Product Name

  • Name

    6-Methyl-1,2,3-oxathiazin-4(3H)-one 2,2-dioxide potassium salt

  • EINECS 259-715-3
  • CAS No. 55589-62-3
  • Article Data14
  • CAS DataBase
  • Density 1.512g/cm3
  • Solubility almost transparency
  • Melting Point 229-232°C (dec.)
  • Formula C4H5KNO4S
  • Boiling Point 332.7oC at 760 mmHg
  • Molecular Weight 201.244
  • Flash Point 155oC
  • Transport Information
  • Appearance White, odorless, free flowing crystalline powder
  • Safety 26-36/37/39
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 55589-62-3 (6-Methyl-1,2,3-oxathiazin-4(3H)-one 2,2-dioxide potassium salt)
  • Hazard Symbols
  • Synonyms 1,2,3-Oxathiazin-4(3H)-one,6-methyl-, 2,2-dioxide, potassium salt (9CI);6-Methyl-3,4-dihydro-1,2,3-oxathiazin-4-one2,2-dioxide potassium salt;Acesulfame K;Acesulfame potassium;E 950;Otizon;Potassium acesulfame;Sunett;Sunnett;Sweet One;Acesulfame K FCC4;1,2,3-Oxathiazin-4(3H)-one,6-methyl-, 2,2-dioxide, potassium salt (1:1);K Acesulfame;
  • PSA 68.82000
  • LogP 0.47680

Synthetic route

Triethylammoniumsalz der Acetoacetamid-N-sulfonsaeure
99911-48-5

Triethylammoniumsalz der Acetoacetamid-N-sulfonsaeure

potassium acesulfame
55589-62-3

potassium acesulfame

Conditions
ConditionsYield
Stage #1: Triethylammoniumsalz der Acetoacetamid-N-sulfonsaeure With sulfur trioxide In dichloromethane; water at 100℃; under 75007.5 Torr; for 2.77778E-06h;
Stage #2: With potassium hydroxide In water at 50℃; for 0.1h; Pressure; Temperature;
85%
Stage #1: Triethylammoniumsalz der Acetoacetamid-N-sulfonsaeure With sulfur trioxide In dichloromethane at 1.5 - 4.5℃;
Stage #2: With potassium hydroxide In water Temperature;
56.7%
Yield given. Multistep reaction;
Stage #1: Triethylammoniumsalz der Acetoacetamid-N-sulfonsaeure With sulfur trioxide In dichloromethane at -35 - -25℃; for 0.0833333h;
Stage #2: With water In dichloromethane at -22 - 20℃;
Stage #3: With potassium hydroxide In dichloromethane; water at 24 - 26℃; Time; Temperature; Reagent/catalyst;
With sulfur trioxide In dichloromethane at 11℃;
4-methyleneoxetan-2-one
674-82-8

4-methyleneoxetan-2-one

potassium acesulfame
55589-62-3

potassium acesulfame

Conditions
ConditionsYield
Stage #1: 4-methyleneoxetan-2-one With aminosulfonic acid; triethylamine In dichloromethane at 20 - 25℃; for 0.00833333h;
Stage #2: With sulfur trioxide In dichloromethane at 20 - 40℃; under 0 - 7500.75 Torr;
Stage #3: With potassium hydroxide In dichloromethane; water Temperature;
85%
acetoacetamido
5977-14-0

acetoacetamido

potassium acesulfame
55589-62-3

potassium acesulfame

Conditions
ConditionsYield
Yield given. Multistep reaction;
fluorosulfonyl fluoride
640723-20-2, 2699-79-8, 12769-73-2

fluorosulfonyl fluoride

methanolic KOH

methanolic KOH

acetoacetamido
5977-14-0

acetoacetamido

potassium acesulfame
55589-62-3

potassium acesulfame

Conditions
ConditionsYield
With triethylamine In acetonitrile
methanolic KOH

methanolic KOH

acetoacetamido
5977-14-0

acetoacetamido

potassium acesulfame
55589-62-3

potassium acesulfame

Conditions
ConditionsYield
With triethylamine In acetonitrile
acetosulfam
33665-90-6

acetosulfam

potassium acesulfame
55589-62-3

potassium acesulfame

Conditions
ConditionsYield
With potassium hydroxide In methanol; water at 35℃; Product distribution / selectivity;
C4H5NO4S*4O3S

