Sucralose

Sucralose[1]
Names
IUPAC name
1,6-Dichloro-1,6-dideoxy-β-D-fructofuranosyl 4-chloro-4-deoxy-α-D-galactopyranoside
Systematic IUPAC name
(2R,3R,4R,5R,6R)-2-{[(2R,3S,4S,5S)-2,5-Bis(chloromethyl)-3,4-dihydroxyoxolan-2-yl]oxy}-5-chloro-6-(hydroxymethyl)oxane-3,4-diol
Other names
  • 1′,4,6′-Trichlorogalactosucrose
  • Trichlorosucrose
  • E955
  • 4,1′,6′-Trichloro-4,1′,6′-trideoxygalactosucrose
  • TGS
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.054.484
EC Number
  • 259-952-2
E number E955 (glazing agents, ...)
KEGG
UNII
CompTox Dashboard (EPA)
  • InChI=1S/C12H19Cl3O8/c13-1-4-7(17)10(20)12(3-14,22-4)23-11-9(19)8(18)6(15)5(2-16)21-11/h4-11,16-20H,1-3H2/t4-,5-,6+,7-,8+,9-,10+,11-,12+/m1/s1 Y
    Key: BAQAVOSOZGMPRM-QBMZZYIRSA-N Y
  • InChI=1/C12H19Cl3O8/c13-1-4-7(17)10(20)12(3-14,22-4)23-11-9(19)8(18)6(15)5(2-16)21-11/h4-11,16-20H,1-3H2/t4-,5-,6+,7-,8+,9-,10+,11-,12+/m1/s1
    Key: BAQAVOSOZGMPRM-QBMZZYIRBF
SMILES
  • Cl[C@H]2[C@H](O[C@H](O[C@@]1(O[C@@H]([C@@H](O)[C@@H]1O)CCl)CCl)[C@H](O)[C@H]2O)CO
Properties
C12H19Cl3O8
Molar mass 397.63 g·mol−1
Appearance Off-white to white powder
Odor Odorless
Density 1.69 g/cm3
Melting point 125 °C (257 °F; 398 K)
283 g/L (20 °C)
Acidity (pKa) 12.52±0.70
Hazards
NFPA 704 (fire diamond)
1
1
0
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Y verify (what is YN ?)
Infobox references

Sucralose is an artificial sweetener and sugar substitute. In the European Union, it is also known under the E number E955. It is produced by chlorination of sucrose, selectively replacing three of the hydroxy groups—in the C1 and C6 positions of the fructose portion and the C4 position of the glucose portion—to give a 1,6-dichloro-1,6-dideoxyfructose–4-chloro-4-deoxygalactose disaccharide. Sucralose is about 600 times sweeter than sucrose (table sugar),[2][3] 3 times as sweet as both aspartame and acesulfame potassium, and 2 times as sweet as sodium saccharin.[2]

The commercial success of sucralose-based products stems from its favorable comparison to other low-calorie sweeteners in terms of taste, stability, and safety.[2][4]

  1. ^ Merck Index, 11th Edition, 8854.
  2. ^ a b c "Aspartame and Other Sweeteners in Food". US Food and Drug Administration. 25 September 2024. Archived from the original on 1 June 2023. Retrieved 17 November 2024.
  3. ^ Friedman MA (3 April 1998). "Food Additives Permitted for Direct Addition to Food for Human Consumption; Sucralose" (PDF). Federal Register: 21 CFR Part 172, Docket No. 87F-0086. Lead Deputy Commissioner for the FDA
  4. ^ "A Report on Sucralose from the Food Sanitation Council". The Japan Food Chemical Research Foundation. Archived from the original on 15 October 2012.