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Merck
CN

252603

D-(+)-Sucrose octaacetate

98%

Synonym(s):

Octa-O-acetylsucrose, SOA, Sucrose octaacetate

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About This Item

Empirical Formula (Hill Notation):
C28H38O19
CAS Number:
126-14-7
Molecular Weight:
678.59
UNSPSC Code:
12352108
NACRES:
NA.22
PubChem Substance ID:
24855224
EC Number:
204-772-1
Beilstein/REAXYS Number:
79290
MDL number:
MFCD00006623

Key Documents

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Product Name

D-(+)-Sucrose octaacetate, 98%

InChI key

ZIJKGAXBCRWEOL-SAXBRCJISA-N

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

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

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.)

Quality Level

200

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Application

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

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

涉药品监管产品
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Certificates of Analysis (COA)

Lot/Batch Number
SHBR4641
SHBR2749
SHBP5768
SHBN9424
SHBN6435

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Regioselective enzymatic deacetylation of sucrose octaacetate in organic solvents.
Palmer D C and Terradas F
Tetrahedron Letters, 35(11), 1673-1676 (1994)
Synthesis of polyaniline nanostructures via soft template of sucrose octaacetate.
Qiu H, et al.
Synt. Metals, 160(11-12), 1179-1183 (2010)
{Human taste thresholds for sucrose octaacetate.
Boughter Jr J D and Whitney G
Chemical Senses, 18(4), 445-448 (1993)
Sucrose octaacetate tasting in a heterogeneous population of CFW mice.
Gannon K S and Whitney G
Behavior Genetics, 19(3), 417-431 (1989)
Sucrose octaacetate-taster mice have more vallate taste buds than non-tasters .
Miller Jr I J and Whitney G
Neuroscience Letters, 100(1-3) (1989)
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