Description Uses Preparation
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delta-Valerolactone

Description Uses Preparation
Product Name
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
Formula Weight
100.12
MOL File
542-28-9.mol
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delta-Valerolactone Property

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)
NIST Chemistry Reference
2H-Pyran-2-one, tetrahydro-(542-28-9)
EPA Substance Registry System
2H-Pyran-2-one, tetrahydro- (542-28-9)
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Safety

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
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H318Causes serious eye damage

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
389579
Product name
δ-Valerolactone
Purity
technical grade
Packaging
25ml
Price
$57.3
Updated
2024/03/01
Sigma-Aldrich
Product number
389579
Product name
δ-Valerolactone
Purity
technical grade
Packaging
100ml
Price
$164
Updated
2024/03/01
TCI Chemical
Product number
V0039
Product name
δ-Valerolactone
Purity
>98.0%(GC)
Packaging
25g
Price
$38
Updated
2024/03/01
TCI Chemical
Product number
V0039
Product name
δ-Valerolactone
Purity
>98.0%(GC)
Packaging
100g
Price
$90
Updated
2024/03/01
Alfa Aesar
Product number
L04794
Product name
delta-Valerolactone, 98%, may contain polymer
Packaging
25g
Price
$50.8
Updated
2024/03/01
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delta-Valerolactone Chemical Properties,Usage,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 is a compound commonly used to synthesize copolyesters by means of lipase-catalyzed ring opening polymerization.

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.

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.]

delta-Valerolactone Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from delta-Valerolactone manufacturers

Jinan Finer Chemical Co., Ltd
Product
delta-Valerolactone 542-28-9
Price
US $5.00/KG
Min. Order
1KG
Purity
≥98%
Supply Ability
2000mt/year
Release date
2023-06-15
Shaanxi Dideu Medichem Co. Ltd
Product
5-valerolactone 542-28-9
Price
US $1.00-0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
50 tons
Release date
2020-01-19
Henan Fengda Chemical Co., Ltd
Product
delta-Valerolactone 542-28-9
Price
US $5.00-0.10/KG
Min. Order
1KG
Purity
99%
Supply Ability
g-kg-tons, free sample is available
Release date
2024-04-16

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