Sucrose octaacetate
Synonym(s):Sucrose octaacetate;SOA;D -(+)-Sucrose octaacetate;D-(+)-Saccharose octaacetate;Octa-O-acetylsucrose
- CAS NO.:126-14-7
- Empirical Formula: C28H38O19
- Molecular Weight: 678.59
- MDL number: MFCD00006623
- EINECS: 204-772-1
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-11-12 15:22:20
What is 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.
Properties of Sucrose octaacetate
Melting point: | 82-85 °C(lit.) |
Boiling point: | 260 °C(lit.) |
alpha | D25.4 +58.5° (c = 2.56 in abs alcohol) |
Density | 1.28 |
FEMA | 3038 | SUCROSE OCTAACETATE |
refractive index | 60 ° (C=2, EtOH) |
storage temp. | Inert atmosphere,Room Temperature |
solubility | Chloroform (Slightly), Ethanol (Slightly), Methanol (Slightly) |
form | Powder |
color | White to creamy white |
Odor | odorless |
optical activity | [α]22/D +58.8°, c = 2.5 in ethanol |
Water Solubility | SLIGHTLY SOLUBLE |
Merck | 14,8881 |
BRN | 79290 |
CAS DataBase Reference | 126-14-7(CAS DataBase Reference) |
NIST Chemistry Reference | Sucrose, octaacetate(126-14-7) |
EPA Substance Registry System | Sucrose octaacetate (126-14-7) |
Safety information for Sucrose octaacetate
Computed Descriptors for Sucrose octaacetate
InChIKey | ZIJKGAXBCRWEOL-SAXBRCJISA-N |
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