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Key Documents

H7629

Sigma-Aldrich

γ-Butyrolactone

≥99% (GC)

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:
Molecular Weight:
86.09
Beilstein:
105248
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:

vapor density

3 (vs air)

vapor pressure

1.5 mmHg ( 20 °C)

Assay

≥99% (GC)

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.)

storage temp.

2-8°C

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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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.

Pictograms

CorrosionExclamation mark

Signal Word

Danger

Hazard Statements

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

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Hailiang Liu et al.
Sensors (Basel, Switzerland), 20(23) (2020-12-05)
In this study, we investigated the characteristics of an organic-inorganic hybrid indirect-type X-ray detector with a CH3NH3PbI3 (MAPbI3) perovskite active layer. A layer with a thickness of 192 nm annealed at 100 °C showed higher absorption, higher crystallinity, and lower
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
Michelle Wood et al.
Journal of chromatography. A, 1056(1-2), 83-90 (2004-12-15)
We have developed a rapid method that enables the simultaneous analysis of gamma-hydroxybutyrate (GHB) and its precursors, i.e. gamma-butyrolactone (GBL) and 1,4-butanediol (1,4-BD) in urine. The method comprised a simple dilution of the urine sample, followed by liquid chromatography-tandem mass
Bo Xue et al.
Biochemistry, 52(13), 2359-2370 (2013-03-07)
The in vitro evolution and engineering of quorum-quenching lactonases with enhanced reactivities was achieved using a thermostable GKL enzyme as a template, yielding the E101G/R230C GKL mutant with increased catalytic activity and a broadened substrate range [Chow, J. Y., Xue

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