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| CAS No.: | 4940-11-8 |
|---|---|
| Name: | Ethyl maltol |
| Molecular Structure: | |
|
|
|
| Formula: | C7H8O3 |
| Molecular Weight: | 140.139 |
| Synonyms: | 2-Ethyl-3-hydroxy-4-pyrone;2-Ethyl-3-hydroxy-4H-pyran-4-one;2-Ethylpyromeconic acid;3-Hydroxy-2-ethyl-1,4-pyrone;3-Hydroxy-2-ethyl-4-pyrone;3-Hydroxy-2-ethyl-g-pyrone; |
| EINECS: | 225-582-5 |
| Density: | 1.261 g/cm3 |
| Melting Point: | 85-95 °C(lit.) |
| Boiling Point: | 290.3 °C at 760 mmHg |
| Flash Point: | 124.8 °C |
| Solubility: | 9.345g/L at 24℃ |
| Appearance: | White crystalline powder |
| Hazard Symbols: |
 Xn
|
| Risk Codes: | 22 |
| Safety: | 36 |
| PSA: | 50.44000 |
| LogP: | 0.90780 |
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- 4208-61-1, 119619-55-5, 127418-31-9, 128948-40-3
ethylfurfuryl alcohol
- 4940-11-8
2-ethyl-3-hydroxy-4-pyranone
| Conditions | Yield |
|---|---|
| With chlorine In methanol; water 1.) -5 deg C; 2.) 90-95 deg C, 3.5 h; | 67% |
| With chlorine In methanol; water at 90 - 95℃; for 3.5h; Rearrangement; | 67% |
| Stage #1: ethylfurfuryl alcohol With oxygen In methanol at 93℃; Molecular sieve; Stage #2: With oxygen In methanol at 20℃; for 2h; Stage #3: With hydrogenchloride In water at 100℃; for 2h; pH=2.5 - 3; Solvent; Temperature; | 66.8% |
| With tert-butylhypochlorite In acetic acid | 65% |
- 4940-11-8
2-ethyl-3-hydroxy-4-pyranone
| Conditions | Yield |
|---|---|
| With hydrogenchloride; zinc In ethanol at 55℃; for 3h; Temperature; |
- 4940-11-8
2-ethyl-3-hydroxy-4-pyranone
| Conditions | Yield |
|---|---|
| With Lawessons reagent In 1,4-dioxane for 1h; Heating; |
| Conditions | Yield |
|---|---|
| Multi-step reaction with 4 steps 1: hydrogen / water / 8 h / 90 °C / 15001.5 Torr 2: chlorine / water; methanol / -5 - 60 °C 3: sodium hydroxide / 3 h / 55 °C 4: zinc; hydrogenchloride / ethanol / 3 h / 55 °C View Scheme |
| Conditions | Yield |
|---|---|
| Multi-step reaction with 3 steps 1: chlorine / water; methanol / -5 - 60 °C 2: sodium hydroxide / 3 h / 55 °C 3: zinc; hydrogenchloride / ethanol / 3 h / 55 °C View Scheme |
- 4940-11-8
2-ethyl-3-hydroxy-4-pyranone
- 100-39-0
benzyl bromide
- 111782-87-7
3-(benzyloxy)-2-ethyl-4H-pyran-4-one
| Conditions | Yield |
|---|---|
| In acetone for 6h; Reflux; | 98% |
| Stage #1: 2-ethyl-3-hydroxy-4-pyranone With sodium hydroxide In methanol Heating; Stage #2: benzyl bromide In methanol for 6h; Heating; Further stages.; | 85% |
| With sodium hydroxide In ethanol Heating; | 80% |
| Conditions | Yield |
|---|---|
| In methanol for 1h; Reflux; | 98% |
- 4940-11-8
2-ethyl-3-hydroxy-4-pyranone
- 69-72-7
salicylic acid
- 1325228-63-4
2-ethyl-3-hydroxy-4-pyrone/salicylic acid 1:1 cocrystals
| Conditions | Yield |
|---|---|
| In methanol at 64℃; for 1h; | 98% |
| Conditions | Yield |
|---|---|
| With potassium carbonate In acetone for 4h; Inert atmosphere; Reflux; | 97% |
| With potassium carbonate In acetone at 25℃; for 4h; | 93% |
