γ-Butyrolactone
SIAL/90970 - analytical standard
Synonym: γ-Hydroxybutyric acid lactone; 4-Hydroxybutyric acid lactone; GBL
CAS Number: 96-48-0
Empirical Formula (Hill Notation): C4H6O2
Molecular Weight: 86.09
EC Number: 202-509-5
MDL Number: MFCD00005386
Linear Formula: C4H6O2
Product Type: Chemical
| application(s) | cleaning products cosmetics flavors and fragrances food and beverages personal care |
| assay | ≥99.0% (GC) |
| autoignition temp. | 851 °F |
| bp | 204-205 °C (lit.) |
| density | 1.12 g/mL at 25 °C (lit.) |
| expl. lim. | 16 % |
| format | neat |
| grade | analytical standard |
| impurities | ≤0.3% water |
| InChI | 1S/C4H6O2/c5-4-2-1-3-6-4/ |
| InChI key | YEJRWHAVMIAJKC-UHFFFAOYSA |
| mp | −45 °C (lit.) |
| Quality Level | 100  |
| refractive index | n |
| shelf life | limited shelf life, expiry date on the label |
| SMILES string | O=C1CCCO1 |
| storage temp. | 2-8°C |
| technique(s) | gas chromatography (GC): suitable |
| HPLC: suitable | |
| vapor density | 3 (vs air) |
| vapor pressure | 1.5 mmHg ( 20 °C) |
| Application: | Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support. |
| 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. |
| 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. |
| 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. |
| Symbol |   GHS05,GHS07 |
| Signal word | Danger |
| Hazard statements | H302 - H318 - H336 |
| Precautionary statements | P261 - P264 - P270 - P280 - P301 + P312 - P305 + P351 + P338 |
| Hazard Codes | Xn |
| Risk Statements | 22-41-67 |
| Safety Statements | 26-39 |
| RIDADR | NONH for all modes of transport |
| WGK Germany | WGK 1 |
| Flash Point(F) | 208.4 °F - closed cup |
| Flash Point(C) | 98 °C - closed cup |
| Purity | ≥99.0% (GC) |
| bp | 204-205 °C (lit.) |
| mp | −45 °C (lit.) |
| Density | 1.12 g/mL at 25 °C (lit.) |
| Refractive Index | n |
| Storage Temp. | 2-8°C |
| UNSPSC | 85151701 |