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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 Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

FSL

Flammable liquids
Type 3 petroleums
Hazardous rank III
Water soluble liquid

ISHL Indicated Name

Substances Subject to be Indicated Names

ISHL Notified Names

Substances Subject to be Notified Names

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
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)
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)

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