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B103608

Sigma-Aldrich

γ-Butyrolactone

ReagentPlus®, ≥99%

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Synonym(s):
gamma-Butyrolactone, γ-Hydroxybutyric acid lactone, 4-Hydroxybutyric acid lactone, GBL
Empirical Formula (Hill Notation):
C4H6O2
CAS Number:
Molecular Weight:
86.09
Beilstein/REAXYS Number:
105248
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

vapor density

3 (vs air)

Quality Level

vapor pressure

1.5 mmHg ( 20 °C)

product line

ReagentPlus®

assay

≥99%

form

liquid

autoignition temp.

851 °F

expl. lim.

16 %

refractive index

n20/D 1.436 (lit.)

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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1 of 4

This Item
W32911890970B59608
vibrant-m

B103608

γ-Butyrolactone

vibrant-m

W329118

4-Hydroxybutanoic acid lactone

vibrant-m

90970

γ-Butyrolactone

vibrant-m

B59608

α-Bromo-γ-butyrolactone

Quality Level

200

Quality Level

400

Quality Level

100

Quality Level

100

mp

−45 °C (lit.)

mp

−45 °C (lit.)

mp

−45 °C (lit.)

mp

-

form

liquid

form

-

form

-

form

liquid

density

1.12 g/mL at 25 °C (lit.)

density

1.12 g/mL at 25 °C (lit.)

density

1.12 g/mL at 25 °C (lit.)

density

1.786 g/mL at 25 °C (lit.)

refractive index

n20/D 1.436 (lit.)

refractive index

n20/D 1.436 (lit.)

refractive index

n20/D 1.436 (lit.)

refractive index

n20/D 1.508 (lit.)

Application

For the introduction of 3-carboxypropyl side chain. Used as a component of electrolyte solutions in batteries and capacitors.

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

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

pictograms

CorrosionExclamation mark

signalword

Danger

Hazard Classifications

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

target_organs

Central nervous system

Storage Class

10 - Combustible liquids

wgk_germany

WGK 1

flash_point_f

208.4 °F - closed cup

flash_point_c

98 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter


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Journal of Power Sources, 43, 195-195 (1993)
S Ohkawa et al.
Journal of medicinal chemistry, 34(1), 267-276 (1991-01-01)
A novel series of (3-pyridylmethyl)benzoquinone derivatives was molecular designed and synthesized for the dual purpose of inhibiting thromboxane A2 and leukotriene biosynthesis enzymes and scavenging active oxygen species (AOS). They were evaluated for inhibition of TXA2 synthase, inhibition of 5-lipoxygenase
Jagan N Thupari et al.
Proceedings of the National Academy of Sciences of the United States of America, 99(14), 9498-9502 (2002-06-13)
C75, a known inhibitor of fatty acid synthase is postulated to cause significant weight loss through decreased hypothalamic neuropeptide Y (NPY) production. Peripherally, C75, an alpha-methylene-gamma-butyrolactone, reduces adipose tissue and fatty liver, despite high levels of malonyl-CoA. To investigate this
Michael Seitz et al.
Current opinion in chemical biology, 9(3), 285-292 (2005-06-09)
Natural products containing a gamma-butyrolactone ring are abundant in nature; however, few general synthetic approaches to their stereoselective synthesis with broad structural variety are known. In this article, recent developments towards mono- and polycyclic gamma-butyrolactone natural products and analogs are
Monica Blichowski et al.
Epilepsia, 56(7), 1081-1087 (2015-06-03)
Infantile spasms (or IS) is a catastrophic childhood epilepsy that is particularly prevalent in children with Down syndrome. Previously, we have shown that the Ts65Dn (Ts) mouse model of Down syndrome is a useful substrate upon which to develop an

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