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126-14-7
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???(??):
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Sucrose octaacetate
???(??):
Soa;FEMA 3038;SUCROSE OCTACETATE;Octa D;aacetate;204-772-1;bitter taste;OCTAACETYLSUCROSE;Sucrose octa actate;Sucrose octaacetate
CBNumber:
CB4296191
???:
C28H38O19
??? ??:
678.59
MOL ??:
126-14-7.mol
MSDS ??:
SDS

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???
82-85 °C(lit.)
??
D25.4 +58.5° (c = 2.56 in abs alcohol)
?? ?
260 °C(lit.)
??
1.28
FEMA
3038 | SUCROSE OCTAACETATE
???
60 ° (C=2, EtOH)
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Inert atmosphere,Room Temperature
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optical activity
[α]22/D +58.8°, c = 2.5 in ethanol
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?? ???
Merck
14,8881
BRN
79290
InChIKey
ZIJKGAXBCRWEOL-SAXBRCJISA-N
LogP
3.19
CAS ??????
126-14-7(CAS DataBase Reference)
NIST
Sucrose, octaacetate(126-14-7)
EPA
Sucrose octaacetate (126-14-7)

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??? ?? Xi
?? ???? ?? 36/37/38
????? 24/25-37/39-26
WGK ?? 2
RTECS ?? WN6620000
F ?????? 3
HS ?? 29400090
?? LD50 orally in Rabbit: 5000 mg/kg LD50 dermal Rabbit 5000 mg/kg
???? ?? KE-33203

???????????? MSDS


Sucrose octaacetate

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Sucrose octaacetate occurs as white hygroscopic powder. It is practically odorless with a bitter taste.

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

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

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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

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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.

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