Merck
  • 252603
All Photos(3)

252603

Sigma-Aldrich

D-(+)-Sucrose octaacetate

98%

Synonym(s):
Octa-O-acetylsucrose, SOA, Sucrose octaacetate
Empirical Formula (Hill Notation):
C28H38O19
CAS Number:
Molecular Weight:
678.59
Beilstein:
79290
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

98%

form

powder

optical activity

[α]22/D +58.8°, c = 2.5 in ethanol

bp

260 °C (lit.)

mp

82-85 °C (lit.)

SMILES string

CC(=O)OC[C@H]1O[C@H](O[C@]2(COC(C)=O)O[C@H](COC(C)=O)[C@@H](OC(C)=O)[C@@H]2OC(C)=O)[C@H](OC(C)=O)[C@@H](OC(C)=O)[C@@H]1OC(C)=O

InChI

1S/C28H38O19/c1-12(29)37-9-20-22(40-15(4)32)24(42-17(6)34)25(43-18(7)35)27(45-20)47-28(11-39-14(3)31)26(44-19(8)36)23(41-16(5)33)21(46-28)10-38-13(2)30/h20-27H,9-11H2,1-8H3/t20-,21-,22-,23-,24+,25-,26+,27-,28+/m1/s1

InChI key

ZIJKGAXBCRWEOL-SAXBRCJISA-N

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D-(+)-Sucrose octaacetate

assay

98%

assay

-

assay

-

assay

≥98.0% (TLC)

form

powder

form

-

form

-

form

-

mp

82-85 °C (lit.)

mp

150-152 °C (lit.)

mp

150-152 °C (lit.)

mp

82-85 °C (lit.)

Quality Level

200

Quality Level

100

Quality Level

100

Quality Level

100

optical activity

[α]22/D +58.8°, c = 2.5 in ethanol

optical activity

-

optical activity

-

optical activity

[α]/D 58±3°, c = 2.5 in ethanol

bp

260 °C (lit.)

bp

-

bp

-

bp

260 °C (lit.)

Application

Sucrose octaacetate (SOA) is a bitter-tasting acetylated sugar that is commonly used to study gustatory sensitivity in mice.
  • SOA can undergo partial deacetylation by lipases or proteases to form analogs, which are useful intermediates for synthesizing artificial sweeteners.
  • It can also be used as an in situ seed and a soft template to synthesize polyaniline (PANI) nanofibers under acidic conditions by the oxidative polymerization of aniline using ammonium peroxydisulfate (APS) as an oxidizing agent.

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

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Certificate of Origin

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