C4H5NO4S*4O3S

potassium acesulfame
55589-62-3

potassium acesulfame

Conditions
ConditionsYield
Stage #1: C4H5NO4S*4O3S With water In dichloromethane at -22 - -5℃; for 0.166667h;
Stage #2: With potassium hydroxide In dichloromethane; water at 24 - 26℃; for 0.333333h;
acetosulfam
33665-90-6

acetosulfam

A

5-chloroacesulfame potassium

5-chloroacesulfame potassium

B

potassium acesulfame
55589-62-3

potassium acesulfame

Conditions
ConditionsYield
With potassium hydroxide at 25℃; for 0.333333h;
potassium acesulfame
55589-62-3

potassium acesulfame

oxybuprocaine hydrochloride
5987-82-6

oxybuprocaine hydrochloride

oxybuprocaine acesulfamate

oxybuprocaine acesulfamate

Conditions
ConditionsYield
In ethanol at 20℃;100%
N,N-diethyl-N',N'-di-n-propyl-N''-n-hexyl-N''-n-octylguanidinium chloride
1260486-47-2

N,N-diethyl-N',N'-di-n-propyl-N''-n-hexyl-N''-n-octylguanidinium chloride

potassium acesulfame
55589-62-3

potassium acesulfame

N,N-diethyl-N',N'-di-n-propyl-N''-n-hexyl-N''-n-octylguanidinium acesulfamate
1260486-62-1

N,N-diethyl-N',N'-di-n-propyl-N''-n-hexyl-N''-n-octylguanidinium acesulfamate

Conditions
ConditionsYield
In water at 60℃;99%
potassium acesulfame
55589-62-3

potassium acesulfame

epinephrine hydrochloride
55-31-2

epinephrine hydrochloride

epinephrine acesulfamate

epinephrine acesulfamate

Conditions
ConditionsYield
In acetonitrile at 50℃; for 4h; Sonication;99%
potassium acesulfame
55589-62-3

potassium acesulfame

lidocaine hydrochloride
73-78-9

lidocaine hydrochloride

2-((2,6-dimethylphenyl)amino)-N,N-diethyl-2-oxoethan-1-aminium 6-methyl-1,2,3-oxathiazin-4-olate 2,2-dioxide

2-((2,6-dimethylphenyl)amino)-N,N-diethyl-2-oxoethan-1-aminium 6-methyl-1,2,3-oxathiazin-4-olate 2,2-dioxide

Conditions
ConditionsYield
In acetonitrile at 50℃; for 4h; Sonication;98%
N,N-diethyl-N',N'-di-n-propyl-N''-n-hexyl-N''-n-decylguanidinium chloride
1260486-48-3

N,N-diethyl-N',N'-di-n-propyl-N''-n-hexyl-N''-n-decylguanidinium chloride

potassium acesulfame
55589-62-3

potassium acesulfame

N,N-diethyl-N',N'-di-n-propyl-N''-n-hexyl-N''-n-decylguanidinium acesulfamate
1260486-63-2

N,N-diethyl-N',N'-di-n-propyl-N''-n-hexyl-N''-n-decylguanidinium acesulfamate

Conditions
ConditionsYield
In water at 60℃;97%
potassium acesulfame
55589-62-3

potassium acesulfame

mepivacaine hydrochloride
1722-62-9

mepivacaine hydrochloride

mepivacaine acesulfamate

mepivacaine acesulfamate

Conditions
ConditionsYield
In acetonitrile at 50℃; for 4h; Sonication;97%
pyridin-3-ylamine
462-08-8

pyridin-3-ylamine

water
7732-18-5

water

potassium acesulfame
55589-62-3

potassium acesulfame

cobalt(II) perchlorate hexahydrate

cobalt(II) perchlorate hexahydrate

C10H20CoN4O4(2+)*2C4H4NO4S(1-)*2H2O

C10H20CoN4O4(2+)*2C4H4NO4S(1-)*2H2O

Conditions
ConditionsYield
In ethanol at 65 - 75℃; for 6h; High pressure;92%
Dodecyl-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyloxymethyl)-dimethyl-ammonium; chloride

Dodecyl-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyloxymethyl)-dimethyl-ammonium; chloride

potassium acesulfame
55589-62-3

potassium acesulfame

butyldimethyl[(1R,2S,5R)-(-)menthoxymethyl]ammonium acesulfamate

butyldimethyl[(1R,2S,5R)-(-)menthoxymethyl]ammonium acesulfamate

Conditions
ConditionsYield
In water at 20℃; for 2h;91.5%
3-hydroxy-1-pentyloxymethylpyridinium chloride
454234-72-1

3-hydroxy-1-pentyloxymethylpyridinium chloride

potassium acesulfame
55589-62-3

potassium acesulfame

3-hydroxy-1-pentyloxymethylpyridinium acesulfamate
1127350-75-7

3-hydroxy-1-pentyloxymethylpyridinium acesulfamate

Conditions
ConditionsYield
In water for 26h;91%
1-butoxymethyl-3-hydroxypyridinium chloride
454234-71-0

