Skip to Content
MilliporeSigma
All Photos(2)

Key Documents

389579

Sigma-Aldrich

δ-Valerolactone

technical grade

Synonym(s):

delta-Valerolactone, Tetrahydro-2H-2-pyranone

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C5H8O2
CAS Number:
Molecular Weight:
100.12
Beilstein/REAXYS Number:
106436
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

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.)

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

Looking for similar products? Visit Product Comparison Guide

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.

pictograms

Corrosion

signalword

Danger

hcodes

Hazard Classifications

Eye Dam. 1

Storage Class

10 - Combustible liquids

wgk_germany

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


Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Ryo Shintani et al.
Organic letters, 14(9), 2410-2413 (2012-04-26)
A palladium-catalyzed decarboxylative cyclopropanation of γ-methylidene-δ-valerolactones with aromatic aldehydes has been developed to give 4-oxaspiro[2.4]heptanes with high selectivity. The site of nucleophilic attack to a π-allylpalladium intermediate has been controlled with a sterically demanding phosphine ligand. The course of the
Diphenyl phosphate as an efficient cationic organocatalyst for controlled/living ring-opening polymerization of δ-valerolactone and ε-caprolactone
Makiguchi K, et al.
Macromolecules, 44(7), 1999-2005 (2011)
K N Houk et al.
The Journal of organic chemistry, 73(7), 2674-2678 (2008-03-08)
gamma-Butyrolactone, unlike delta-valerolactone, does not polymerize despite a strain energy of approximately 8 kcal mol-1 which could be relieved by opening the s-cis lactone ester bond to an s-trans ester bond in the polymer. To explain this anomaly, we have
Organolanthanide-initiated living polymerizations of ε -caprolactone, δ-valerolactone, and β-propiolactone
Yamashita M, et al.
Macromolecules, 29(5), 1798-1806 (1996)
Zuwei Ma et al.
Biomacromolecules, 12(9), 3265-3274 (2011-07-16)
Biodegradable polyurethane urea (PUU) elastomers are ideal candidates for fabricating tissue engineering scaffolds with mechanical properties akin to strong and resilient soft tissues. PUU with a crystalline poly(ε-caprolactone) (PCL) macrodiol soft segment (SS) showed good elasticity and resilience at small

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service