Sucrose octaacetate

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

The Uses of Sucrose octaacetate

Octa-O-acetyl D-(+)-Surcose was used in studies involving human bitter taste receptor hTAS2R46.

The Uses of Sucrose octaacetate

Adhesive; impregnating and insulating papers; in lacquers and plastics; as a denaturant for alcohol.

The Uses of Sucrose octaacetate

LC-MS Analysis of Sucralose and Sucrose Octacetate on Ascentis RP-Amide

What are the applications of Application

D-(+)-Sucrose octaacetate is an analytical standard

Production Methods

Sucrose octaacetate is typically produced by chemical synthesis; one reported synthetic method is by pyridine-catalyzed acetylation of sucrose.

Preparation

May be prepared by heating sucrose, acetamide and sodium acetate; or by acetylation of sucrose using acetic anhydride, zinc chloride and acetic acid.

Definition

ChEBI: Sucrose octaacetate is a glycoside.

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.