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| CAS No.: | 28664-35-9 |
|---|---|
| Name: | 4,5-Dimethyl-3-hydroxy-2,5-dihydrofuran-2-one |
| Article Data: | 6 |
| Molecular Structure: | |
|
|
|
| Formula: | C6H8O3 |
| Molecular Weight: | 128.128 |
| Synonyms: | 3,4-Dimethyl-2-hydroxy-2-butan-1,4-olide;3-Hydroxy-4,5-dimethyl-2(5H)-furanone;4,5-Dimethyl-3-hydroxy-2(5H)-furanone;Sautalone;Sotolon;Sotolone; |
| EINECS: | 249-136-4 |
| Density: | 1.249 g/cm3 |
| Melting Point: | 26-29 °C(lit.) |
| Boiling Point: | 312 °C at 760 mmHg |
| Flash Point: | 149.2 °C |
| Appearance: | clear yellow liquid |
| Hazard Symbols: |
 Xn
|
| Risk Codes: | 20/22 |
| Safety: | 36 |
| PSA: | 46.53000 |
| LogP: | 0.76370 |
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- 68439-39-4Poly(oxy-1,2-ethanediyl), alpha-(2-ethylhexyl)-omega-hydroxy-,
- 852475-26-4MC1568
| Conditions | Yield |
|---|---|
| Stage #1: Ethyl 2-oxobutanoate; acetaldehyde With potassium carbonate In ethanol at 25℃; for 3h; Stage #2: With hydrogenchloride In water for 0.5h; | 70% |
| With potassium carbonate In ethanol at 25℃; for 4h; Large scale; | 18.5 kg |
- 142484-26-2
5-(2-hydroxy-1-methylpropylidene)-2,4-oxazolidinedione
- 28664-35-9
sotolone
| Conditions | Yield |
|---|---|
| With hydrogenchloride In water at 100℃; for 3.5h; | 63% |
- 28664-35-9
sotolone
| Conditions | Yield |
|---|---|
| With K-10 In 1,1,2-trichloroethane for 1h; Heating; | 45% |
- 28664-35-9
sotolone
| Conditions | Yield |
|---|---|
| With phosphate buffer; 2-oxopropanal at 100℃; for 1h; | 40.2% |
| With phosphate buffer; 2-oxopropanal at 100℃; for 1h; Product distribution; Mechanism; var. carbonyl reactant; var. pH; | 40.2% |
- 781658-23-9
(2S,3R)-2-amino-4-hydroxy-3-methylpentanoic acid
A
- 28664-35-9
sotolone
B
- 99506-67-9
3-hydroxy-2-methylbutanal
| Conditions | Yield |
|---|---|
| With phosphate buffer; 2-oxopropanal at 100℃; for 10h; | A 23.8% B n/a |
| With phosphate buffer; 2-oxopropanal at 100℃; for 10h; Product distribution; Mechanism; var. carbonyl reactant; var. pH, temp., time and conc. of reactants; | A 23.8% B n/a |
- 142484-27-3
5-(2-hydroxy-1-methylpropylidene)-2,4-oxazolidinedione
- 28664-35-9
sotolone
| Conditions | Yield |
|---|---|
| With hydrogenchloride In water at 100℃; |
- 87068-70-0
(R)-3-hydroxy-4,5-dimethyl-2(5H)-furanone
- 28664-35-9
sotolone
| Conditions | Yield |
|---|---|
| In ethanol Acidic aq. solution; |
| Conditions | Yield |
|---|---|
| With acetic acid In ethanol for 3h; Heating; | 36% |
- 186581-53-3, 908094-01-9
diazomethane
- 28664-35-9
sotolone
- 78950-94-4
3-methoxy-4,5-dimethyl-5H-furan-2-one
| Conditions | Yield |
|---|---|
| In diethyl ether |
- 28664-35-9
sotolone
A
- 87068-70-0
(R)-3-hydroxy-4,5-dimethyl-2(5H)-furanone
B
- 87068-69-7
(S)-3-hydroxy-4,5-dimethyl-2(5H)-furanone
| Conditions | Yield |
|---|---|
| Resolution of racemate; | |
| With CHIRALPAK IA In ethyl acetate; isopropyl alcohol at 25℃; Resolution of racemate; optical yield given as %ee; |
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Chemistry
IUPAC Name: 4-Hydroxy-2,3-dimethyl-2H-furan-5-one
Following is the structure of 2(5H)-Furanone,3-hydroxy-4,5-dimethyl- (CAS NO.28664-35-9):
Empirical Formula: C6H8O3
Molecular Weight: 128.1259 g/mol
EINECS: 249-136-4
Index of Refraction: 1.512
Surface Tension: 42.2 dyne/cm
Density: 1.249 g/cm3
Flash Point: 149.2 °C
Melting point: 26-29 °C(lit.)
Boiling Point: 312 °C at 760 mmHg
Enthalpy of Vaporization: 64.11 kJ/mol
Storage tempreture: Refrigerator (+4 °C)
Vapour Pressure: 4.81E-05 mmHg at 25 °C
Appearance of 2(5H)-Furanone,3-hydroxy-4,5-dimethyl- (CAS NO.28664-35-9): clear yellow liquid
Canonical SMILES: CC1C(=C(C(=O)O1)O)C
InChI: InChI=1S/C6H8O3/c1-3-4(2)9-6(8)5(3)7/h4,7H,1-2H3
InChIKey: UNYNVICDCJHOPO-UHFFFAOYSA-N
Toxicity Data With Reference
2(5H)-Furanone,3-hydroxy-4,5-dimethyl- (CAS NO.28664-35-9) hasn't been listed as a carcinogenby ACGIH, IARC, NTP, or CA Prop 65. And the toxicological properties have not been fully investigated.
Safety Profile
Hazard Codes: 
Xn
Risk Statements: 20/22
R20/22:Harmful by inhalation and if swallowed.
Safety Statements: 36
S36:Wear suitable protective clothing.
WGK Germany: 3
Specification
2(5H)-Furanone,3-hydroxy-4,5-dimethyl- , its cas register number is 28664-35-9. It also can be called 2,3-Dimethyl-4-hydroxy-2,5-dihydrofuran-5-one ; 2-Hydroxy-3,4-dimethyl-2-buten-1,4-olide ; 2-Hydroxy-3-methyl-2-penten-4-olide ; 3-Hydroxy-4,5-dimethyl-2(5H)-furanone ; 4,5-Dimethyl-3-hydroxy-2(5H)-furanone ; and 4,5-Dimethyl-3-hydroxy-2,5-dihydrofuran-2-one . Its classification code is TSCA Flag P [A commenced PMN (Premanufacture Notice) substance].
(5H)-Furanone,3-hydroxy-4,5-dimethyl- (CAS NO.28664-35-9) is stable. While, it should avoid the condition of incompatible materials, exposure to moist air or water. It is not compatible with strong oxidizing agents, reducing agents, acetic anhydride, acid chlorides, chloroformates. And its hazardous decomposition products are carbon monoxide and carbon dioxide. Its hazardous polymerization has not been reported. In addition, it should keep refrigerated. (Store below 4°C/39°F.) , or store in a tightly closed container. Store in a dry area.