389579
δ-Valerolactone
technical grade
Synonym(s):
delta-Valerolactone, Tetrahydro-2H-2-pyranone
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About This Item
Empirical Formula (Hill Notation):
C5H8O2
CAS Number:
Molecular Weight:
100.12
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
208-807-1
Beilstein/REAXYS Number:
106436
MDL number:
Form:
liquid
grade
technical grade
Quality Level
form
liquid
impurities
<25% polymer
refractive index
n20/D 1.457 (lit.)
bp
226-229 °C (lit.), 58-60 °C/0.5 mmHg (lit.)
mp
−13-−12 °C (lit.)
density
1.079 g/mL at 25 °C (lit.)
functional group
ester
storage temp.
−20°C
SMILES string
O=C1CCCCO1
InChI
1S/C5H8O2/c6-5-3-1-2-4-7-5/h1-4H2
InChI key
OZJPLYNZGCXSJM-UHFFFAOYSA-N
Application
δ-Valerolactone (tetrahydro-2H-2-pyranone or δ VL) can be used as a monomer unit in the synthesis of poly(δ-valerolactone)s poly(conjugated ester)s via ring-opening polymerization.
It can also be used as a starting material in the synthesis of (+)-guadinomic acid , sodium δ-hydroxyvalerate , methyl δ-hydroxyvalerate , and 5-hydroxyvaleraldehyde.
It can also be used as a starting material in the synthesis of (+)-guadinomic acid , sodium δ-hydroxyvalerate , methyl δ-hydroxyvalerate , and 5-hydroxyvaleraldehyde.
signalword
Danger
hcodes
Hazard Classifications
Eye Dam. 1
Storage Class
10 - Combustible liquids
wgk
WGK 1
flash_point_f
233.6 °F - closed cup
flash_point_c
112 °C - closed cup
ppe
Eyeshields, Gloves, type ABEK (EN14387) respirator filter
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Total Synthesis of (+)-Guadinomic Acid via Hydroxyl-Directed Guanidylation
Reid BT, et al.
The Journal of Organic Chemistry, 83(16), 9492-9496 (2018)
Faquan Zeng et al.
Bioconjugate chemistry, 17(2), 399-409 (2006-03-16)
Epidermal growth factor (EGF)-conjugated copolymer micelles were prepared from a mixture of diblock copolymers of methoxy poly(ethylene glycol)-block-poly(delta-valerolactone) (MePEG-b-PVL) and EGF-PEG-b-PVL for targeted delivery to EGF receptor (EGFR)-overexpressing cancers. The block copolymers and functionalized block copolymers were synthesized using PEG
Motofumi Osaki et al.
The Journal of organic chemistry, 74(5), 1858-1863 (2009-02-03)
BETA-cyclodextrin (beta-CD)-based nanosphere 1 initiated the oligomerization of delta-valerolactone (delta-VL) on the surface of 1 to give oligo(delta-VL)-tethered beta-CD nanosphere 2 in bulk. Atomic force microscopy indicated that the molecular size of 2 is twice that of 1. The addition