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8.01661

Sigma-Aldrich

γ-Butyrolactone

Technipur®, for synthesis

Synonym(s):

γ-Hydroxybutyric acid lactone, 4-Hydroxybutyric acid lactone, GBL

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About This Item

Empirical Formula (Hill Notation):
C4H6O2
CAS Number:
96-48-0
Molecular Weight:
86.09
Beilstein:
105248
MDL number:
MFCD00005386
UNSPSC Code:
12352100
NACRES:
NA.21

grade

for synthesis

Quality Level

200

vapor density

3 (vs air)

vapor pressure

0.344 hPa ( 20 °C)
1.5 mmHg ( 20 °C)

autoignition temp.

851 °F

expl. lim.

16 %

refractive index

n20/D 1.436 (lit.)

pH

4-5 (20 °C, 100 g/L in H2O)

bp

204-205 °C (lit.)

mp

−45 °C (lit.)

density

1.12 g/mL at 25 °C (lit.)

SMILES string

O=C1CCCO1

InChI

1S/C4H6O2/c5-4-2-1-3-6-4/h1-3H2

InChI key

YEJRWHAVMIAJKC-UHFFFAOYSA-N

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General description

γ-Butyrolactone is a common food additive used to enhance the aroma of food. It is used as a solvent for lithium-ion batteries since it has a high flashing point, a low freezing point, a high boiling point, a low viscosity, and a high dielectric constant. It is also used as a plasticizer for the solid electrolyte of lithium batteries.

Application

γ-Butyrolactone can be used as:
  • A plasticizer to prepare polymer electrolytes containing poly(epichlorohydrin-ethyleneoxide).
  • A plasticizer to prepare quasi-solid-state electrolyte applicable in dye-sensitized solar cells.
  • An electrolyte in combination with ionic liquids for applications in electrochemical devices.

Biochem/physiol Actions

Precursor of γ-hydroxybutyric acid (GHB). It blocks dopamine release by blocking impulse flow in dopaminergic neurons. Pretreatment with γ-butyrolactone allows detection of autoreceptor-induced dopamine release.

Legal Information

Technipur is a registered trademark of Merck KGaA, Darmstadt, Germany

Pictograms

CorrosionExclamation mark
GHS05,GHS07

Signal Word

Danger

Hazard Statements

H302 - H318 - H336

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1 - STOT SE 3

Target Organs

Central nervous system

Storage Class Code

10 - Combustible liquids

WGK

WGK 1

Flash Point(F)

208.4 °F - closed cup

Flash Point(C)

98 °C - closed cup

Regulatory Information

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Effects of cyclic carbonates as additives to γ-butyrolactone electrolytes for rechargeable lithium cells
Kinoshita SC, et al.
Journal of Power Sources, 183(2), 755-760 (2008)
Laser Raman and conductivity studies of plasticized polymer electrolyte P(ECH-EO):propylenecarbonate:g-butyrolactone:LiClO4
Nithya H, et al.
Journal of Solid State Chemistry, 16, 1791-1797 (2012)
Ionic liquids and γ-butyrolactone mixtures as electrolytes for supercapacitors operating over extended temperature ranges
Dagousset L, et al.
Royal Society of Chemistry Advances, 5, 13095-13101 (2015)
Phase Equilibrium and Physical Properties for the Purification of Propylene Carbonate (PC) and γ-Butyrolactone (GBL)
Mathuni T, et al.
Journal of Chemical and Engineering Data, 56(1), 89-96 (2011)
Excess Molar Volumes and Viscosities for Binary Mixtures of ?-Butyrolactone with Methyl Formate, Ethyl Formate, Methyl Acetate, Ethyl Acetate, and Acetonitrile at 298.15 K
Lu H, et al.
Journal of Chemical and Engineering Data, 46(3), 631-634 (2001)
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