delta-Valerolactone

delta-Valerolactone Basic information
Description Uses Preparation
Product Name:delta-Valerolactone
Synonyms:delta-Valerolactone, 2-Oxotetrahydro-2H-pyran;Tetrahydro-2H-pyran-2-one 99%;^d-Valerolactone, 98%, May contain polyMer;delta-Valerolactone, 99% 50GR;delta-Valerolactone technical grade;δ-Valerolactone, 98.5%, 98.5%;δ- valerolactone (cyclopentyl lactone);DELTA-VALEROLACTONE
CAS:542-28-9
MF:C5H8O2
MW:100.12
EINECS:208-807-1
Product Categories:fine chemicals;Functional Materials;Lactones & Lactides (for High-Performance Polymer Research);Reagent for High-Performance Polymer Research;bc0001;542-28-9
Mol File:542-28-9.mol
delta-Valerolactone Structure
delta-Valerolactone Chemical Properties
Melting point -13 °C
Boiling point 230 °C
density 1.105 g/mL at 20 °C
vapor density 3.45 (vs air)
vapor pressure 8.8Pa at 20℃
refractive index n20/D 1.457(lit.)
Fp 212 °F
storage temp. -20°C
solubility Chloroform, Ethyl Acetate, Methanol
form Liquid
color Clear colorless to pale yellow
Water Solubility miscible
BRN 106436
Stability:Moisture Sensitive
LogP0 at 23℃
CAS DataBase Reference542-28-9(CAS DataBase Reference)
NIST Chemistry Reference2H-Pyran-2-one, tetrahydro-(542-28-9)
EPA Substance Registry System2H-Pyran-2-one, tetrahydro- (542-28-9)
Safety Information
Hazard Codes Xi
Risk Statements 41
Safety Statements 26-39
WGK Germany 3
RTECS LU3580000
Hazard Note Irritant/Keep Cold
TSCA Yes
HS Code 29322090
MSDS Information
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delta-Valerolactone Usage And Synthesis
Descriptionδ-valerolactone, also known as 1,5-valerolactone, delta-valerolactone, tetrahydro-2H-2-pyrone, tetrahydro-o-pyrone, tetrahydrocoumarin; the English name is Delta -Valerolactone, the abbreviated name is generally δ -VL or DVL, and the molecular formula is C5H802. 
UsesDue to its good application flexibility, lower biological toxicity, more derivative compounds, easy polymerization and greatly increase the viscosity of coatings and other characteristics, delta-valerolactone is widely used in polyesters, polyurethanes, special solvents, and coatings.
PreparationIn the first step, the 1,5-pentanediol raw material is fed into the drying tower for dehydration, to ensure that the water content is less than 1wt%, under optimized conditions, less than 0.5wt%, further optimization, less than 0.1wt%, further optimization situation , Less than 0.05wt%, that is, 500wppm; in the second step, the dried 1,5-pentanediol is mixed with hydrogen and then enters the vaporizer. The molar ratio of hydrogen to 1,5-pentanediol is 10-5:1 The third step will be vaporized 1,5-pentanediol and hydrogen into the dehydrogenation reactor, under the normal pressure of 0.1MPa, 230-270 conditions, under the action of the dehydrogenation catalyst, 1,5-pentanediol Alcohol is converted into δ-valerolactone, in which the yield of δ-valerolactone exceeds 98%, and the water content of the exported crude product is less than 0.5wt%.
Chemical Propertiesclear colorless to pale yellow liquid
Usesδ-Valerolactone is a compound commonly used to synthesize copolyesters by means of lipase-catalyzed ring opening polymerization.
Usesδ-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.
DefinitionChEBI: The simplest member of the class of delta-lactone that is tetrahydro-2H-pyran substituted by an oxo group at position 2.
Synthesis Reference(s)Canadian Journal of Chemistry, 52, p. 3651, 1974 DOI: 10.1139/v74-546
The Journal of Organic Chemistry, 48, p. 5160, 1983 DOI: 10.1021/jo00174a003
Journal of the American Chemical Society, 69, p. 1545, 1947 DOI: 10.1021/ja01198a517
Flammability and ExplosibilityNonflammable
Purification MethodsPurify the -lactone by repeated fractional distillation. IR: max 1750 (in CS2), 1732 (in CHCl3),1748 (in CCl4) and 1733 (in MeOH) cm-1 [Huisgen & Ott Tetrahedron 6 253 1959, Linstead & Rydon J Chem Soc 580 1933, Jones et al. Can J Chem 37 2007 1959]. [Beilstein 17 H 235, 17 II 287, 17 III/IV 4169,17/9 V 17.]
Dehydroepiandrosterone Tetrahydro Epiandrosterone acetate Oxan-4-one γ-Valerolactone D-(+)-Glucono-1,5-lactone (1R)-(+)-CAMPHANIC ACID mevalonolactone Centchroman Naringin dihydrochalcone Chlorophacinone 3-METHYLGLUTARIC ANHYDRIDE Tetrahydrofuran n-Heptyl-delta-valerolactone,(+/-)-DELTA-HEPTYL-DELTA-VALEROLACTONE Glutaric anhydride D-Glucurone Spironolactone delta-Valerolactone

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