Skip to Content
Merck
All Photos(1)

Documents

31460

Sigma-Aldrich

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

purum, ≥98.0% (TLC)

Synonym(s):

D-Glucose diacetonide, Diacetone-D-glucose

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C12H20O6
CAS Number:
582-52-5
Molecular Weight:
260.28
Beilstein:
84386
EC Number:
209-486-0
MDL number:
MFCD00005544
UNSPSC Code:
12352201
PubChem Substance ID:
57648572
NACRES:
NA.22

grade

purum

Quality Level

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

Looking for similar products? Visit Product Comparison Guide

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

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

S. Iacono et al.
Organic Syntheses, 64, 57-57 (1986)
Yoon-Suk Kang et al.
Infection and immunity, 87(8) (2019-06-05)
Brucella is an intracellular bacterial pathogen that causes chronic systemic infection in domesticated livestock and poses a zoonotic infectious risk to humans. The virulence of Brucella is critically dependent on its ability to replicate and survive within host macrophages. Brucella
Z Huang et al.
Methods in molecular biology (Clifton, N.J.), 20, 315-353 (1993-01-01)
Two sets of experimental protocols are given for the synthesis of 3',5'-bis-homodeoxyribonucleosides, building blocks for the synthesis of oligodeoxynucleotide analogs where the -O-PO2-O- groups are replaced by -CH2-S-CH2-, -CH2-SO-CH2-, and -CH2-SO2-CH2- units. Conditions are presented for joining these building blocks
A. Vasella et al.
Modern Synthetic Methods, 2, 173-173 (1980)
Leonardo Guimarães de Oliveira et al.
Meat science, 155, 50-60 (2019-05-11)
The aim of this study was to determine the extent to which calpastatin (CASN) variants (based on two chromatographic peaks; CASN-P1 and CASN-P2) explain variation in μ-calpain autolysis, protein degradation, and changes in the sarcoplasmic proteome observed during postmortem aging
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service