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
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
Related CAS
26354-94-9 (homopolymer) 2425576-33-4 (Deleted CAS)
Safety Information
Hazards
H318:
Causes serious eye damage.
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 |
