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31460

1,2:5,6-Di-O-isopropylidene-α-D-glucofuranose

Name: 1,2:5,6-Di-<I>O</I>-isopropylidene-α-<SC>D</SC>-glucofuranose
Brand: ALDRICH

purum, ≥98.0% (TLC)

Synonym(s):

D-Glucose diacetonide, Diacetone-D-glucose

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About This Item

Empirical Formula (Hill Notation):

C₁₂H₂₀O₆

CAS Number:

582-52-5

Molecular Weight:

260.28

UNSPSC Code:

12352201

NACRES:

NA.22

PubChem Substance ID:

57648572

EC Number:

209-486-0

Beilstein/REAXYS Number:

84386

MDL number:

MFCD00005544

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Properties

grade

purum

Quality Segment

100

assay

≥98.0% (TLC)

optical activity

[α]20/D −11.5±1°, c = 5% in ethanol

mp

110-111 °C (lit.)

SMILES string

CC1(C)OC[C@@H](O1)[C@H]2O[C@@H]3OC(C)(C)O[C@@H]3[C@H]2O

InChI

1S/C12H20O6/c1-11(2)14-5-6(16-11)8-7(13)9-10(15-8)18-12(3,4)17-9/h6-10,13H,5H2,1-4H3/t6-,7+,8-,9-,10-/m1/s1

InChI key

KEJGAYKWRDILTF-JDDHQFAOSA-N

Description

Other Notes

Important protected derivative of glucose; the 3-OH group can be directly manipulated, the 5,6-O-isopropylidene protection is selectively cleavable; oxidation and reduction of the 3-OH leads to an allofuranose derivative; review

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Storage Class

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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