1-butoxymethyl-3-hydroxypyridinium chloride

potassium acesulfame
55589-62-3

potassium acesulfame

1-butoxymethyl-3-hydroxypyridinium acesulfamate
1127350-74-6

1-butoxymethyl-3-hydroxypyridinium acesulfamate

Conditions
ConditionsYield
In water for 26h;91%
3-hydroxy-1-propoxymethylpyridinium chloride
454234-70-9

3-hydroxy-1-propoxymethylpyridinium chloride

potassium acesulfame
55589-62-3

potassium acesulfame

3-hydroxy-1-propoxymethylpyridinium acesulfamate
1127350-73-5

3-hydroxy-1-propoxymethylpyridinium acesulfamate

Conditions
ConditionsYield
In water for 26h;90%
3-hydroxy-1-undecyloxymethylpyridinium chloride
454234-78-7

3-hydroxy-1-undecyloxymethylpyridinium chloride

potassium acesulfame
55589-62-3

potassium acesulfame

3-hydroxy-1-undecyloxymethylpyridinium acesulfamate
1127350-78-0

3-hydroxy-1-undecyloxymethylpyridinium acesulfamate

Conditions
ConditionsYield
In water for 26h;90%
zinc perchlorate

zinc perchlorate

potassium acesulfame
55589-62-3

potassium acesulfame

acesulfame zinc

acesulfame zinc

Conditions
ConditionsYield
In water Cooling with ice;90%
sodium tetrachloropalladate

sodium tetrachloropalladate

potassium acesulfame
55589-62-3

potassium acesulfame

dipotassium-tetrakis[6-methyl-1,2,3-oxathiazine-4(3H)-one-3-ato-2,2-dioxide]palladate(II)

dipotassium-tetrakis[6-methyl-1,2,3-oxathiazine-4(3H)-one-3-ato-2,2-dioxide]palladate(II)

Conditions
ConditionsYield
In water soln. of Na2PdCl4 and the oxathiazine-dioxide in 3 ml H2O stirred (12 h, room temp.); ppt. sucked off, washed with H2O and EtOH, dried (vac.); elem. anal.;89%
N,N-diethyl-N',N'-di-n-propyl-N'',N''-di-n-hexylguanidinium chloride
1260486-46-1

N,N-diethyl-N',N'-di-n-propyl-N'',N''-di-n-hexylguanidinium chloride

potassium acesulfame
55589-62-3

potassium acesulfame

N,N-diethyl-N',N'-di-n-propyl-N'',N''-di-n-hexyl-guanidinium acesulfamate
1260486-61-0

N,N-diethyl-N',N'-di-n-propyl-N'',N''-di-n-hexyl-guanidinium acesulfamate

Conditions
ConditionsYield
In water at 60℃;88%
potassium acesulfame
55589-62-3

potassium acesulfame

dimethyl dodecyl 3-hydroxypropyl ammonium bromide

dimethyl dodecyl 3-hydroxypropyl ammonium bromide

C17H38NO(1+)*C4H4NO4S(1-)

C17H38NO(1+)*C4H4NO4S(1-)

Conditions
ConditionsYield
In ethanol at 60℃; for 24h;88%
potassium acesulfame
55589-62-3

potassium acesulfame

N-(3-(diethoxyphosphoryl)propyl)-N,N-dimethyloctadecan-1-ammonium bromide

N-(3-(diethoxyphosphoryl)propyl)-N,N-dimethyloctadecan-1-ammonium bromide

N-(3-(diethoxyphosphoryl) propyl)-N,N-dimethyloctadecan-1-aminium-6-methyl-4-oxo-4H-1,2,3-oxathiazin-3-ide-2,2-dioxide

N-(3-(diethoxyphosphoryl) propyl)-N,N-dimethyloctadecan-1-aminium-6-methyl-4-oxo-4H-1,2,3-oxathiazin-3-ide-2,2-dioxide

Conditions
ConditionsYield
In ethanol at 60℃; for 24h;88%
potassium acesulfame
55589-62-3

potassium acesulfame

3'-nitro-2-bromoacetophenone
2227-64-7

3'-nitro-2-bromoacetophenone

6-methyl-3-[2-(3-nitrophenyl)-2-oxoethyl]-1,2,3-oxathiazin-4(3H)-one 2,2-dioxide
1621619-40-6

6-methyl-3-[2-(3-nitrophenyl)-2-oxoethyl]-1,2,3-oxathiazin-4(3H)-one 2,2-dioxide

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 80℃; for 24h; Inert atmosphere;87%
C16H36NO2(1+)*Br(1-)

