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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:
96-48-0
Molecular Weight:
86.09
UNSPSC Code:
85151701
NACRES:
NA.24
PubChem Substance ID:
329769980
EC Number:
202-509-5
Beilstein/REAXYS Number:
105248
MDL number:
MFCD00005386

Key Documents

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Product Name

γ-Butyrolactone, analytical standard

SMILES string

O=C1CCCO1

InChI key

YEJRWHAVMIAJKC-UHFFFAOYSA-N

InChI

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

grade

analytical standard

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

Quality Level

100

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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.

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.

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

Regulatory Information

易制毒化学品（3类）
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Certificates of Analysis (COA)

Lot/Batch Number
BCCL6893
BCCK8871
BCCG4062
BCCC8171
BCBW6631

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Micellar electrokinetic chromatographic screening method for common sexual assault drugs administered in beverages
Bishop CS, et al.
Forensic Science International, 141(1), 7-15 (2004)
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)
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)
Determination of ?-hydroxybutyric acid (GHB) in plasma and urine by headspace solid-phase microextraction and gas chromatography/positive ion chemical ionization mass spectrometry
Frison G, et al.
Rapid Communications in Mass Spectrometry, 14(24), 2401-2407 (2000)
Volatile compound analysis of SPME headspace and extract samples from roasted Italian chestnuts (Castanea sativa Mill.) using GC-MS
Krist S, et al.
European Food Research and Technology, 219(5), 470-473 (2004)
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