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Merck
CN

H7629

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:
96-48-0
Molecular Weight:
86.09
EC Number:
202-509-5
UNSPSC Code:
12352100
PubChem Substance ID:
329815243
Beilstein/REAXYS Number:
105248
MDL number:
MFCD00005386

Key Documents

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InChI key

YEJRWHAVMIAJKC-UHFFFAOYSA-N

InChI

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

SMILES string

O=C1CCCO1

vapor density

3 (vs air)

vapor pressure

1.5 mmHg ( 20 °C)

assay

≥99% (GC)

autoignition temp.

851 °F

expl. lim.

16 %

bp

204-205 °C (lit.)

mp

−45 °C (lit.)

density

1.12 g/mL at 25 °C (lit.)

storage temp.

2-8°C

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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.
Precursor of γ-hydroxybutyric acid (GHB); blocks dopamine release.

pictograms

CorrosionExclamation mark
GHS05,GHS07

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

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

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
128K3530
087K3521
096F0011
086H0361
029H07091

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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
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
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
Géraldine Le Goff et al.
Journal of natural products, 76(2), 142-149 (2013-02-08)
Three novel hydrazides, geralcins C-E (1-3), were isolated from Streptomyces sp. LMA-545, together with MH-031 and geralcins A and B. This unusual family of compounds was isolated from liquid-state and agar-supported fermentation using Amberlite XAD-16 solid-phase extraction during the cultivation
Samuel K Kutty et al.
Journal of medicinal chemistry, 56(23), 9517-9529 (2013-11-07)
Fimbrolides from marine algae have shown promising activity against quorum sensing (QS), a chief regulatory and communication system in bacteria controlling biofilm formation and virulence factor. Nitric oxide (NO) at sublethal concentration has also been reported to induce dispersal of
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