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Name	4,5-Dimethyl-3-hydroxy-2,5-dihydrofuran-2-one	EINECS	249-136-4
CAS No.	28664-35-9	Density	1.249 g/cm³
PSA	46.53000	LogP	0.76370
Solubility	N/A	Melting Point	26-29 °C(lit.)
Formula	C₆H₈O₃	Boiling Point	312 °C at 760 mmHg
Molecular Weight	128.128	Flash Point	149.2 °C
Transport Information	N/A	Appearance	clear yellow liquid
Safety	36	Risk Codes	20/22
Molecular Structure		Hazard Symbols	Xn
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;	Article Data	6

4,5-Dimethyl-3-hydroxy-2,5-dihydrofuran-2-one Synthetic route

: 15933-07-0
Ethyl 2-oxobutanoate

: 75-07-0
acetaldehyde

: 28664-35-9
sotolone

Conditions

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

Conditions	Yield
With hydrogenchloride In water at 100℃; for 3.5h;	63%

: 4,5-Dimethyl-3,6-dioxa-bicyclo[3.1.0]hexan-2-one

: 28664-35-9
sotolone

Conditions

Conditions	Yield
With K-10 In 1,1,2-trichloroethane for 1h; Heating;	45%

: (3S,4R)-3-Amino-4,5-dimethyl-dihydro-furan-2-one; hydrochloride

: 28664-35-9
sotolone

Conditions

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

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

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

Conditions	Yield
In ethanol Acidic aq. solution;

: 123-75-1
pyrrolidine

: 28664-35-9
sotolone

: 4,5-dimethyl-3-(1-pyrrolidinyl)-2(5H)-furanone

Conditions

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

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

Conditions	Yield
Resolution of racemate;
With CHIRALPAK IA In ethyl acetate; isopropyl alcohol at 25℃; Resolution of racemate; optical yield given as %ee;

4,5-Dimethyl-3-hydroxy-2,5-dihydrofuran-2-one Chemical Properties

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

4,5-Dimethyl-3-hydroxy-2,5-dihydrofuran-2-one 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.

4,5-Dimethyl-3-hydroxy-2,5-dihydrofuran-2-one Safety Profile

Hazard Codes: Harmful Xn
Risk Statements: 20/22
R20/22:Harmful by inhalation and if swallowed.
Safety Statements: 36
S36:Wear suitable protective clothing.
WGK Germany: 3

4,5-Dimethyl-3-hydroxy-2,5-dihydrofuran-2-one 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.

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