| With potassium carbonate In acetone for 8h; Reflux; |
| Conditions | Yield |
|---|---|
| In methanol byproducts: NaCl; N2-atmosphere; stoich. amts., refluxing for 3 h; solvent removal, extn. into CH2Cl2, filtration (Celite), evapn., recrystn. (CH2Cl2/light petroleum); | 96% |
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Chemistry
The Molecular Structure of Ethyl maltol (CAS NO.4940-11-8) :
Empirical Formula: C7H8O3
Molecular Weight: 140.1366
IUPAC Name: IUPAC: 2-ethyl-3-hydroxypyran-4-one
Nominal Mass: 140 Da
Average Mass: 140.1366 Da
Monoisotopic Mass: 140.047344 Da
Index of Refraction: 1.54
Molar Refractivity: 34.91 cm3
Molar Volume: 111.1 cm3
Surface Tension: 47 dyne/cm
Density: 1.261 g/cm3
Flash Point: 124.8 °C
Enthalpy of Vaporization: 61.46 kJ/mol
Boiling Point: 290.3 °C at 760 mmHg
Melting Point: 85-95 °C
Vapour Pressure: 0.000228 mmHg at 25°C
InChI
InChI=1/C7H8O3/c1-2-6-7(9)5(8)3-4-10-6/h3-4,9H,2H2,1H3
Smiles
c1(c(ccoc1CC)=O)O
Synonyms: 5-18-01-00135 (Beilstein Handbook Reference) ; BRN 1618110 ; EINECS 225-582-5 ; FEMA No. 3487 ; UNII-L6Q8K29L05
It is a stable white crystalline powder at room temperature and easily dissolves in many polar liquids. Ethyl Maltol (CAS NO.4940-11-8) has a sweet odor that can be described as caramalized sugar and cooked fruit. Ethyl Maltol (CAS NO.4940-11-8) can be easily detected by the human, with as little as 10 parts per million perceivable in air.
Uses
Ethyl Maltol (CAS NO.4940-11-8) is an important flavourant for the food, beverage, and fragrance industry. It is a sweet, synergistic agent used in TOBACCO, food, wines,beverages, essences, cosmetics and other consumables, It has a remarkable effect on improving and increasing the flavor of foods and it enhances the sweetness of foods.
Toxicity Data With Reference
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| chicken | LD50 | oral | 1270mg/kg (1270mg/kg) | Toxicology and Applied Pharmacology. Vol. 15, Pg. 604, 1969. | |
| mouse | LD50 | oral | 780mg/kg (780mg/kg) | Toxicology and Applied Pharmacology. Vol. 15, Pg. 604, 1969. | |
| mouse | LD50 | subcutaneous | 910mg/kg (910mg/kg) | Chemical and Pharmaceutical Bulletin. Vol. 22, Pg. 1008, 1974. | |
| rabbit | LD50 | skin | > 5gm/kg (5000mg/kg) | Food and Cosmetics Toxicology. Vol. 13, Pg. 805, 1975. | |
| rat | LD50 | oral | 1150mg/kg (1150mg/kg) | Toxicology and Applied Pharmacology. Vol. 15, Pg. 604, 1969. |
Safety Profile
Hazard Codes: 
Xn
Risk Statements: 22
R22: Harmful if swallowed
Safety Statements: 36
S36: Wear suitable protective clothing
Specification
Ethyl maltol (CAS NO.4940-11-8) is also called as 2-Ethyl pyromeconic acid ; 2-Ethyl-3-hydroxy-4H-pyran-4-one ; 2-Ethylpyromeconic acid ; 3-Hydroxy-2-ethyl-1,4-pyrone ; 3-Hydroxy-2-ethyl-4-pyrone ; 3-Hydroxy-2-ethyl-4H-pyran-4-one ; 3-Hydroxy-2-ethyl-gamma-pyrone ; 4H-Pyran-4-one, 2-ethyl-3-hydroxy- ; Veltol plus ; 2-Ethyl-3-hydroxy-4-pyrone ; 4H-Pyran-4-one, 2-ethyl-3-hydroxy- .