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D107204

Sigma-Aldrich

1,3-Dihydroxyacetone dimer

97%

Synonym(s):

2,5-Dihydroxydioxane-2,5-dimethanol

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About This Item

Empirical Formula (Hill Notation):
C6H12O6
CAS Number:
26776-70-5
Molecular Weight:
180.16
Beilstein:
112910
MDL number:
MFCD00051019
UNSPSC Code:
12352100
PubChem Substance ID:
24893342
NACRES:
NA.22

Assay

97%

form

powder

mp

75-80 °C (lit.)

storage temp.

2-8°C

SMILES string

OCC1(O)COC(O)(CO)CO1

InChI

1S/C6H12O6/c7-1-5(9)3-12-6(10,2-8)4-11-5/h7-10H,1-4H2

InChI key

KEQUNHIAUQQPAC-UHFFFAOYSA-N

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Application

1,3-Dihydroxyacetone dimer can be used as a precursor to synthesize:
  • Nitric acid esters such as 1,3-dinitratoacetone and 2,5-bis(nitratomethyl-2,5-nitrato)-1,4-dioxane.
  • Lactic acid in the presence of aluminum salts as catalysts.
  • Phosphorus doped carbon quantum dots which can be used as fluorescence labels for fingerprints imaging.
  • 1-Methyl-5-hydroxymethylimidazole scaffolds.

Substrate for galactose oxidase.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

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’.

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New substrate for galactose oxidase.
G T Zancan et al.
Biochimica et biophysica acta, 198(1), 146-147 (1970-01-14)
The Reagent-depending Nitration of 1, 3-Dihydroxyacetone Dimer.
Hermann TS.
Zeitschrift fur Anorganische und Allgemeine Chemie, 643(2), 149-151 (2017)
New Imidazole-Based Tripodal Ligands as CuB Site Mimics of Cytochrome c Oxidase.
Collman JP.
The Journal of Organic Chemistry, 66(24), 8252-8256 (2001)
Takayuki Shiraki et al.
Nutrition & metabolism, 8, 20-20 (2011-04-08)
Glycated albumin (GA) is an Amadori product used as a marker of hyperglycemia. In this study, we investigated the effect of GA on insulin secretion from pancreatic β cells. Islets were collected from male Wistar rats by collagenase digestion. Insulin
Dihydroxyacetone conversion into lactic acid in an aqueous medium in the presence of metal salts: influence of the ionic thermodynamic equilibrium on the reaction performance.
Jolimaitre E, et al.
Catalysis Science & Technology, 8(5), 1349-1356 (2018)
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