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delta-Valerolactone

CAS No.
542-28-9
Chemical Name:
delta-Valerolactone
Synonyms
TETRAHYDRO-2H-PYRAN-2-ONE;δ-Valerolactone;tetrahydro-pyran-2-one;Oxan-2-one;D-VALEROLACTONE;5-Valerolactone;4-PENTANOLIDE;G-VALEROLACTONE;Tetrahydro-2-pyranone;TETRAHYDRO-2H-2-PYRANONE
CBNumber:
CB9853788
Molecular Formula:
C5H8O2
Molecular Weight:
100.12
MDL Number:
MFCD00006645
MOL File:
542-28-9.mol
Last updated:2024-04-16 13:12:53

delta-Valerolactone 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.)
Flash point 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
LogP 0 at 23℃
CAS DataBase Reference 542-28-9(CAS DataBase Reference)
FDA UNII 14V1X9149L
NIST Chemistry Reference 2H-Pyran-2-one, tetrahydro-(542-28-9)
EPA Substance Registry System 2H-Pyran-2-one, tetrahydro- (542-28-9)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS05
Signal word  Danger
Hazard statements  H318
Precautionary statements  P280-P305+P351+P338+P310
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
NFPA 704
1
2 0

delta-Valerolactone price More Price(32)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 389579 δ-Valerolactone technical grade 542-28-9 25ml $57.3 2024-03-01 Buy
Sigma-Aldrich 389579 δ-Valerolactone technical grade 542-28-9 100ml $164 2024-03-01 Buy
TCI Chemical V0039 δ-Valerolactone >98.0%(GC) 542-28-9 25g $38 2024-03-01 Buy
TCI Chemical V0039 δ-Valerolactone >98.0%(GC) 542-28-9 100g $90 2024-03-01 Buy
Alfa Aesar L04794 delta-Valerolactone, 98%, may contain polymer 542-28-9 25g $50.8 2024-03-01 Buy
Product number Packaging Price Buy
389579 25ml $57.3 Buy
389579 100ml $164 Buy
V0039 25g $38 Buy
V0039 100g $90 Buy
L04794 25g $50.8 Buy

delta-Valerolactone Chemical Properties,Uses,Production

Description

δ-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. 

Uses

Due 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.

Preparation

In 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 Properties

clear colorless to pale yellow liquid

Uses

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.

Uses

δ-Valerolactone is a compound commonly used to synthesize copolyesters by means of lipase-catalyzed ring opening polymerization.

Definition

ChEBI: 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 Explosibility

Non flammable

Purification Methods

Purify 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.]

120-92-3
542-28-9
Synthesis of delta-Valerolactone from Cyclopentanone
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  • Aug 23,2021

View Lastest Price from delta-Valerolactone manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
delta-Valerolactone pictures 2024-04-26 delta-Valerolactone
542-28-9
US $5.00 / KG 1KG ≥98% 2000mt/year Jinan Finer Chemical Co., Ltd
	delta-Valerolactone pictures 2024-04-16 delta-Valerolactone
542-28-9
US $5.00-0.10 / KG 1KG 99% g-kg-tons, free sample is available Henan Fengda Chemical Co., Ltd
Delta-Valerolactone pictures 2024-04-15 Delta-Valerolactone
542-28-9
US $1.00 / g 10g 99 20ton ANHUI SHENGZHIKAI BIOTECHNOLOGY CO.,LTD
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 FEMA 3103 GAMMA-PENTANOLACTONE GAMMA-METHYL-GAMMA-BUTYROLACTONE delta-Valerolactone, may contain polymer: distil to remove 4-VALEROLACTONE VALEROLACTONE, GAMMA- 1,2-pyrone,tetrahydro- 1-Oxacyclohexan-2-one 2H-pyran-2-one,tetrahydro- 5-Hydroxypentanoic acid delta-lactone 5-pentanolide delta-pentalactone delta-Valeryllactone Pentanoic acid, 5-hydroxy-, delta-lactone Valeric acid, delta-hydroxy-, delta-lactone valericacid,δ-hydroxy-,lactone δ-Valero-lacton 5-Hydroxypentanoic acid lactone~delta-Pentanolactone~Tetrahydropyran-2-one delta-Velarolactone DELTA-VALEROLACTONE, TECH. delta-Valerolactone,99%,maycontainpolymer,distiltoremove i-pentanolactone i-valerolactone delta-Valerolactone 99% VALEROLACTONE, gamma-(SG) PENTANO-1,5-LACTONE δ-Valerolactone, 98%, may contain polymer: distill to remove 2-Oxotetrahydropyran d-Valeryllactone 2-Perhydropyranone 5-Hydroxypentanoic acid 1,5-lactone ^d-Valerolactone, 98%, may contain polymer: distill to remove delta-Valerolactone,99% delta-Valerolactone, 98%, may contain polymer distil to remove distilltoremove δ-Valerolactone ,98.5% 4-HYDROXYVALERIC ACID G-LACTONE delta-Valerolactone 542-28-9 5-valerolactone Tetrahydro-2H-2-pyranon 542-28-9 delta-Valerolactone in stock 542-28-9 5-valerolactone Tetrahydro-2H-2-pyranon 542-28-9 δ-Valerolactone, 98.5%, reagent grade δ-Valeryllactone Delta-Valerolactone ( DVL ) δ-VaL delta-VALEROLACTONE Extra Pure D-VALEROLACTONE G-VALEROLACTONE 4-PENTANOLIDE TETRAHYDRO-2H-2-PYRANONE TETRAHYDRO-2H-PYRAN-2-ONE