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4940-11-8

Basic Information
CAS No.: 4940-11-8
Name: Ethyl maltol
Article Data: 14
Molecular Structure:
Molecular Structure of 4940-11-8 (Ethyl maltol)
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: HarmfulXn
Risk Codes: 22
Safety: 36
PSA: 50.44000
LogP: 0.90780
Synthetic route
4940-11-8

2-ethyl-3-hydroxy-4-pyranone

Conditions
ConditionsYield
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 acid65%

hydroxyethyl maltol

4940-11-8

2-ethyl-3-hydroxy-4-pyranone

Conditions
ConditionsYield
With hydrogenchloride; zinc In ethanol at 55℃; for 3h; Temperature;

3-hydroxy-2-ethyl-4H-thiopyran-4-thione

4940-11-8

2-ethyl-3-hydroxy-4-pyranone

Conditions
ConditionsYield
With Lawessons reagent In 1,4-dioxane for 1h; Heating;
98-01-1

furfural

4940-11-8

2-ethyl-3-hydroxy-4-pyranone

Conditions
ConditionsYield
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
98-00-0

(2-furyl)methyl alcohol

4940-11-8

2-ethyl-3-hydroxy-4-pyranone

Conditions
ConditionsYield
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
ConditionsYield
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%
4940-11-8

2-ethyl-3-hydroxy-4-pyranone

98-11-3

benzenesulfonic acid

3,4-dihydroxy-2-ethylpyrylium benzenesulfonate

Conditions
ConditionsYield
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
ConditionsYield
In methanol at 64℃; for 1h;98%
4940-11-8

2-ethyl-3-hydroxy-4-pyranone

74-88-4

methyl iodide

50741-69-0

2-ethyl-3-methoxy-4Hpyran-4-one

Conditions
ConditionsYield
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;

dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer

4940-11-8

2-ethyl-3-hydroxy-4-pyranone

124-41-4

sodium methylate

173413-66-6

Rh(C5(CH3)5)Cl(C5H2O3C2H5)

Conditions
ConditionsYield
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%
Raw Materials
4208-61-1
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    Product Name: Ethyl maltol CAS: 4940-11-8 MF: C7H8O3 MW: 140.14 EINECS: 225-582-5 Mol File: 4940-11-8.mol Ethyl maltol Structure Ethyl maltol Chemical Properties Melting point 85-95 °C (lit.) Boiling point 196.62°C

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  • ETHYL MALTOL /CAS:4940-11-8

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    ETHYL MALTOL /CAS:4940-11-8

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  • Ethyl maltol      4940-11-8

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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: HarmfulXn
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- .