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364037

α-Hydroxy-γ-butyrolactone

technical grade

Synonym(s):

4,5-Dihydro-3-hydroxy-2(3H)-furanone

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About This Item

Empirical Formula (Hill Notation):
C4H6O3
CAS Number:
19444-84-9
Molecular Weight:
102.09
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24862411
MDL number:
MFCD00134268
Beilstein/REAXYS Number:
80587
Form:
viscous liquid
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grade

technical grade

Quality Segment

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

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.

Storage Class

10 - Combustible liquids

wgk

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)

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