alpha-Methylbutyrolactone

HCID 98323CAS 1679-47-6
Substructure searchFind similar structures

Basic information

Standard SMILES
CC1CCOC1=O
InChIKey
QGLBZNZGBLRJGS-UHFFFAOYSA-N
Molecular formula
C5H8O2
Average molar mass
100.12 g/mol
Monoisotopic mass
100.0524295

Overview

Dihydro-3-methyl-2(3H)-furanone is a gamma-lactone.

Names & identifiers

Preferred name
alpha-Methylbutyrolactone
IUPAC
3-methyloxolan-2-one
English name
alpha-Methyl-gamma-butyrolactone
Molecular formula
C5H8O2
Molecular weight
100.12

Names & synonyms

3-methyldihydrofuran-2(3H)-onealpha-Methyl-gamma-butyrolactone3-methyloxolan-2-oneDihydro-3-methyl-2(3H)-furanone2-Methylbutanolide.alpha.-Methylbutyrolactone4-Hydroxy-2-methylbutyric acid lactonealpha-Methylbutyrolactone2(3H)-Furanone, dihydro-3-methyl-2-methylbutyrolactone3-methyltetrahydrofuran-2-one.alpha.-Methyl-.gamma.-butyrolactone
Show more names
2-Methyl-4-butanolideα-Methyl-γ-butyrolactone2(3H)-Furanone,dihydro-3-methyl-4,5-DIHYDRO-3-METHYL-2(3H)-FURANONE
2-Methyl-.gamma.-butyrolactone4-Hydroxy-2-methylbutanoic acid lactone140H0G0P5W3-methyldihydrofuran-2-one2-Methyl-gamma-butyrolactoneEINECS 216-846-0NSC 102837NSC-102837

Database identifiers

CAS
1679-47-6
PubChem CID
98323
DTXSID
DTXSID401030919
ChEMBL
CHEMBL36365
ChEBI
CHEBI:173343
UNII
140H0G0P5W
EC Number
216-846-0
Nikkaji
J141.781I

Properties

Computed structural properties

XLogP
0.8
Topological polar surface area
26.3 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
2
Rotatable bonds
0
Heavy atoms
7

Experimental & physicochemical properties

Chemical ClassesOther Classes -> Lactones
Physical DescriptionClear light yellow liquid; [Sigma-Aldrich MSDS]

Physicochemical properties

Boiling point
78 · 78-81 °C/10 mmHg (lit.)
Density
1 · 1,06 g/cm3
refractive index
20 · n20/D 1.432(lit.)
Flash point
163 °F · 163 °F
storage temp.
2 · 2-8°C
solubility
THF: soluble

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H227 (100%): Combustible liquid [Warning Flammable liquids]

P210, P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P370+P378, P403, P403+P233, P405, and P501 (click each P-code to see the statement)

The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.

Hazard information

Regulatory Information2(3H)-Furanone, dihydro-3-methyl-: Does not have an individual approval but may be used under an appropriate group standard
Hazards SummaryMay cause irritation; [Sigma-Aldrich MSDS] See Butyrolactone.
Hazard Classes and CategoriesFlam. Liq. 4 (100%)

Safety data

PPE
Eyeshields, Gloves, type ABEK (EN14387) respirator filter
wgk
3
hs_code
2932209090
Signal word
Warning
Symbol(GHS)
GHS07
safety_code
23-24/25

Chemistry & industry

Pharmacology

Cellular LocationsCytoplasm
Applications · 3 items

Usesα-Methyl-γ-butyrolactone was used as model compound in Bracketing experiments to investigate the thermodynamically favored site of reaction of pilocarpine.

UsesALPHA-METHYL-GAMMA-BUTYROLACTONE was used as model compound in Bracketing experiments to investigate the thermodynamically favored site of reaction of pilocarpine.

General Descriptionα-Methyl-γ-butyrolactone undergoes benzylation to give racemic α-benzyl-α-methyl-γ-butyrolactone.

Upstream & downstream products

Suppliers50 total

上海康恩博医药科技有限公司17510465506 · [email protected]
常州帝通化工有限公司+86-0519-88298848 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
湖北万得化工有限公司15377098680 15377098680 · [email protected]

Additional notes

DefinitionChEBI: Dihydro-3-methyl-2(3H)-furanone is a gamma-lactone.

Related reactions

21 records
New reaction record

Linked notes

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