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| CAS No.: | 108-28-1 |
|---|---|
| Name: | 5-methylenefuran-2(5H)-one |
| Article Data: | 32 |
| Molecular Structure: | |
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| Formula: | C5H4O2 |
| Molecular Weight: | 96.0856 |
| Synonyms: | 2,4-Pentadienoicacid, 4-hydroxy-, g-lactone (7CI);Protoanemonin (6CI);2,4-Pentadien-4-olide;4-Hydroxy-2,4-pentadienoic acid lactone;4-Hydroxy-2,4-pentadienoic acid g-lactone;5-Methylene-2(5H)-furanone;5-Methylene-2,5-dihydrofuran-2-one;5-Methylene-2-oxodihydrofuran;Isomycin;Protoanemonene;g-Methylenebutenolide; |
| EINECS: | 203-567-4 |
| Density: | 1.14g/cm3 |
| Melting Point: | <25 °C |
| Boiling Point: | 219 °C at 760 mmHg |
| Flash Point: | 81.5 °C |
| PSA: | 26.30000 |
| LogP: | 0.61310 |
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5-hydroxy-5-methyl-2(5H)-furanone
- 108-28-1
protoanemonin
| Conditions | Yield |
|---|---|
| With trifluoroacetic acid In chloroform at 10 - 15℃; for 2h; | 82% |
| With trifluorormethanesulfonic acid In chloroform-d1 for 1.5h; Molecular sieve; |
- 53009-05-5
3,5-di-O-p-toluoyl-2-deoxy-D-ribono-1,4-lactone
- 108-28-1
protoanemonin
| Conditions | Yield |
|---|---|
| With triethylamine In dichloromethane at 20℃; | 80% |
- 10374-60-4
γ-hydroxymethyl-α,β-butenolide
- 108-28-1
protoanemonin
| Conditions | Yield |
|---|---|
| With sodium acetate Heating; | 60% |
- 60053-24-9
penta-3,4-dienoic acid
- 108-28-1
protoanemonin
| Conditions | Yield |
|---|---|
| With iodine; sodium hydrogencarbonate; potassium iodide In water; acetonitrile 1.) 0 deg C, in the dark; 2.) 25 deg C, 3 d; | 57% |
| With iodine; sodium hydrogencarbonate; potassium iodide In water; acetonitrile 1.) 0 deg C, in the dark; 2.) 25 deg C, 3 d; various β-allenic acid investigated; | 57% |
| With potassium carbonate; copper dichloride; bis-triphenylphosphine-palladium(II) chloride In N,N-dimethyl-formamide at 70℃; for 12h; | 31 % Spectr. |
| Conditions | Yield |
|---|---|
| With air; V-Mo-O catalyst on corundizium support at 350℃; for 0.000138889h; Product distribution; var. V:Mo ratios; | A 43% B 2% C 24% |
| With air; vanadium-molybdenum oxide (V:Mo 3:1) oncorundizium support at 350℃; for 0.000138889h; | A 43% B 2% C 24% |
| Conditions | Yield |
|---|---|
| Stage #1: 5-methyl-2-furanone With bromine In tetrachloromethane at 0℃; for 1h; Stage #2: With quinoline In benzene at 0 - 20℃; for 5h; | 37% |
| Conditions | Yield |
|---|---|
| With copper(l) iodide; palladium 10% on activated carbon; triethylamine; triphenylphosphine In 1,4-dioxane at 25 - 80℃; for 3.5h; Inert atmosphere; regioselective reaction; | 15% |
- 74982-59-5
5-(acetyloxy)-5-methyl-2(5H)-furanone
- 108-28-1
protoanemonin
| Conditions | Yield |
|---|---|
| With acetic anhydride; acetic acid | |
| With sulfuric acid; acetic anhydride; acetic acid | |
| With sulfuric acid In acetic anhydride; acetic acid at 80℃; |
- 68267-52-7
pent-2t-en-4-ynoic acid
- 108-28-1
protoanemonin
| Conditions | Yield |
|---|---|
| With hydrogen bromide; acetic acid |
| Conditions | Yield |
|---|---|
| With sulfuric acid; acetic anhydride; acetic acid |
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- Total:36 Page 1 of 1 1
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Chemistry
Molecular Structure of Protoanemonin (CAS NO.108-28-1):
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IUPAC Name: 5-methylidenefuran-2-one
Empirical Formula: C5H4O2
Molecular Weight: 96.0841
EINECS: 203-567-4
H bond acceptors: 2
H bond donors: 0
Freely Rotating Bonds: 0
Polar Surface Area: 26.3 Å2
Index of Refraction: 1.492
Molar Refractivity: 24.45 cm3
Molar Volume: 84.2 cm3
Surface Tension: 31.1 dyne/cm
Density: 1.14 g/cm3
Flash Point: 81.5 °C
Enthalpy of Vaporization: 45.54 kJ/mol
Boiling Point: 219 °C at 760 mmHg
Vapour Pressure: 0.122 mmHg at 25°C
InChI
InChI=1/C5H4O2/c1-4-2-3-5(6)7-4/h2-3H,1H2
Smiles
C=C1C=CC(=O)O1
Specification
Protoanemonin , with CAS number is 108-28-1, can be called 2(5H)-furanone, 5-methylene- ; 4-Hydroxy-2,4-pentadienoic Acid g-Lactone ; 5-Methylene-2-oxodihydrofuran ; 5-methylidenefuran-2(5H)-one .