Sucrose octaacetate

Structural formula
General
Surname	Sucrose octaacetate
other names	D - (+) - sucrose octaacetate; Octaacetyl sucrose; 1,3,4,6- tetra- O -acetylhex-2-ulofuranosyl;
Molecular formula	C 28 H 38 O 19
Brief description	beige solid
External identifiers / databases
EC number	204-772-1
ECHA InfoCard	100.004.339
PubChem	31340
Wikidata	Q410482
properties
Molar mass	678.60 g · mol -1
Physical state	firmly
Melting point	82-85 ° C
boiling point	260 ° C
solubility	almost insoluble in water; soluble in ethanol, diethyl ether, acetone, benzene and chloroform;
safety instructions
GHS labeling of hazardous substances	no GHS pictograms
	no GHS pictograms
H and P phrases	H: no H-phrases
	P: no P-phrases
Toxicological data	> 5,000 mg kg −1 ( LD 50 , rat , oral )
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Sucrose octaacetate is a non-toxic chemical compound from the group of derivatives of sucrose , which tastes extremely bitter.

properties

Sucrose octaacetate is a hygroscopic, colorless to beige-colored solid that is insoluble in water. It decomposes above 285 ° C.

Manufacturing

Sucrose octaacetate can be made from sucrose in two ways: either by heating a solution of sucrose with acetamide and sodium acetate, or by acetylating sucrose with acetic acid and acetic anhydride in the presence of zinc chloride .

use

Sucrose octaacetate is due to the bitter taste to spoil of industrial alcohol used. For the same reason, the compound is often added to insecticides , paper (drives away mice, among other things) and plastics (children's toys) to prevent any other damage or poisoning. In medicine it is used in children and adults to treat fingernail biting and the like. used.

Web links

Patent US7452694 : T2R, a novel family of taste receptors. Published on November 18, 2008 , Inventors: Charles S. Zuker, John Elliot Adler, Mark Hoon, Nick Ryba, Ken Mueller. ‌

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g Data sheet D - (+) - Sucrose octaacetate, 98% from Sigma-Aldrich , accessed on December 1, 2019 ( PDF ).
↑ ^a ^b Entry Sucrose octaacetate at Chemicalland21.com, accessed December 9, 2015.
↑ David R. Lide (Ed.): CRC Handbook of Chemistry and Physics . 90th edition. (Internet version: 2010), CRC Press / Taylor and Francis, Boca Raton, FL, Physical Constants of Organic Compounds, pp. 3-464.
↑ ^a ^b Data sheet D - (+) - sucrose octaacetate (PDF) from Merck , accessed on December 5, 2016.
↑ GA Burdock: Fenaroli's Handbook of flavor ingredients. 4th edition, CRC press 2002, ISBN 978-0-8493-0946-5 .

[sigma-1] ↑ ^a ^b ^c ^d ^e ^f ^g Data sheet D - (+) - Sucrose octaacetate, 98% from Sigma-Aldrich , accessed on December 1, 2019 ( PDF ).

[Chemicalland-2] Entry Sucrose octaacetate at Chemicalland21.com, accessed December 9, 2015.

[3] David R. Lide (Ed.): CRC Handbook of Chemistry and Physics . 90th edition. (Internet version: 2010), CRC Press / Taylor and Francis, Boca Raton, FL, Physical Constants of Organic Compounds, pp. 3-464.

[merck-4] Data sheet D - (+) - sucrose octaacetate (PDF) from Merck , accessed on December 5, 2016.

[Fenarolis-5] GA Burdock: Fenaroli's Handbook of flavor ingredients. 4th edition, CRC press 2002, ISBN 978-0-8493-0946-5 .