Sucrose octaacetate

Sucrose octaacetate

Names
IUPAC name Acetic acid [(2S,3S,4R,5R)-4-acetoxy-2,5-bis(acetoxymethyl)-2-[ [(2R,3R,4S,5R,6R)-3,4,5-triacetoxy-6- (acetoxymethyl)-2-tetrahydropyranyl]oxy]-3-tetrahydrofuranyl] ester
Identifiers
CAS Registry Number	126-14-7 Y
Jmol-3D images	Image
PubChem	31340
SMILES CC(=O)OC[C@@H]1[C@H]([C@@H]([C@H]([C@H](O1)O[C@]2([C@H]([C@@H]([C@H](O2)COC(=O)C)OC(=O)C)OC(=O)C)COC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C
Properties
Chemical formula	C28H38O19
Molar mass	678.59 g/mol
Appearance	needles
Density	1.27 g/cm3 at 16 °C
Melting point	86.5 °C (187.7 °F; 359.6 K)
Boiling point	250 °C (482 °F; 523 K) at 1 mmHg
Solubility in water	slightly soluble in water
Solubility	soluble in ethanol, diethyl ether, acetone, benzene, chloroform[1]
Except where noted otherwise, data is given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
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Infobox references

Sucrose octaacetate is an acetylated derivative of sucrose. It is used commercially and industrially in a variety of applications. It is used as an inert ingredient in pesticides and herbicides. As of December 2005, sucrose octaacetate was determined by the EPA to be usable as an inert ingredient in pesticides due to its low toxicity.^[2]

Sucrose octaacetate has been approved by the FDA as a food additive. It has a bitter taste which has led to its use as bitterant and an aversive agent. The chemical has also been used to determine tasters from non-tasters in mice.^[3]

References