delta-valerolactone

pentanoic acid, 5-hydroxy-, d-lactone

CAS: 542-28-9 C5 H8 O2 MW: 100.11716000

Identification

Namedelta-valerolactone
IUPACtetrahydro-2H-pyran-2-one
CAS Number542-28-9
EINECS208-807-1
FDA UNII14V1X9149L
Molecular FormulaC5 H8 O2
Molecular Weight100.11716000
MDL NumberMFCD00006645
Nikkaji NumberJ6.398C
Beilstein0106436
CoE Number10907
XlogP3-0.30 (est)

Regulatory

DG SANTE Food Flavourings10.055 pentano-1,5-lactone

Physical Properties

Appearance pale yellow to yellow clear liquid (est)
Assay 95.00 to 100.00
Water Content <0.2 %
Food Chemicals Codex Listed No
Specific Gravity 1.10100 to 1.10700 @ 25.00 °C.
Pounds per Gallon - (est). 9.161 to 9.211
Refractive Index 1.45100 to 1.45700 @ 20.00 °C.
Melting Point -13.00 to -11.00 °C. @ 760.00 mm Hg
Boiling Point 219.00 °C. @ 760.00 mm Hg
Vapor Pressure 0.129000 mmHg @ 25.00 °C. (est)
Flash Point 233.00 °F. TCC ( 111.67 °C. )
logP (o/w) -0.350
Shelf Life 12.00 month(s) or longer if stored properly.
Storage refrigerate in tightly sealed containers.
Soluble in alcohol
Insoluble in water

No sensory data available

Safety Information

Preferred SDSView
European informationMost important hazard(s):
Oral/Parenteral Toxicityoral-rat LD50 > 2000 mg/kg
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categoryflavoring agents
Recommendation for delta-valerolactone usage levels up tonot for fragrance use.
Maximised Survey-derived Daily Intakes (MSDI-EU)0.012 (μg/capita/day)
Modified Theoretical Added Maximum Daily Intake (mTAMDI)3900 (μg/person/day)
Threshold of Concern1800 (μg/person/day)
Structure ClassI
Dairy products, excluding products of category 02.0 (01.0)7.00000
Fats and oils, and fat emulsions (type water-in-oil) (02.0)5.00000
Edible ices, including sherbet and sorbet (03.0)10.00000
Processed fruit (04.1)7.00000
Processed vegetables (incl. mushrooms & fungi, roots & tubers, pulses and legumes), and nuts & seeds (04.2)-
Confectionery (05.0)10.00000
Chewing gum (05.3)-
Cereals and cereal products, incl. flours & starches from roots & tubers, pulses & legumes, excluding bakery (06.0)5.00000
Bakery wares (07.0)10.00000
Meat and meat products, including poultry and game (08.0)2.00000
Fish and fish products, including molluscs, crustaceans and echinoderms (MCE) (09.0)2.00000
Eggs and egg products (10.0)-
Sweeteners, including honey (11.0)-
Salts, spices, soups, sauces, salads, protein products, etc. (12.0)5.00000
Foodstuffs intended for particular nutritional uses (13.0)10.00000
Non-alcoholic ("soft") beverages, excl. dairy products (14.1)5.00000
Alcoholic beverages, incl. alcohol-free and low-alcoholic counterparts (14.2)10.00000
Ready-to-eat savouries (15.0)20.00000
Composite foods (e.g. casseroles, meat pies, mincemeat) - foods that could not be placed in categories 01.0 - 15.0 (16.0)5.00000

BOC Sciences

Best of Chemicals Supplier

Quality supplier of research chemicals and biochemicals including inhibitors, building blocks, GMP Products, impurities and metabolites, APIs for Veterinary, Natural Compounds, ADCs, Stem Cell Molecul...

View All Website 1-631-485-4226 account@bocsci.com

Penta International Corporation

Chemistry innovation

At Penta, our products and services help businesses do business better.

