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Acesulfame potassium

CAS No.
55589-62-3
Chemical Name:
Acesulfame potassium
Synonyms
ACESULFAME K;acesulfame;ACESULPHAMEPOTASSIUM;RARECHEM AM UC 0205;SWEET ONE;ACESULPHAME-K;ASPARTAMEACESULPHAMESALT;Acesulfame potassium CRS;ACESULFAME POTASSIUM SALT;Ansai
CBNumber:
CB3224119
Molecular Formula:
C4H4KNO4S
Molecular Weight:
201.24
MDL Number:
MFCD00043833
MOL File:
55589-62-3.mol
MSDS File:
SDS
Last updated:2024-09-12 09:55:44

Acesulfame potassium Properties

Melting point 229-232°C (dec.)
Boiling point 210℃[at 101 325 Pa]
Density (solid) 1.81 g/cm3; d (bulk) 1.1-1.3 kg/dm3
vapor pressure 0.291Pa at 25℃
storage temp. Inert atmosphere,Room Temperature
solubility Soluble in water, very slightly soluble in acetone and in ethanol (96 per cent).
form Solid
color White crystalline solid
Odor odorless with sweet taste
Odor Type odorless
Water Solubility almost transparency
Merck 14,37
BRN 3637857
LogP -2.35 at 23℃
CAS DataBase Reference 55589-62-3(CAS DataBase Reference)
Substances Added to Food (formerly EAFUS) ACESULFAME POTASSIUM
EWG's Food Scores 1
FDA UNII 23OV73Q5G9
EPA Substance Registry System Acesulfame-potassium (55589-62-3)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319
Precautionary statements  P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313
Risk Statements  36/37/38
Safety Statements  26-36/37/39
WGK Germany  1
RTECS  RP4489165
HS Code  2934990002
Toxicity LD50 in rats (mg/kg): 7431 orally, 2243 i.p. (Mayer, Kemper)

Acesulfame potassium price More Price(34)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 04054 Acesulfame K for food analysis, ≥99.0% 55589-62-3 25g $93.4 2024-03-01 Buy
Sigma-Aldrich 04054 Acesulfame K for food analysis, ≥99.0% 55589-62-3 100g $260 2024-03-01 Buy
TCI Chemical A1490 Acesulfame K >98.0%(T) 55589-62-3 25g $53 2024-03-01 Buy
TCI Chemical A1490 Acesulfame K >98.0%(T) 55589-62-3 100g $155 2024-03-01 Buy
Sigma-Aldrich PHR1266 Acesulfame K Pharmaceutical Secondary Standard; Certified Reference Material 55589-62-3 500mg $107 2024-03-01 Buy
Product number Packaging Price Buy
04054 25g $93.4 Buy
04054 100g $260 Buy
A1490 25g $53 Buy
A1490 100g $155 Buy
PHR1266 500mg $107 Buy

Acesulfame potassium Chemical Properties,Uses,Production

Description

Acesulfame potassium is approved for use in food as a sweetener. It is included in the ingredient list on the food label as acesulfame K, acesulfame potassium, or Ace-K.  Acesulfame potassium (Ace-K) is regulates  as a food additive. The FDA approved acesulfame potassium for use in specific food and beverage categories in 1988 and in 2003 approved it as a general-purpose sweetener and flavor enhancer in food, except in meat and poultry, under certain conditions of use.  It is widely used in the food industry, such as mouthwash and soft drinks. However, some researches have found that it does harm to the liver and nervous system[1-2].

Chemical Properties

White to Off-White Solid

Chemical Properties

Acesulfame potassium occurs as a colorless to white-colored, odorless, crystalline powder with an intensely sweet taste.

Originator

Acesulfame Potassium ,Hoechst

History

Acesulfame-K, the potassium salt of acesulfame, is a sweetener that resembles saccharin in structure and taste profile. 5,6-Dimethyl-1,2,3-oxathiazine-4(3H)-one 2,2-dioxide, the first of many sweet compounds belonging to the dihydrooxathiazinone dioxide class, was discovered accidentally in 1967. From these many sweet compounds, acesulfame was chosen for commercialization. To improve water solubility, the potassium salt was made. Acesulfame-K (Sunett) was approved for dry product use in the United States in 1988 and in Canada in October, 1994. In 2003, acesulfame-K was approved as a general purposes sweetener by the FDA.

Uses

Acesulfame-K is the potassium salt of 6-methyl-l,2,3-oxathiazin-4(3H)- one-2,2-dioxide. This sweetener was discovered in Germany and was first approved by the FDA in 1988 for use as a nonnutritive sweetener. The complex chemical name of this substance led to the creation of the trademark common name, acesulfame-K, which is based on its following relationships to acetocetic acid and sulfanic acid, and to its potassium salt nature.
Acesulfame-K is 200 times as sweet as sugar and is not metabolized and is thus noncaloric. It is exceptionally stable at elevated temperatures encountered in baking, and it is also stable in acidic products, such as carbonated soft drinks. It has a synergistic effect when mixed with other low-calorie sweetners, such as aspartame. Common applications of acesulfame-K are table uses, chewing gums, beverages, foods, bakery products, confectionary, oral hygiene products, and pharmaceuticals.

