364037

α-Hydroxy-γ-butyrolactone

technical grade

• Synonym(s): 4,5-Dihydro-3-hydroxy-2(3H)-furanone
• Empirical Formula (Hill Notation): C₄H₆O₃
• CAS Number: 19444-84-9
• Molecular Weight: 102.09
• Beilstein/REAXYS Number: 80587
• MDL number: MFCD00134268
• UNSPSC Code: 12352100
• PubChem Substance ID: 24862411
• NACRES: NA.22

Properties

• grade: technical grade
• Quality Level: 100
• form: viscous liquid
• refractive index: n20/D 1.468 (lit.)
• bp: 133 °C/10 mmHg (lit.)
• density: 1.309 g/mL at 25 °C (lit.)
• functional group: ester; hydroxyl
• SMILES string: OC1CCOC1=O
• InChI: 1S/C4H6O3/c5-3-1-2-7-4(3)6/h3,5H,1-2H2
• InChI key: FWIBCWKHNZBDLS-UHFFFAOYSA-N

Description

General description

α-Hydroxy-γ-butyrolactone is a 5-membered cyclic ester. It was obtained via tin-conversion of biomass-derived 1,3-dihydroxyacetone (DHA) and formaldehyde.

Application

α-Hydroxy-γ-butyrolactone may be employed as starting reagent in the synthesis of series of seco-pseudonucleoside synthons via aminolysis. It may be employed as starting reagent in the synthesis of enantiomerically pure orthogonally protected δ-azaproline, via Mitsunobu reaction.

Safety Information

• Storage Class: 10 - Combustible liquids
• wgk_germany: WGK 3
• flash_point_f: 235.4 °F - closed cup
• flash_point_c: 113 °C - closed cup
• ppe: Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)