δ-Valerolactone

Product Information

Molecular Formula:
C5H8O2
Molecular Weight:
100.12
Description
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.
Synonyms
Tetrahydro-2H-pyran-2-one; Valeric acid, 5-hydroxy-, δ-lactone; 1-Oxacyclohexan-2-one; 2-Oxotetrahydropyran; 5-Hydroxypentanoic acid lactone; 5-Hydroxypentanoic acid δ-lactone; 5-Valerolactone; NSC 6247; Pentan-5-olide; Pentanoic acid, 5-hydroxy-, δ-lactone; Tetrahydro-2-pyranone; δ-Valeryllactone
IUPAC Name
oxan-2-one
Canonical SMILES
C1CCOC(=O)C1
InChI
InChI=1S/C5H8O2/c6-5-3-1-2-4-7-5/h1-4H2
InChI Key
OZJPLYNZGCXSJM-UHFFFAOYSA-N
Boiling Point
219°C
Melting Point
-12.5°C
Flash Point
233.6 °CF - closed cup
Purity
≥95%
Density
1.1130 g/cm3
Appearance
Clear colorless to pale yellow liquid
Storage
Store at RT under inert atmosphere
Refractive Index
n20/D 1.457 (lit.)
LogP
0.71350

Safety Information

Hazards
H318:
Causes serious eye damage.
Precautionary Statement
P280, P305+P351+P338, and P310
Signal Word
Danger

Computed Properties

XLogP3
-0.3
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
2
Rotatable Bond Count
0
Exact Mass
100.052429494 g/mol
Monoisotopic Mass
100.052429494 g/mol
Topological Polar Surface Area
26.3Ų
Heavy Atom Count
7
Formal Charge
0
Complexity
78.1
Isotope Atom Count
0
Defined Atom Stereocenter Count
0
Undefined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
0
Undefined Bond Stereocenter Count
0
Covalently-Bonded Unit Count
1
Compound Is Canonicalized
Yes

Patents

Publication Number Title Priority Date
CN-114134096-A 3-hydroxybutyrate, 4-hydroxybutyrate and 3-hydroxyvalerate terpolymer P (3HB-4HB-3HV) and microbial production thereof 2022-02-07
CN-114094109-A Lithium ion battery 2022-01-19
CN-114068936-A Lithium ion battery 2022-01-14
CN-114133508-A High-performance lignin-based polyurethane and preparation method thereof 2022-01-14
CN-114106299-A Preparation method of lactone and lactide block copolymer 2021-12-31
JP-2022037181-A A method for producing a chemically amplified photosensitive composition, a photosensitive dry film, and a method for producing a patterned resist film. 2021-12-22
JP-3236461-U Photosensitive resin composition for sandblasting 2021-12-21
CN-114015030-A Application of L-ascorbic acid and/or L-sodium ascorbate as catalyst for catalyzing ring-opening polymerization reaction of lactone or lactide 2021-12-09
CN-113957019-A Nocardia-like bacteria, and separation method and application thereof 2021-12-06
KR-102365265-B1 Mouthwash composition for animals and manufacturing method thereof 2021-11-22

Literatures

PMID Publication Date Title Journal
22827565 2012-08-21 Structural elucidation and quantification of phenolic conjugates present in human urine after tea intake Analytical chemistry
22349589 2012-06-01 Gamma butyrolactone (GBL) and gamma valerolactone (GVL): similarities and differences in their effects on the acoustic startle reflex and the conditioned enhancement of startle in the rat Pharmacology, biochemistry, and behavior
22530604 2012-05-04 Palladium-catalyzed synthesis of 4-oxaspiro[2.4]heptanes via central attack of oxygen nucleophiles to π-allylpalladium intermediates Organic letters
22137345 2012-01-01 5- and 6-membered (thio)lactones are prodrug type carbonic anhydrase inhibitors Bioorganic & medicinal chemistry letters
22125678 2011-10-01 Study on the hypochlolesterolemic and antioxidative effects of tyramine derivatives from the root bark of Lycium chenese Miller Nutrition research and practice
21943300 2011-09-25 Evaluation of triblock copolymeric micelles of δ- valerolactone and poly (ethylene glycol) as a competent vector for doxorubicin delivery against cancer Journal of nanobiotechnology
21755999 2011-09-12 Biodegradable polyurethane ureas with variable polyester or polycarbonate soft segments: effects of crystallinity, molecular weight, and composition on mechanical properties Biomacromolecules
21744450 2011-08-08 Artificial molecular clamp: a novel device for synthetic polymerases Angewandte Chemie (International ed. in English)
21540794 2011-05-02 Diversity-oriented synthesis of a library of substituted tetrahydropyrones using oxidative carbon-hydrogen bond activation and click chemistry Molecules (Basel, Switzerland)
21359403 2011-04-07 Stereoselective rearrangement of guaianolides to tricyclic δ-valerolactones Organic & biomolecular chemistry
The molarity calculator equation

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

The dilution calculator equation

Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

This equation is commonly abbreviated as: C1V1 = C2V2

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