Uses

'New generation', heat-stable sweetener that has not been suspected to cause cancer nor be genotoxic. Allelic variation of the Tas1r3 gene affects behavioral taste responses to this molecule, suggesting that it is a T1R3 receptor ligand.

Uses

Potassium salt as sweetener for foods, cosmetics.

Production Methods

Acesulfame potassium is synthesized from acetoacetic acid tertbutyl ester and fluorosulfonyl isocyanate. The resulting compound is transformed to fluorosulfonyl acetoacetic acid amide, which is then cyclized in the presence of potassium hydroxide to form the oxathiazinone dioxide ring system. Because of the strong acidity of this compound, the potassium salt is produced directly.
An alternative synthesis route for acesulfame potassium starts with the reaction between diketene and amidosulfonic acid. In the presence of dehydrating agents, and after neutralization with potassium hydroxide, acesulfame potassium is formed.

Definition

ChEBI: Acesulfame k is a sulfuric acid derivative.

Production Methods

The principal commercial process for acesulfame-K is depicted below:

Production Methods_55589-62-3

Manufacturing Process

80 g (1.096 mol) of dimethylethylamine were added drop-wise, with cooling, to 80 g (0.825 mol) of sulfamic acid suspended in 500 ml of glacial acetic acid. When dissolution was complete, 80 ml (1.038 mol) of diketene were added, while cooling at 25°-35°C. After 16 hours, the mixture was evaporated and the residue was stirred with acetone, whereupon crystallization of dimethylethylammonium acetoacetamide-N-sulfonate took place. Yield: 110 g (43%), melting point 73°-75°C.
12.7 g (50 mmol) of dimethylethylammonium acetoacetamide-N-sulfonate in 110 ml of methylene chloride were added drop-wise to 8 ml (200 mmol) of liquid SO3 in 100 ml of CH2Cl2 at -30°C, stirring vigorously, within 60 minutes. 30 minutes later, 50 ml of ethyl acetate and 50 g of ice were added to the solution. The organic phase was separated off, and the aqueous phase was extracted twice more with ethyl acetate. The combined organic phases were dried over sodium sulfate, evaporated and the residue was dissolved in methanol. On neutralization of the solution with methanolic KOH, the potassium salt of 6-methyl-3,4-dihydro-1,2,3-oxathiazin-4-one 2,2-dioxide precipitated out. Yield: 7.3 g (73%). The product was detected by thinlayer chromatography; the structure of it was confirmed with IR spectrum.

brand name

Sunett? and Sweet One?

Therapeutic Function

Pharmaceutic aid

Pharmaceutical Applications

Acesulfame potassium is used as an intense sweetening agent in cosmetics, foods, beverage products, table-top sweeteners, vitamin and pharmaceutical preparations, including powder mixes, tablets, and liquid products. It is widely used as a sugar substitute in compounded formulations,and as a toothpaste sweetener.
The approximate sweetening power is 180–200 times that of sucrose, similar to aspartame, about one-third as sweet as sucralose, one-half as sweet as sodium saccharin, and about 4-5 times sweeter than sodium cyclamate.It enhances flavor systems and can be used to mask some unpleasant taste characteristics.

Biological Activity

In rats, Acesulfame potassium (AceK) consumption from in-utero to post-weaning stages accelerated puberty onset, accompanied by increased brain gonadotropin-releasing hormone (GnRH) expression.  Intracerebroventricular AceK injection also induced early puberty onset in rats. In N44 hypothalamic neuron cells, AceK treatment increased reactive oxygen species production, which led to protein kinase A (PKA) activation and increased GnRH expression[1].

Safety Profile

When heated to decompositionemits toxic fumes of SOx.

Safety

Acesulfame potassium is widely used in beverages, cosmetics, foods, and pharmaceutical formulations, and is generally regarded as a relatively nontoxic and nonirritant material. Pharmacokinetic studies have shown that acesulfame potassium is not metabolized and is rapidly excreted unchanged in the urine. Long-term feeding studies in rats and dogs showed no evidence to suggest acesulfame potassium is mutagenic or carcinogenic.
The WHO has set an acceptable daily intake for acesulfame potassium of up to 15 mg/kg body-weight.The Scientific Committee for Foods of the European Union has set a daily intake value of up to 9 mg/kg of body-weight.
LD50 (rat, IP): 2.2 g/kg
LD50 (rat, oral): 6.9–8.0 g/kg

storage

Acesulfame potassium possesses good stability. In the bulk form it shows no sign of decomposition at ambient temperature over many years. In aqueous solutions (pH 3.0–3.5 at 208℃) no reduction in sweetness was observed over a period of approximately 2 years. Stability at elevated temperatures is good, although some decomposition was noted following storage at 408℃ for several months. Sterilization and pasteurization do not affect the taste of acesulfame potassium.
The bulk material should be stored in a well-closed container in a cool, dry place and protected from light.

