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

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Name

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

EINECS 259-715-3
CAS No. 55589-62-3 Density 1.512g/cm3
PSA 68.82000 LogP 0.47680
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 N/A 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 N/A
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;

Article Data 14

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

99911-48-5

Triethylammoniumsalz der Acetoacetamid-N-sulfonsaeure

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℃;
674-82-8

4-methyleneoxetan-2-one

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%
5977-14-0

acetoacetamido

55589-62-3

potassium acesulfame

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

fluorosulfonyl fluoride

methanolic KOH

methanolic KOH

5977-14-0

acetoacetamido

55589-62-3

potassium acesulfame

Conditions
ConditionsYield
With triethylamine In acetonitrile
methanolic KOH

methanolic KOH

5977-14-0

acetoacetamido

55589-62-3

potassium acesulfame

Conditions
ConditionsYield
With triethylamine In acetonitrile
33665-90-6

acetosulfam

55589-62-3

potassium acesulfame

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

C4H5NO4S*4O3S

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;
33665-90-6

acetosulfam

A

5-chloroacesulfame potassium

B

55589-62-3

potassium acesulfame

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

potassium acesulfame

5987-82-6

oxybuprocaine hydrochloride

oxybuprocaine acesulfamate

Conditions
ConditionsYield
In ethanol at 20℃;100%
1260486-47-2

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

55589-62-3

potassium acesulfame

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%

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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