Sucrose octaacetate

Sucrose octaacetate Basic information
Product Name:Sucrose octaacetate
Synonyms:OCTA-O-ACETYL D-(+)-SACCHAROSE;OCTA-O-ACETYL D-(+)-SUCROSE;Sucrose octa actate;SUCROSE OCTAACETATE 97+%;OCTAACETYL SUCROSE(SACCHAROSE OCTAACETATE);D-SucroseOctoacetate,>99%;D-SucroseOctoacetate;SUCROSEOCTAACETATE,NF
CAS:126-14-7
MF:C28H38O19
MW:678.59
EINECS:204-772-1
Product Categories:Biochemistry;Disaccharides;O-Substituted Sugars;Sugars;126-14-7
Mol File:126-14-7.mol
Sucrose octaacetate Structure
Sucrose octaacetate Chemical Properties
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
refractive index 60 ° (C=2, EtOH)
FEMA 3038 | SUCROSE OCTAACETATE
storage temp. Inert atmosphere,Room Temperature
solubility Chloroform (Slightly), Ethanol (Slightly), Methanol (Slightly)
form Powder
color White to creamy white
Odorodorless
Odor Typeodorless
optical activity[α]22/D +58.8°, c = 2.5 in ethanol
Water Solubility SLIGHTLY SOLUBLE
Merck 14,8881
BRN 79290
InChIKeyZIJKGAXBCRWEOL-SAXBRCJISA-N
LogP3.19
CAS DataBase Reference126-14-7(CAS DataBase Reference)
NIST Chemistry ReferenceSucrose, octaacetate(126-14-7)
EPA Substance Registry SystemSucrose octaacetate (126-14-7)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 24/25-37/39-26
WGK Germany 2
RTECS WN6620000
3
HS Code 29400090
ToxicityLD50 orally in Rabbit: 5000 mg/kg LD50 dermal Rabbit 5000 mg/kg
MSDS Information
ProviderLanguage
Sucrose octaacetate English
SigmaAldrich English
ACROS English
Sucrose octaacetate Usage And Synthesis
Chemical Propertieswhite to creamy white powder
Chemical PropertiesSucrose octaacetate occurs as white hygroscopic powder. It is practically odorless with a bitter taste.
Chemical PropertiesSucrose octaacetate is odorless with an intensly bitter flavor influenced by food acids
UsesLC-MS Analysis of Sucralose and Sucrose Octacetate on Ascentis RP-Amide
UsesOcta-O-acetyl D-(+)-Surcose was used in studies involving human bitter taste receptor hTAS2R46.
UsesAdhesive; impregnating and insulating papers; in lacquers and plastics; as a denaturant for alcohol.
Production MethodsSucrose octaacetate is typically produced by chemical synthesis; one reported synthetic method is by pyridine-catalyzed acetylation of sucrose.
DefinitionChEBI: Sucrose octaacetate is a glycoside.
PreparationMay be prepared by heating sucrose, acetamide and sodium acetate; or by acetylation of sucrose using acetic anhydride, zinc chloride and acetic acid.
Pharmaceutical ApplicationsSucrose 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 ProfileSlightly toxic by ingestion andskin contact. A skin irritant. When heated todecomposition it emits acrid smoke and irritating vapors.
SafetySucrose 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

storageSucrose 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 MethodsAfter 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 StatusGRAS 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.
Sucrose octaacetate Preparation Products And Raw materials
Sucrose acetate isobutyrate Sucrose Acetylspiramycin Dimethylbenzylcarbinyl acetate INDOPHENOL ACETATE Acetylcholine Acetaminophen ACETAMINOPHENOL BP/USP POLY(VINYL ACETATE) Sucrose octaacetate Acetylsalicylic acid SUCROSE ACETATE ISOBUTYRATE Sucrose fatty acid esters Ethylene glycol monoethyl ether acetate Triacetin Ethylene glycol diacetate Tocopherol Sucralose

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