the COA for your product by matching the lot number on the packaging.

11 results found

Lot NumberCertificate TypeDateItem
H1809040Certificate of AnalysisJan 05, 2026 M108009
E2204110Certificate of AnalysisOct 29, 2025 M108009
E2204132Certificate of AnalysisOct 29, 2025 M108009
E2204147Certificate of AnalysisOct 29, 2025 M108009
G1714059Certificate of AnalysisSep 16, 2025 M108009
D2508067Certificate of AnalysisApr 09, 2025 M108009
L2426403Certificate of AnalysisApr 10, 2024 M108009
L2516368Certificate of AnalysisApr 10, 2024 M108009
E2204140Certificate of AnalysisFeb 22, 2024 M108009
H1531046Certificate of AnalysisJun 06, 2023 M108009
H1809041Certificate of AnalysisJun 15, 2022 M108009

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Chemical and Physical Properties
SolubilitySoluble in water
SensitivityMoisture & air & light & heat sensitive
Refractive Index1.472
Flash Point(°F)98.6 °F
Flash Point(°C)90 °C
Boil Point(°C)86-88 °C
Molecular Weight98.100 g/mol
XLogP30.800
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count2
Rotatable Bond Count0
Exact Mass98.0368 Da
Monoisotopic Mass98.0368 Da
Topological Polar Surface Area26.300 Ų
Heavy Atom Count7
Formal Charge0
Complexity115.000
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
The total count of all stereochemical bonds0
Covalently-Bonded Unit Count1
Citations of This Product
References
1. Xingshuang Lv, Zhi Li, Haojia Wei, Shuaishuai Yuan, Xiaohui Fu, Zhibo Li.  (2025)  Preparation of Low-Leachable and Nonhemolytic Antibacterial Thermoplastic Polyurethanes from Synthetic Cationic Polyesters Containing Quaternary Ammonium Salts.  ACS Applied Materials & Interfaces,      [PMID:40787710] [10.1021/acsami.5c11390]
Solution Calculators
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