View All Website (973) 740-2300 lisaa@pentamfg.com

Anhui Primechem Co., Ltd.

Where Scent Matters Most

Dependable supply and professional services to exceed our client's expectations.

View All Website +86-551-628 355 29 henry@primekem.com

TCI AMERICA

Moving Your Chemistry Forward

We continuously strive to advance our technology.

View All Website 1-800-423-8616 Sales-US@TCIchemicals.com;

Potential Uses

solvents

Natural Occurrence

soybean

Synonyms

oxan-2-one pentano-1,5-lactone pentanoic acid, 5-hydroxy-, d-lactone d- pentanolactone 2H- pyran-2-one, tetrahydro- tetrahydro-2-pyranone tetrahydro-2H-pyran-2-one 3H-4,5,6- trihydropyran-2-one valeric acid, d-hydroxy-, d-lactone d- valerolactone delta- valeryl lactone d- valeryllactone Google Patents: Process for preparing delta-valerolactone in the gas phase PubMed: [Studies on chemical constituents of Ranunculus ternatus]. PubMed: High activity of an indium alkoxide complex toward ring opening polymerization of cyclic esters. PubMed: Star/linear polymer topology transformation facilitated by mechanical linking of polymer chains. PubMed: N-Heterocyclic Carbene-Catalyzed Ring Opening Polymerization of ε-Caprolactone with and without Alcohol Initiators: Insights from Theory and Experiment. PubMed: Role of hydrophilicity and length of diblock arms for determining star polymer physical properties. PubMed: In situ gelling polyvalerolactone-based thermosensitive hydrogel for sustained drug delivery. PubMed: Scalable production of mechanically tunable block polymers from sugar. PubMed: Tensile behavior and dynamic mechanical analysis of novel poly(lactide/δ-valerolactone) statistical copolymers. PubMed: Experimental and computational studies on the mechanism of zwitterionic ring-opening polymerization of δ-valerolactone with N-heterocyclic carbenes. PubMed: Folic acid conjugated δ-valerolactone-poly(ethylene glycol) based triblock copolymer as a promising carrier for targeted doxorubicin delivery. PubMed: Abnormal N-heterocyclic carbene main group organometallic chemistry: a debut to the homogeneous catalysis. PubMed: New mechanism for the ring-opening polymerization of lactones? Uranyl aryloxide-induced intermolecular catalysis. PubMed: Mechanisms of lactone hydrolysis in neutral and alkaline conditions. PubMed: Mechanisms of lactone hydrolysis in acidic conditions. PubMed: Photoswitchable NHC-promoted ring-opening polymerizations. PubMed: Drug-Initiated, Controlled Ring-Opening Polymerization for the Synthesis of Polymer-Drug Conjugates. PubMed: Conformational analysis of δ-lactones by DFT calculations: the parent compound and its monomethyl and selected dimethyl derivatives. PubMed: Triarylsulfonium hexafluorophosphate salts as photoactivated acidic catalysts for ring-opening polymerisation. PubMed: Direct catalytic asymmetric addition of allylic cyanides to aldehydes for expeditious access to enantioenriched unsaturated δ-valerolactones. PubMed: Biocatalytic synthesis of poly(δ-valerolactone) using a thermophilic esterase from archaeoglobus fulgidus as catalyst. PubMed: Palladium-catalyzed synthesis of 4-oxaspiro[2.4]heptanes via central attack of oxygen nucleophiles to π-allylpalladium intermediates. PubMed: Nanoaggregates of biodegradable amphiphilic random polycations for delivering water-insoluble drugs. PubMed: Novel biodegradable, biomimetic and functionalised polymer scaffolds to prevent expansion of post-infarct left ventricular remodelling. PubMed: Introduction of abnormal N-heterocyclic carbene as an efficient organocatalyst: ring opening polymerization of cyclic esters. PubMed: Evaluation of triblock copolymeric micelles of δ- valerolactone and poly (ethylene glycol) as a competent vector for doxorubicin delivery against cancer. PubMed: