- 2(5H)-Furanone
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- 2(5H)-Furanone,3-methyl-
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Cas Database |
| Name |
2(5H)-Furanone,3-methyl- |
EINECS | N/A |
| CAS No. | 22122-36-7 | Density | 1.12 g/cm3 |
| PSA | 26.30000 | LogP | 0.48950 |
| Solubility | N/A | Melting Point |
72-73 °C(Solv: ethyl ether (60-29-7)) |
| Formula | C5H6O2 | Boiling Point | 222.4 °C at 760 mmHg |
| Molecular Weight | 98.1014 | Flash Point | 83.3 °C |
| Transport Information | N/A | Appearance | N/A |
| Safety | 26-36 | Risk Codes | 36/37/38 |
| Molecular Structure |
|
Hazard Symbols |
 Xi
|
| Synonyms |
2-Methyl-2-butenolide;2-Methylbut-2-en-4-olide;3-Methyl-2(5H)-furanone;4-Hydroxy-2-methyl-2-butenoic acid lactone;4-Hydroxy-2-methyl-2-butenoic acid g-lactone;2(5H)-Furanone, 3-methyl-;3-Methyl-2(5H)-furanone;3-Methylfuran-2(5H)-one;Furan-2(5H)-one, 3-methyl-;α-Methyl-γ-crotonolactone; |
Article Data | 52 |
2(5H)-Furanone,3-methyl- Synthetic route
| Conditions | Yield |
|---|---|
| With potassium carbonate; hydrazine; bis-triphenylphosphine-palladium(II) chloride In tetrahydrofuran at 25℃; under 760 Torr; for 72h; | 100% |
| Conditions | Yield |
|---|---|
| With dodecacarbonyl-triangulo-triruthenium; triethylamine In 1,4-dioxane at 100℃; under 7600 Torr; for 8h; | 98% |
- 850185-98-7
3-methyl-3-(4-trimethylsilylphenylselenyl)-3H-dihydrofuran-2-one
- 22122-36-7
3-methyl-5H-furan-2-one
| Conditions | Yield |
|---|---|
| With dihydrogen peroxide In dichloromethane at 0 - 20℃; for 0.75h; | 96% |
- 96-05-9
allyl methacrylate
- 22122-36-7
3-methyl-5H-furan-2-one
| Conditions | Yield |
|---|---|
| With C28H32Cl2N2ORu In toluene at 70℃; for 18h; Inert atmosphere; | 91% |
- 58588-90-2
α-bromomethyl-γ-butene lactone
A
- 547-65-9
α-methylene-γ-butyrolactone
B
- 22122-36-7
3-methyl-5H-furan-2-one
| Conditions | Yield |
|---|---|
| With glucose dehydrogenase; D-glucose; NCR; nicotinamide adenine dinucleotide; NADH In dimethyl sulfoxide at 30℃; for 24h; Enzymatic reaction; | A 91% B 6% |
| With glucose dehydrogenase; D-glucose; Old Yellow Enzyme 3; nicotinamide adenine dinucleotide; NADH In dimethyl sulfoxide at 30℃; for 24h; Enzymatic reaction; | A 8% B 70% |
| With glucose dehydrogenase; D-glucose; Old Yellow Enzyme 3; nicotinamide adenine dinucleotide; NADH In dimethyl sulfoxide at 30℃; for 24h; Reagent/catalyst; Enzymatic reaction; | |
| With glucose dehydrogenase; D-glucose; Old Yellow Enzyme 3; nicotinamide adenine dinucleotide; NADH In dimethyl sulfoxide at 30℃; for 24h; Enzymatic reaction; |
- 547-65-9
α-methylene-γ-butyrolactone
- 691-37-2
4-Methyl-1-pentene
A
- 22122-36-7
3-methyl-5H-furan-2-one
B
- 3021-23-6
dihydro-3-(3-methylbutylidene)furan-2(3H)-one
| Conditions | Yield |
|---|---|
| With 2-chloro-1,3,2-benzodioxaborole; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride In dichloromethane at 40℃; for 14h; | A n/a B 87% |
| With chlorodicyclohexylphosphine; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride In dichloromethane-d2 at 40℃; for 14h; |
- 22122-36-7
3-methyl-5H-furan-2-one
| Conditions | Yield |