C16H36NO2(1+)*Br(1-)

potassium acesulfame
55589-62-3

potassium acesulfame

dodecyl(2-(2-hydroxyethoxy)ethyl)dimethylammonium acesulfame

dodecyl(2-(2-hydroxyethoxy)ethyl)dimethylammonium acesulfame

Conditions
ConditionsYield
In methanol at 40℃; for 24h;87%
C20H44NO2(1+)*Br(1-)

C20H44NO2(1+)*Br(1-)

potassium acesulfame
55589-62-3

potassium acesulfame

hexadecyl(2-(2-hydroxyethoxy)ethyl)dimethylammonium acesulfame

hexadecyl(2-(2-hydroxyethoxy)ethyl)dimethylammonium acesulfame

Conditions
ConditionsYield
In methanol at 40℃; for 24h;86%

6-Methyl-1,2,3-oxathiazin-4(3H)-one 2,2-dioxide potassium salt Chemical Properties

The Molecular Structure of Acesulfame-k (CAS NO.55589-62-3):

Empirical Formula: C4H5KNO4S
Molecular Weight: 202.2496
Nominal Mass: 202 Da 
Melting Point: 229-232 ºC (dec.)
Storage temp: 0-6°C
Average Mass: 202.2496 Da
Monoisotopic Mass: 201.957086 Da 
Product Categories: Food & Feed ADDITIVES;K (Potassium) Compounds (excluding simple potassium salts);Classes of Metal Compounds;Typical Metal Compounds;Sweeteners;Food & Flavor Additives 
IUPAC Name: potassium 3-methyl-5,5-dioxo-4-oxa-5$l^{6}-thia-6-azanidacyclohex-2-en-1-one  
InChI
InChI=1/C4H5NO4S.K/c1-3-2-4(6)5-10(7,8)9-3;/h2H,1H3,(H,5,6);/q;+1/p-1
Smiles
S1(N=C(C=C(O1)C)[O-])(=O)=O.[K+] 
Synonyms: 1,2,3-Oxathiazin-4(3H)-one, 6-methyl-, 2,2-dioxide, potassium salt ; Acesulfam-K ; Acesulfame K ; Acesulfame potassium ; Acesulfame-potassium ; CCRIS 1032 ; EINECS 259-715-3 ; H733293 ; Hoe 095 ; Potassium 6-methyl-1,2,3-oxathiazin-4(3H)-one 2,2-dioxide ; UNII-23OV73Q5G9 ; 6-Methyl-1,2,3-oxathiazin-4(3H)-one 2,2-dioxide, potassium
salt
 Acesulfame-k (CAS NO.55589-62-3) is 180-200 times sweeter than SUCROSE (table sugar), as sweet as ASPARTAME , about half as sweet as saccharin, and one-quarter as sweet as Sucralose . It has a slightly bitter aftertaste, especially at high concentrations. Like saccharin.Acesulfame K is often blended with other sweeteners (usually Sucralose or ASPARTAME ). These blends are reputed to give a more sugar-like taste whereby each sweetener masks the other's aftertaste, and exhibits a synergistic effect by which the blend is sweeter than its components.

6-Methyl-1,2,3-oxathiazin-4(3H)-one 2,2-dioxide potassium salt Uses

 Acesulfame-k (CAS NO.55589-62-3) is stable under HEAT, even under moderately acidic or basic conditions, so it is  used in baking, or in products that require a long shelf life. In carbonated drinks, it is almost always used in conjunction with another sweetener, such as ASPARTAME or Sucralose . It is also used as a sweetener in pharmaceutical products,especially chewable and liquid medications, where it can make the active ingredients more palatable.

6-Methyl-1,2,3-oxathiazin-4(3H)-one 2,2-dioxide potassium salt Safety Profile

Risk Statements: 36/37/38 
R36/37/38: Irritating to eyes, respiratory system and skin
Safety Statements 26-36/37/39 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection
WGK Germany: 1
RTECS: RP4489165
As with aspartame,sucralose,saccharin, and other sweeteners that are sweeter than common sugars, there is concern over the safety of acesulfame potassium. Although studies of these sweeteners show varying and controversial degrees of dietary safety,USFDA (the United States Food and Drug Administration) has approved these for use as general-purpose sweetening agents. Critics of the use of acesulfame potassium say the chemical has not been studied adequately and may be carcinogenic, although these claims have been dismissed by the USFDA and by equivalent authorities in the European Union.
Based largely on animal studies,Several potential problems associated with the use of acesulfame have been raised:
1. been shown to stimulate insulin secretion in rats in a dose dependent fashion thereby possibly aggravating reactive hypoglycemia ("low blood sugar attacks").
2. no increased incidence of tumors in response to administration of acesulfame K.

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