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G6805

Sigma-Aldrich

Glycolaldehyde dimer

crystalline, mixture of stereoisomers. Melts between 80 and 90 °C depending on stereoisomeric composition

Synonym(s):

1,4-Dioxane-2,5-diol, 2,5-Dihydroxy-1,4-dioxane, Hydroxyacetaldehyde dimer

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About This Item

Empirical Formula (Hill Notation):
C4H8O4
CAS Number:
23147-58-2
Molecular Weight:
120.10
Beilstein/REAXYS Number:
506029
MDL number:
MFCD00012133
UNSPSC Code:
12352100
PubChem Substance ID:
24895276
NACRES:
NA.22

form

crystalline

storage temp.

2-8°C

SMILES string

OC1COC(O)CO1

InChI

1S/C4H8O4/c5-3-1-7-4(6)2-8-3/h3-6H,1-2H2

InChI key

ATFVTAOSZBVGHC-UHFFFAOYSA-N

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Application

Glycolaldehyde dimer may be used in the synthesis of 3,4-diaza-2-hexene-1,6-diol, which can undergo hydrogenation to form 1,2-bis(2-hydroxyethyl)hydrazine. It undergoes cycloaddition with 2,3-dihydrofuran in the presence of a chiral catalyst to form fused bicyclic tetrahydrofuran (bis-THF) alcohol, a key moiety of HIV protease inhibitors.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Hydroxyacetone contains ≤500 ppm sodium carbonate as stabilizer, technical grade, 90%

Sigma-Aldrich

138185

Hydroxyacetone

Efficient Synthesis of (3 R, 3a S, 6a R)-Hexahydrofuro [2, 3-b] furan-3-ol from Glycolaldehyde.
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1, 2-bis (2-hydroxyethyl) hydrazine and derivatives.
Nielsen AT
The Journal of Organic Chemistry, 42(17), 2900-2902 (1977)
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Derivatization techniques based on α-effect amines and H+ catalysis are commonly used for the measurement of carbonyl compounds (CCs), whether in environmental, food, or biological samples. Here, we investigated the potential of aniline-based catalysts to improve derivatization rates of selected
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