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389579

Sigma-Aldrich

δ-Valerolactone

technical grade

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Synonym(s):
delta-Valerolactone, Tetrahydro-2H-2-pyranone
Empirical Formula (Hill Notation):
C5H8O2
CAS Number:
Molecular Weight:
100.12
Beilstein:
106436
EC Number:
MDL number:
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

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This Item
M4667298077V403
&#948;-Valerolactone technical grade

Sigma-Aldrich

389579

δ-Valerolactone

(±)-Mevalonolactone ~97% (titration)

Sigma-Aldrich

M4667

(±)-Mevalonolactone

5-Dodecanolide 99%

Sigma-Aldrich

298077

5-Dodecanolide

&#947;-Valerolactone ReagentPlus&#174;, 99%

Sigma-Aldrich

V403

γ-Valerolactone

refractive index

n20/D 1.457 (lit.)

refractive index

-

refractive index

n20/D 1.460 (lit.)

refractive index

n20/D 1.432 (lit.)

bp

226-229 °C (lit.), 58-60 °C/0.5 mmHg (lit.)

bp

-

bp

140-141 °C/1 mmHg (lit.)

bp

207-208 °C (lit.), 82-85 °C/10 mmHg (lit.)

mp

−13-−12 °C (lit.)

mp

-

mp

−12 °C (lit.)

mp

−31 °C (lit.)

density

1.079 g/mL at 25 °C (lit.)

density

-

density

0.942 g/mL at 25 °C (lit.)

density

1.05 g/mL at 25 °C (lit.)

storage temp.

−20°C

storage temp.

−20°C

storage temp.

-

storage temp.

-

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

Signal Word

Danger

Hazard Statements

Precautionary Statements

Hazard Classifications

Eye Dam. 1

Storage Class Code

10 - Combustible liquids

WGK

WGK 1

Flash Point(F)

233.6 °F - closed cup

Flash Point(C)

112 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Customers Also Viewed

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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
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
Three-component reductive alkylation of 2-hydroxy-1, 4-naphthoquinones with lactols
Kim EE, et al.
Tetrahedron Letters, 57(8), 864-867 (2016)
Organolanthanide-initiated living polymerizations of ε -caprolactone, δ-valerolactone, and β-propiolactone
Yamashita M, et al.
Macromolecules, 29(5), 1798-1806 (1996)
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)

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