Chemical Properties | white to creamy white powder |
Chemical Properties | Sucrose octaacetate occurs as white hygroscopic powder. It is
practically odorless with a bitter taste. |
Chemical Properties | Sucrose octaacetate is odorless with an intensly bitter flavor influenced by food acids |
Uses | LC-MS Analysis of Sucralose and Sucrose Octacetate on Ascentis RP-Amide |
Uses | Octa-O-acetyl D-(+)-Surcose was used in studies involving human bitter taste receptor hTAS2R46. |
Uses | Adhesive; impregnating and insulating papers; in lacquers and plastics; as a denaturant for alcohol. |
Production Methods | Sucrose octaacetate is typically produced by chemical synthesis; one
reported synthetic method is by pyridine-catalyzed acetylation of
sucrose. |
Definition | ChEBI: Sucrose octaacetate is a glycoside. |
Preparation | May be prepared by heating sucrose, acetamide and sodium acetate; or by acetylation of sucrose using acetic anhydride, zinc chloride and acetic acid. |
Pharmaceutical Applications | Sucrose octaacetate is used as an alcohol denaturant in pharmaceutical
formulations. It is also used as a bittering agent, and is
incorporated into preparations intended to deter nail-biting or
thumb-sucking. |
Safety Profile | Slightly toxic by ingestion andskin contact. A skin irritant. When heated todecomposition it emits acrid smoke and irritating vapors. |
Safety | Sucrose octaacetate is generally regarded as safe. It is considered
slightly hazardous in cases of skin contact (irritant), ingestion, or
inhalation.
LD50 (rabbit, skin): >5 g/kg
LD50 (rat, oral): >5 g/kg |
storage | Sucrose octaacetate is a stable material and should be stored in a
well-closed, airtight container. Store in a cool, dry place; moisture
may cause instability. |
Purification Methods | After three recrystallisations from EtOH or 95% EtOH (charcoal), the m of the octaacetate rises to 88-90o, or Et2O with m 89o and [] D +58.5o (c 2.6, EtOH). It has a bitter taste. [Linstead et al. J Am Chem Soc 62 3260 1940, Lemieux & Huber J Am Chem Soc 78 4117 1956, Beilstein 17/8 V 410.] |
Regulatory Status | GRAS listed. Approved by the FDA as both a direct and an indirect
food additive, and as a nail-biting deterrent for over-the-counter
drug products. |