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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:
Molecular Weight:
180.16
Beilstein:
112910
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

97%

form

powder

mp

75-80 °C (lit.)

storage temp.

−20°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

Signal Word

Warning

Hazard Statements

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

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P-doped carbon nano-powders for fingerprint imaging.
Algarra M, et al.
Talanta, 194(5), 150-157 (2019)
Ana Vrsalović Presečki et al.
Bioprocess and biosystems engineering, 41(6), 793-802 (2018-02-22)
The stereoselective three-enzyme cascade for the one-pot synthesis of (1S,2S)-1-phenylpropane-1,2-diol ((1S,2S)-1-PPD) from inexpensive starting substrates, benzaldehyde and acetaldehyde, was explored. By coupling stereoselective carboligation catalyzed by benzoylformate decarboxylase (BFD), L-selective reduction of a carbonyl group with alcohol dehydrogenase from Lactobacillus
The Reagent-depending Nitration of 1, 3-Dihydroxyacetone Dimer.
Hermann TS.
Zeitschrift fur Anorganische und Allgemeine Chemie, 643(2), 149-151 (2017)
New substrate for galactose oxidase.
G T Zancan et al.
Biochimica et biophysica acta, 198(1), 146-147 (1970-01-14)
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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