Pseudomonas putida esterase contains a GGG(A)X-motif confering activity for the kinetic resolution of tertiary alcohols. PubMed: Biodegradable polyurethane ureas with variable polyester or polycarbonate soft segments: effects of crystallinity, molecular weight, and composition on mechanical properties. PubMed: Artificial molecular clamp: a novel device for synthetic polymerases. PubMed: Ring-opening polymerization of cyclic esters and trimethylene carbonate catalyzed by aluminum half-salen complexes. PubMed: Synthesis, analytical features, and biological relevance of 5-(3',4'-dihydroxyphenyl)-γ-valerolactone, a microbial metabolite derived from the catabolism of dietary flavan-3-ols. PubMed: Ring openings of lactone and ring contractions of lactide by frustrated Lewis pairs. PubMed: Stereoselective rearrangement of guaianolides to tricyclic δ-valerolactones. PubMed: Molecular and electronic structure of δ-valerothiolactone. PubMed: Preparation of enzymatically recyclable hydrogels through the formation of inclusion complexes of amylose in a vine-twining polymerization. PubMed: Palladium-catalyzed decarboxylative [4 + 3] cyclization of gamma-methylidene-delta-valerolactones with 1,1-dicyanocyclopropanes. PubMed: Geometry dependence of the ring-opening E2 reaction in lactones. PubMed: Stereoselective synthesis of spirooxindoles by palladium-catalyzed decarboxylative cyclization of gamma-methylidene-delta-valerolactones with isatins. PubMed: Thermodynamic control of the polymerizability of five-, six-, and seven-membered lactones. PubMed: Switching of polymerization activity of cinnamoyl-alpha-cyclodextrin. PubMed: Nanospheres with polymerization ability coated by polyrotaxane. PubMed: Diastereoselective preparation of substituted delta-valerolactones. synthesis of (3R,4S)- and (3R,4R)-simplactones. PubMed: Stereoselective synthesis of nipecotic acid derivatives via palladium-catalyzed decarboxylative cyclization of gamma-methylidene-delta-valerolactones with imines. PubMed: [Studies on chemical constituents of Ranunculus ternatus]. PubMed: Plasmon microscopy and imaging ellipsometry of Artrobacter oxydans attached on polymer films. PubMed: Approach to formation of multifunctional polyester particles in controlled nanoscopic dimensions. PubMed: Why delta-valerolactone polymerizes and gamma-butyrolactone does not. PubMed: An artificial molecular chaperone: poly-pseudo-rotaxane with an extensible axle. PubMed: Enzymatic synthesis of poly(hydroxyalkanoates) in ionic liquids. PubMed: X-ray investigations of bicyclic alpha-methylene-delta-valerolactones. V. (4aS,7R,8aR)-7-isopropenyl-4a-methyl-3-methyleneperhydrochromen-2-one. PubMed: Thermal degradation of environmentally degradable poly(hydroxyalkanoic acid)s. PubMed: Synthesis of trimethoxy- or triethoxysilane-endcapped polylactones via a bismuth(III)hexanoate-catalyzed one-pot-procedure. PubMed: The effect of carbonyl substitution on the strain energy of small ring compounds and their six-member ring reference compounds. PubMed: Epidermal growth factor-conjugated poly(ethylene glycol)-block- poly(delta-valerolactone) copolymer micelles for targeted delivery of chemotherapeutics. PubMed: Degradation and controlled release behavior of epsilon-caprolactone copolymers in biodegradable antifouling coatings. PubMed: Methoxy poly(ethylene glycol)-block-poly(delta-valerolactone) copolymer micelles for formulation of hydrophobic drugs. PubMed: Characterization of pegylated copolymeric micelles and in vivo pharmacokinetics and biodistribution studies. PubMed: New biodegradable amphiphilic block copolymers of epsilon-caprolactone and delta-valerolactone catalyzed by novel aluminum metal complexes. II. Micellization and solution to gel transition. PubMed: High