Sucrose octaacetate

{{chembox | Watchedfields = changed | verifiedrevid = 441320670 | ImageFile =Sucrose octaacetate.png | ImageSize = | IUPACName = 1,3,4,5-Tetra-O-acetyl-β-D-fructofuranosyl 2,3,4,6-tetra-O-acetyl-α-D-glucopyranoside | SystematicName = 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 | OtherNames = |Section1=!Identifiers |-

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CAS Number

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126-14-7^Y

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3D model (JSmol)

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Interactive image

|- | ECHA InfoCard | 100.004.339 |-

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PubChem CID

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31340

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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

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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 |-

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Solubility in water

| slightly soluble in water |- | Solubility | soluble in ethanol, diethyl ether, acetone, benzene, chloroform^[1] |- |Section3= }}

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

↑ Lide, David R. (1998), Handbook of Chemistry and Physics (87 ed.), Boca Raton, Florida: CRC Press, pp. 3–506, ISBN 0-8493-0594-2
↑ Inert Reassessment: Sucrose Octaacetate (CAS Reg. No. 126-14-7)
↑ Intermediate sucrose octa-acetate sensitivity suggests a third allele at mouse bitter taste locus Soa and Soa-Rua identity - Harder et al. 17 (4): 391 - Chemical Senses

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[hand-1] Lide, David R. (1998), Handbook of Chemistry and Physics (87 ed.), Boca Raton, Florida: CRC Press, pp. 3–506, ISBN 0-8493-0594-2

[2] Inert Reassessment: Sucrose Octaacetate (CAS Reg. No. 126-14-7)

[3] Intermediate sucrose octa-acetate sensitivity suggests a third allele at mouse bitter taste locus Soa and Soa-Rua identity - Harder et al. 17 (4): 391 - Chemical Senses