Regulatory Status

Included in the FDA Inactive Ingredients Database for oral and sublingual preparations. Included in the Canadian List of Acceptable Non-medicinal Ingredients. Accepted for use in Europe as a food additive. It is also accepted for use in certain food products in the USA and several countries in Central and South America, the Middle East, Africa, Asia, and Australia.

References

[1] Wu H, et al. Consumption of the nonnutritive sweetener acesulfame potassium increases central precocious puberty risk. Journal of Hazardous Materials, 2023; 461: 132529.
[2] Duan X, et al. Detection of acesulfame potassium in mouthwash based on surface-enhanced Raman spectroscopy. Optical Engineering, 2018; 57: 057102 .

Global( 463)Suppliers
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View Lastest Price from Acesulfame potassium manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Acesulfame potassium pictures 2024-10-11 Acesulfame potassium
55589-62-3
US $1.90-1.90 / KG 1KG 99% 10 ton Hebei Chuanghai Biotechnology Co,.LTD
acesulfame k pictures 2024-09-23 acesulfame k
55589-62-3
US $0.00-0.00 / Kg 1Kg 99.9% 200tons airuikechemical co., ltd.
Acesulfame potassium pictures 2024-09-18 Acesulfame potassium
55589-62-3
US $0.00 / Kg/Drum 25KG 99.0%~101.0%; FCC9/EP8 100tons/month WUHAN FORTUNA CHEMICAL CO., LTD
  • acesulfame k pictures
  • acesulfame k
    55589-62-3
  • US $0.00-0.00 / Kg
  • 99.9%
  • airuikechemical co., ltd.
  • Acesulfame potassium pictures
  • Acesulfame potassium
    55589-62-3
  • US $0.00 / Kg/Drum
  • 99.0%~101.0%; FCC9/EP8
  • WUHAN FORTUNA CHEMICAL CO., LTD
6-Methyl-1,2,3-oxathiazin-4(3H)-one 2,2-Dioxide Potassium Salt Potassium 6-Methyl-1,2,3-oxathiazin-4(3H)-one 2,2-Dioxide Acesulfame Potassium (200 mg) ACESULFAME POTASSIUM 1,2,3-oxathiazin-4(3h)-one,6-methyl-,2,2-dioxide,potassiumsalt 6-methyl-3,4-dihydro-1,2,3-oxathiazin-4-one2,2-dioxidepotassiumsalt Acesulfamum Kalicum potassiumacesulfame Potassiumsaltof6-methyl-1,2,3-oxathiazin-4(3H)-one-2,2-dioxide sunett ACESULFAME-K FCC 99-101% ACESULFAME-K(P) AcesulfaMe PotassiuM,NF PotassiuM 6-Methyl-4-oxo-4H-1,2,3-oxathiazin-3-ide 2,2-dioxide 1,2,3-Oxathiazin-4(3H)-one, 6-methyl-, 2,2-dioxide, potassium salt (1:1) SUNETTE POTASSIUM 6-METHYL-1,2,3-OXATHIAZIN-4(3H)-ONE 2,2-DIOXIDE 6-METHYL-1,2,3-OXATHIAZIN-4(3H)-ONE 2,2-DIOXIDE POTASSIUM SALT ACESULFAME POTASSIUM(AK) POTASSIUMACESULFAMEK 6-Methyl-3,4-dihydro-1,2,3-oxathiazin-4-on-2,2-dioxid, Kaliumsalz Blended sweetener of acesulfame-kwith aspartame Acesulfaml-K 3,4-Dihydro-6-methyl-3-potassio-4-oxo-1,2,3-oxathiazine 2,2-dioxide 3,4-Dihydro-6-methyl-4-oxo-3-potassio-1,2,3-oxathiazine 2,2-dioxide Ccris 1032 Einecs 259-715-3 Acesulfame K,6-Methyl-1,2,3-oxathiazin-4(3H)-one 2,2-dioxide potassium salt potassium 6-methyl-2,2-dioxo-4-oxathiazinolate AcesuL fame potassium [NF] Acesulfame potassium Joyce Ak Candy Acessulfame-K Ansai Acesulfame K Standard Acesulfame potassium impurity B CRS Acesulfame K > Acesulfame potassium Solution in Water, 100μg/mL High Quality Acesulfame Potassium/Acesulfame K Acesulfame Potassium/Acesulfame K Acesulfame potassium USP/EP/BP Acemi / AK sugar High Quality Food Grade Acesulfame Potassium?55589-62-3 Acesulfame potassium (A0070000) Acesulfame PotassiumQ: What is Acesulfame Potassium Q: What is the CAS Number of Acesulfame Potassium Q: What is the storage condition of Acesulfame Potassium Acesulfame-K (E950) Acesulfame Potassium (1002505) acesulfame SWEET ONE RARECHEM AM UC 0205 ACESULFAME K ACESULFAME POTASSIUM SALT ASPARTAMEACESULPHAMESALT ACESULPHAMEPOTASSIUM Acesulfame potassium CRS ACESULPHAME-K Rutile 1317-80-2 potassium acetylsulfonate