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Protoanemonin

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Name

Protoanemonin

EINECS 203-567-4
CAS No. 108-28-1 Density 1.14g/cm3
PSA 26.30000 LogP 0.61310
Solubility N/A Melting Point <25 °C
Formula C5H4O2 Boiling Point 219 °C at 760 mmHg
Molecular Weight 96.0856 Flash Point 81.5 °C
Transport Information N/A Appearance N/A
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 108-28-1 (5-methylenefuran-2(5H)-one) Hazard Symbols N/A
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;

Article Data 32

Protoanemonin Synthetic route

14300-71-1

5-hydroxy-5-methyl-2(5H)-furanone

108-28-1

protoanemonin

Conditions
ConditionsYield
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
ConditionsYield
With triethylamine In dichloromethane at 20℃;80%
10374-60-4

γ-hydroxymethyl-α,β-butenolide

108-28-1

protoanemonin

Conditions
ConditionsYield
With sodium acetate Heating;60%
60053-24-9

penta-3,4-dienoic acid

108-28-1

protoanemonin

Conditions
ConditionsYield
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.
534-22-5

2-methylfuran

A

108-28-1

protoanemonin

B

98-01-1

furfural

C

108-31-6

maleic anhydride

Conditions
ConditionsYield
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%
591-12-8

5-methyl-2-furanone

108-28-1

protoanemonin

Conditions
ConditionsYield
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%
6214-35-3

(Z)-3-iodoprop-2-enoic acid

1066-54-2

trimethylsilylacetylene

108-28-1

protoanemonin

Conditions
ConditionsYield
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
ConditionsYield
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
ConditionsYield
With hydrogen bromide; acetic acid
4743-82-2

4-oxo-2-pentenoic acid

108-28-1

protoanemonin

Conditions
ConditionsYield
With sulfuric acid; acetic anhydride; acetic acid

Protoanemonin Chemical Properties

Molecular Structure of Protoanemonin (CAS NO.108-28-1):

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

Protoanemonin 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 .

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