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γ-Butyrolactone

analytical standard

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Synonym(s):
γ-Hydroxybutyric acid lactone, 4-Hydroxybutyric acid lactone, GBL
Empirical Formula (Hill Notation):
C4H6O2
CAS Number:
96-48-0
Molecular Weight:
86.09
Beilstein:
105248
EC Number:
202-509-5
MDL number:
MFCD00005386
PubChem Substance ID:
329769980
NACRES:
NA.24

grade

analytical standard

Quality Level

100

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 %

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

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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.

Pictograms

CorrosionExclamation mark
GHS05,GHS07

Signal Word

Danger

Hazard Statements

H302 - H318 - H336

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

Regulatory Information

易制毒化学品（3类）

Certificates of Analysis (COA)

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T1503
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25G
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705578-5MG-PW

PL860-CGA/SHF-1EA

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1000309185

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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)
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)
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)
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)
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