|---|---|
| With silver nitrate In acetic acid Heating; | 59% |
- 88986-45-2
3-butenyl chloroformate
A
- 547-65-9
α-methylene-γ-butyrolactone
B
- 22122-36-7
3-methyl-5H-furan-2-one
C
- 85120-17-8
bis(3-butenyl) carbonate
| Conditions | Yield |
|---|---|
| With sodium hydrogencarbonate; tetrakis(triphenylphosphine) palladium(0) In xylene at 130℃; for 16h; Yield given. Yields of byproduct given; | A n/a B n/a C 49% |
| With sodium hydrogencarbonate; tetrakis(triphenylphosphine) palladium(0) In xylene at 130℃; for 16h; Yields of byproduct given; | A n/a B n/a C 49% |
A
- 22122-36-7
3-methyl-5H-furan-2-one
B
- 87683-09-8
3-hydroxy-2-methyl-γ-butyrolacton
| Conditions | Yield |
|---|---|
| With zinc In acetic acid for 0.5h; | A 45% B 36% |
- 616-02-4
citraconic acid anhydride
A
- 40834-42-2
5-hydroxy-4-methyl-5H-furan-2-one
B
- 6124-79-4
4-methyl-2(5H)-furanone
C
- 22122-36-7
3-methyl-5H-furan-2-one
| Conditions | Yield |
|---|---|
| With sodium tetrahydroborate In tetrahydrofuran THF, 0 deg C, 45 min; room temperature, 45 min; | A 5% B 43% C 5% |
2(5H)-Furanone,3-methyl- Specification
The 2(5H)-Furanone,3-methyl-, with the CAS registry number 22122-36-7-6, has the systematic name of 3-methylfuran-2(5H)-one. It belongs to the following product categories: Building Blocks; Furans; Heterocyclic Building Blocks. The molecular formula of this chemical is C5H6O2.
The physical properties of 2(5H)-Furanone,3-methyl- are as following: (1)ACD/LogP: -0.25; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -0.25; (4)ACD/LogD (pH 7.4): -0.25; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 17.51; (8)ACD/KOC (pH 7.4): 17.51; (9)#H bond acceptors: 2; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 0; (12)Polar Surface Area: 26.3 Å2; (13)Index of Refraction: 1.471; (14)Molar Refractivity: 24.49 cm3; (15)Molar Volume: 87.5 cm3; (16)Polarizability: 9.7×10-24cm3; (17)Surface Tension: 33.1 dyne/cm; (18)Density: 1.12 g/cm3; (19)Flash Point: 83.3 °C; (20)Enthalpy of Vaporization: 45.89 kJ/mol; (21)Boiling Point: 222.4 °C at 760 mmHg; (22)Vapour Pressure: 0.102 mmHg at 25°C.
Uses of 2(5H)-Furanone,3-methyl-: It can react with 2-nitro-propane to produce trans-3-methyldihydro-4-[2-(2-nitropropyl)]-2(3H)-furanone. This reaction will need reagent tetramethylguanidine (TMG). The reaction time is 2 days with temperature of 17°C, and the yield is about 85%.
![2(5H)-Furanone,3-methyl- can react with 2-nitro-propane to produce trans-3-methyldihydro-4-[2-(2-nitropropyl)]-2(3H)-furanone](/UserFilesUpload/Uses of 2(5H)-Furanone,3-methyl-.jpg)
You should be cautious while dealing with this chemical. It irritates eyes, respiratory system and skin. Therefore, you had better take the following instructions: Wear suitable protective clothing, and in case of contacting with eyes, rinse immediately with plenty of water and seek medical advice.
You can still convert the following datas into molecular structure:
(1)SMILES: O=C\1OC/C=C/1C
(2)InChI: InChI=1/C5H6O2/c1-4-2-3-7-5(4)6/h2H,3H2,1H3
(3)InChIKey: VGHBEMPMIVEGJP-UHFFFAOYAW
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