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Cas Database |
| Name |
delta-Valerolactone |
EINECS | 208-807-1 |
| CAS No. | 542-28-9 | Density | 1.065 g/cm3 |
| PSA | 26.30000 | LogP | 0.71350 |
| Solubility | miscible with water | Melting Point |
-13 °C |
| Formula | C5H8O2 | Boiling Point | 218 °C at 760 mmHg |
| Molecular Weight | 100.117 | Flash Point | 81 °C |
| Transport Information | N/A | Appearance | clear colorless to pale yellow liquid |
| Safety | 26-39 | Risk Codes | 41 |
| Molecular Structure |
|
Hazard Symbols |
 Xi
|
| Synonyms |
Valericacid, 5-hydroxy-, d-lactone (6CI);1-Oxacyclohexan-2-one;2-Oxotetrahydropyran;5-Hydroxypentanoic acid lactone;5-Hydroxypentanoic acid d-lactone;5-Valerolactone;NSC6247;Pentan-5-olide;Pentanoic acid, 5-hydroxy-, d-lactone;Tetrahydro-2-pyranone;Tetrahydro-2H-pyran-2-one;d-Valerolactone;d-Valeryllactone; |
Article Data | 409 |
delta-Valerolactone Synthetic route
| Conditions | Yield |
|---|---|
| With hydrogen; palladium(II) complex of ferrocenylamine sulfide (1) In acetone under 4137.2 Torr; for 10h; | 100% |
| Conditions | Yield |
|---|---|
| With sodium hypochlorite; sodium hydrogencarbonate; potassium bromide In dichloromethane at 0℃; for 0.5h; chemoselective reaction; | 99% |
| With sodium bromite In water; acetic acid for 10h; Ambient temperature; | 98% |
| With 4-hydroxy-TEMPO benzoate; sodium bromide In dichloromethane; water NaHCO3-buffered at pH 8.6; electrolysis; | 97% |
| Conditions | Yield |
|---|---|
| With Octanoic acid; dihydrogen peroxide In water at 50℃; for 5h; Baeyer-Villiger oxidation; Ionic liquid; Enzymatic reaction; | 99% |
| With dihydrogen peroxide; lithium tetrakis[3,5-bis(trifluoromethyl)phenyl]borate In water; 1,2-dichloro-ethane at 70℃; for 2h; Time; Temperature; Reagent/catalyst; | 99% |
| With dihydrogen peroxide; polystyrene-bound phenylselenic acid In dichloromethane for 72h; Ambient temperature; | 98% |
- 13392-69-3
valeric acid
- 542-28-9
3,4,5,6-tetrahydro-2H-pyran-2-one
| Conditions | Yield |
|---|---|
| With molecualar sevies 4A; tetrachlorobis(tetrahydrofuran)hafnium(IV) In toluene at 120℃; for 10h; | 98% |
| tetrachlorobis(tetrahydrofuran)hafnium(IV) In toluene for 10h; Heating; | 96% |
| With cis-nitrous acid at 25℃; Rate constant; | |
| Equilibrium constant; Rate constant; |
- 542-28-9
3,4,5,6-tetrahydro-2H-pyran-2-one
| Conditions | Yield |
|---|---|
| With 732 sulfonic acid type cation exchange resin at 150℃; for 2h; Time; | 96.31% |
- 13107-53-4
ethyl 2-hydroxyethylpropionate
- 542-28-9
3,4,5,6-tetrahydro-2H-pyran-2-one
| Conditions | Yield |
|---|---|
| With 732 sulfonic acid type cation exchange resin at 130℃; for 1.5h; | 96.05% |
| Conditions | Yield |
|---|---|
| With sodium hydroxide for 0.166667h; Heating; | 96% |
| With triethylamine at 50℃; under 3750300 Torr; for 3h; | 90% |
| With cyclohexene In gas at 349.5℃; for 0.1h; Rate constant; stoichometry; | 44.3% |
| Conditions | Yield |
|---|---|
| With potassium fluoride; tetra(n-butyl)ammonium hydrogensulfate In tetrahydrofuran at 20℃; for 5h; | 96% |
| With Amberlyst A26 (hydrogen carbonate form) 1.) aq. MeOH, 20 deg C, 18 h, 2.) THF, reflux, 18 h; Yield given. Multistep reaction; | |
| With potassium carbonate In water; dimethyl sulfoxide at 50℃; Rate constant; | |
| With 2,3,3-trimethylbenzo[e]indole; potassium iodide In acetonitrile at 80 - 85℃; for 96h; |
- 14273-92-8
methyl 5-hydroxypentanoate
- 542-28-9
3,4,5,6-tetrahydro-2H-pyran-2-one
| Conditions | Yield |
|---|---|
| With 732 sulfonic acid type cation exchange resin at 100℃; for 1h; Time; | 95.08% |
| porcine pancreatic lipase In diethyl ether at 26℃; |
| Conditions | Yield |
|---|---|
| With trichloromelamine In dichloromethane for 12h; Mechanism; Ambient temperature; | 95% |
delta-Valerolactone Specification
The IUPAC name of delta-Valerolactone is oxan-2-one. With the CAS registry number 542-28-9, it is also named as Penta-1,5-lactone. The product's categories are Functional Materials; Lactones & Lactides (for High-Performance Polymer Research); Reagent for High-Performance Polymer Research. It is clear colorless to pale yellow liquid which can polymerize easily. Additionally, this chemical should be sealed in the container and stored in the cool and dry place. Keep away from acids and food chemicals.
The other characteristics of this product can be summarized as: (1)ACD/LogP: -0.20; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -0.2; (4)ACD/LogD (pH 7.4): -0.2; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 18.54; (8)ACD/KOC (pH 7.4): 18.54; (9)#H bond acceptors: 2; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 0; (12)Index of Refraction: 1.44; (13)Molar Refractivity: 24.79 cm3; (14)Molar Volume: 93.9 cm3; (15)Surface Tension: 33.4 dyne/cm; (16)Enthalpy of Vaporization: 45.44 kJ/mol; (17)Vapour Pressure: 0.129 mmHg at 25°C; (18)Tautomer Count: 2; (19)Exact Mass: 100.05243; (20)MonoIsotopic Mass: 100.05243; (21)Topological Polar Surface Area: 26.3; (22)Heavy Atom Count: 7; (23)Complexity: 78.1.
Preparation of delta-Valerolactone: It can be obtained by many methods. Such as: it can be produced by cyclopentanone that is treated by benzoic acid.
Uses of delta-Valerolactone: It is used as raw material in the production of valeric acid derivatives. And it is also used to produce valerolactam and polyester. In addition, it can react with chloromethyl-oxirane to get 2-chloromethyl-1,4,6-trioxa-sπro[4.5]decane. This reaction needs reagents tetrachloromethane and boron fluoride ether adduct.
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When you are using this chemical, please be cautious about it as the following:
It has risk of serious damage to the eyes. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear eye / face protection.
People can use the following data to convert to the molecule structure.
1. SMILES:O=C1OCCCC1
2. InChI:InChI=1/C5H8O2/c6-5-3-1-2-4-7-5/h1-4H2
3. InChIKey:OZJPLYNZGCXSJM-UHFFFAOYAZ
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