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Merck
CN

90970

γ-Butyrolactone

analytical standard

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
UNSPSC Code:
85151701
NACRES:
NA.24
PubChem Substance ID:
EC Number:
202-509-5
Beilstein/REAXYS Number:
105248
MDL number:
Technical Service
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grade

analytical standard

Quality Level

vapor density

3 (vs air)

vapor pressure

1.5 mmHg ( 20 °C)

assay

≥99.0% (GC)

autoignition temp.

851 °F

shelf life

limited shelf life, expiry date on the label

expl. lim.

16 %

drug control

Pszichotróp anyag / Psychotropic Substance (Hungary), 78/2022. (XII. 28.) BM rendelet

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

impurities

≤0.3% water

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.)

application(s)

cleaning products
cosmetics
flavors and fragrances
food and beverages
personal care

format

neat

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

General description

γ-Butyrolactone (GBL) is a related lactone analog of γ-hydroxybutyric acid (GHB), a widespread drug of abuse, identified as an endogenous constituent of the mammalian brain, in which it exhibits a strong central nervous system depressant effect. GBL is considered as a legal substitute of GHB, and commonly identified in beverages including coffee, apple cider vinegar, tea, carbonated drinks, etc.

Application

γ-Butyrolactone may be used as an analytical reference standard for the quantification of the analyte in roasted Italian chestnuts, wine samples, beverages using chromatography techniques.
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

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.


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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

WGK 1

flash_point_f

208.4 °F - closed cup

flash_point_c

98 °C - closed cup

Regulatory Information

易制毒化学品(3类)

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Sensory evaluation of black instant coffee beverage with some volatile compounds present in aromatic oil from roasted coffee
Oliveira LA, et al.
Food Sci. Technol., 29(1), 76-80 (2009)
Polydimethylsiloxane solid-phase microextraction--gas chromatography method for the analysis of volatile compounds in wines: its application to the characterization of varietal wines
Pozo-Bayon AM, et al.
Journal of Chromatography A, 922(1-2), 267-275 (2001)
Simultaneous Quantification of $\gamma$-Hydroxybutyrate, $\gamma$-Butyrolactone, and 1, 4-Butanediol in Four Kinds of Beverages
Jin S, et al.
International Journal of Analytical Chemistry, 2020(1), 7-15 (2020)



Global Trade Item Number

SKUGTIN
90970-1ML04061833253489
90970-5ML04061837242663