affinity, stability, and lactonase activity of serum paraoxonase PON1 anchored on HDL with ApoA-I. PubMed: Comparison of two pegylated copolymeric micelles and their potential as drug carriers. PubMed: A kinetic approach to the alkylating potential of carcinogenic lactones. PubMed: Synthesis and characterization of six-arm star poly(delta-valerolactone)-block-methoxy poly(ethylene glycol) copolymers. PubMed: Antinociceptive effects of some synthetic delta-valerolactones. PubMed: X-ray investigations of bicyclic alpha-methylene-delta-valerolactones. III. trans-(4aR,8aR)-4a-Methoxy-3-methyleneperhydrochromen-2-one. PubMed: PEG- and peptide-grafted aliphatic polyesters by click chemistry. PubMed: A novel formal total synthesis of cephalotaxine. PubMed: Reactivity of lactones and GHB formation. PubMed: A novel approach to biodegradable block copolymers of epsilon-caprolactone and delta-valerolactone catalyzed by new aluminum metal complexes. PubMed: New synthetic approach to cyclopenta-fused heterocycles based upon a mild nazarov reaction. 2. Further studies on the torquoselectivity. PubMed: API-mass spectrometry of polyketides. I. A study on the fragmentation of triketide lactones. PubMed: Highly diastereoselective hydrogenations leading to beta-hydroxy delta-lactones in hydroxy-protected form. A modified view of delta-lactone conformations. PubMed: Recent developments in sonochemical polymerisation. PubMed: Correlation between structure of the lactones and substrate specificity in enzyme-catalyzed polymerization for the synthesis of polyesters. PubMed: Ring-opening iodo- and bromosilation of lactones for the formation of silyl haloalkanoates. PubMed: Conformation-dependent reaction thermochemistry: study of lactones and lactone enolates in the gas phase. PubMed: Ring-opening polymerization of lactones in the presence of hydroxyapatite. PubMed: In vitro degradation and dissolution behaviours of microspheres prepared by three low molecular weight polyesters. PubMed: Unknown bisethylisooctanollactone isomers in industrial waste water. Isolation, identification and occurrence in surface water. PubMed: Development of new dihydropyran linker for solid-phase reaction. PubMed: Comparison of thermal characteristics and degradation properties of epsilon-caprolactone copolymers. PubMed: Screening, nucleotide sequence, and biochemical characterization of an esterase from Pseudomonas fluorescens with high activity towards lactones. PubMed: An evaluation of a new lactic acid polymer drug delivery system: a preliminary report. PubMed: Therapeutic gamma-hydroxybutyric acid monitoring in plasma and urine by gas chromatography-mass spectrometry. PubMed: Structural requirements for the direct and cytochrome P450-dependent reaction of cyclic alpha,beta-unsaturated carbonyl compounds with glutathione: a study with coumarin and related compounds. PubMed: Evaluation of new pasty-type implantable devices consisting of poly(epsilon-caprolactone/delta-valerolactone) and Estracyt or estramustine. PubMed: A new biodegradable copolymer of glycolic acid and lactones with relatively low molecular weight prepared by direct copolycondensation in the absence of catalysts. PubMed: Derivatives of ethynylestradiol with oxygenated 17 alpha-alkyl side chain: synthesis and biological activity. PubMed: Poly(hydroxy acids) in drug delivery. PubMed: Aliphatic polyesters II. The degradation of poly (DL-lactide), poly (epsilon-caprolactone), and their copolymers in vivo. PubMed: Stimulation of hydroxymethylglutaryl-CoA reductase activity after a single dose of the porphyrogenic chemical, allylisopropylacetamide. PubMed: Model studies directed toward the total synthesis of vernolepin. III. Synthesis of the alpha-methylene-delta-valerolactone ab ring model.