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Ethyl maltol

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Ethyl maltol Basic information

Product Name:
Ethyl maltol
CAS:
4940-11-8
MF:
C7H8O3
MW:
140.14
EINECS:
225-582-5
Mol File:
4940-11-8.mol
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Ethyl maltol Chemical Properties

Melting point:
85-95 °C(lit.)
Boiling point:
196.62°C (rough estimate)
Density 
1.1624 (rough estimate)
FEMA 
3487 | ETHYL MALTOL
refractive index 
1.4850 (estimate)
pka
8.38±0.10(Predicted)
form 
neat
JECFA Number
1481
Merck 
14,3824
CAS DataBase Reference
4940-11-8(CAS DataBase Reference)
NIST Chemistry Reference
4H-pyran-4-one, 2-ethyl-3-hydroxy-(4940-11-8)
EPA Substance Registry System
4H-Pyran-4-one, 2-ethyl-3-hydroxy- (4940-11-8)
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Safety Information

Hazard Codes 
Xn
Risk Statements 
22
Safety Statements 
36
WGK Germany 
3
RTECS 
UQ0840000
HS Code 
29329990
Toxicity
LD50 orally in male mice, male rats, female rats, chicks (mg/kg): 780, 1150, 1200, 1270 (Gralla)

MSDS

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Ethyl maltol Usage And Synthesis

Chemical Properties

White crystalline solid with characteristic, very sweet, caramel-like odor and taste. In dilute solution it possesses a sweet, fruitlike flavor and odor.

Chemical Properties

It forms white crystals (mp 90–91°C) with very sweet caramel-like odor, four to six times more potent than maltol. Several syntheses have been developed for its preparation. In a one-pot process, for example, ??-ethylfurfuryl alcohol is treated with halogen to give 4-halo- 6-hydroxy-2-ethyl-2H-pyran-3(6H)-one, which need not be isolated and can be converted to ethylmaltol by aqueous hydrolysis

Chemical Properties

Ethyl maltol has a very sweet, fruit-like odor of immense tenacity and sweet, fruity taste with initial bitter-tart flavor; rapid loss of flavor per se. It is four to six times more potent than maltol.

Occurrence

Has apparently not been reported to occur in nature.

Uses

Ethyl Maltol is a flavoring agent that is a white, crystalline powder. it has a unique odor and a sweet taste that resembles fruit. the melt- ing point is 90°c. it is sparingly soluble in water and propylene gly- col and soluble in alcohol and chloroform. it is obtained by chemical synthesis.

Uses

Flavor and fragrance enhancer in foods, especially baked goods, beverages, and synthetic berry and citrus flavorings; minimizes undesirable flavors in tobacco products, cough syrup, vitamins, cosmetics, and saccharin-containing products.

Preparation

Several syntheses have been developed for its preparation. In a one-pot process, for example, ??-ethylfurfuryl alcohol is treated with halogen to give 4-halo- 6-hydroxy-2-ethyl-2H-pyran-3(6H)-one, which need not be isolated and can be converted to ethylmaltol by aqueous hydrolysis.

Production Methods

Unlike maltol, ethyl maltol does not occur naturally. It may be prepared by treating a-ethylfurfuryl alcohol with a halogen to produce 4-halo-6-hydroxy-2-ethyl-2H-pyran-3(6H)-one, which is converted to ethyl maltol by hydrolysis.

Taste threshold values

Taste characteristics at 70 ppm: sweet, burnt cotton, sugar candy-like with jamy, strawberry notes.

Pharmaceutical Applications

Ethyl maltol is used in pharmaceutical formulations and food products as a flavoring agent or flavor enhancer in applications similar to maltol. It has a flavor and odor 4–6 times as intense asmaltol. Ethyl maltol is used in oral syrups at concentrations of about 0.004% w/v and also at low levels in perfumery.

Safety Profile

Moderately toxic by ingestion and subcutaneous routes. Mutation data reported. When heated to decomposition it emits acrid smoke and irritating fumes.

Safety

In animal feeding studies, ethyl maltol has been shown to be well tolerated with no adverse toxic, reproductive, or embryogenic effects. It has been reported that while the acute toxicity of ethyl maltol, in animal studies, is slightly greater than maltol, with repeated dosing the opposite is true. The WHO has set an acceptable daily intake for ethyl maltol at up to 2 mg/kg bodyweight.
LD50 (chicken, oral): 1.27 g/kg
LD50 (rat, oral): 1.15 g/kg
LD50 (mouse, oral): 0.78 g/kg
LD50 (mouse, SC): 0.91 g/kg

Chemical Synthesis

From kojic acid

Metabolism

When orally administered, ethyl maltol was rapidly and extensively absorbed. Elimination was also extensive and rapid, involving conjugation as the glucuronide and ethereal sulphate, and excretion in the urine to the extent of 65-70% within 24 hr. Rate studies after iv dosage indicated that the bulk (86%) of the recovered conjugates was excreted within 6 hr (Rennhard, 1971).

storage

Solutions may be stored in glass or plastic containers. The bulk material should be stored in a well-closed container, protected from light, in a cool, dry place.

Regulatory Status

GRAS listed. Included in the FDA Inactive Ingredients Database (oral syrup).

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Ethyl maltolSupplierMore

Anhui Jinhe Industrial Co., Ltd Gold
Tel:
0550-5635858
Email:
sales@lajingda.cn
Nantong Tianxiang Bioengineering Co., Ltd Gold
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0513-5666452-
Email:
475035221@qq.com
J & K SCIENTIFIC LTD.
Tel:
010-82848833- ;010-82848833-
Email:
jkinfo@jkchemical.com;market6@jkchemical.com
Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel:
21-61259100-
Email:
sh@meryer.com
future industrial shanghai co., ltd
Tel:
400-0066-400;021-60496031
Email:
sales@jonln.com;sales@jonln.com
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