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G6805

Sigma-Aldrich

Glycolaldehyde dimer

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

Sinonimo/i:

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

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About This Item

Formula empirica (notazione di Hill):
C4H8O4
Numero CAS:
23147-58-2
Peso molecolare:
120.10
Beilstein:
506029
Numero MDL:
MFCD00012133
Codice UNSPSC:
12352100
ID PubChem:
24895276
NACRES:
NA.22

Livello qualitativo

200

Stato

crystalline

Temperatura di conservazione

2-8°C

Stringa SMILE

OC1COC(O)CO1

InChI

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

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Applicazioni

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.

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)

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Certificati d'analisi (COA)

Lot/Batch Number
STBK8395
STBK5550
STBK0709
STBG0623V
STBD6448V

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

Sigma-Aldrich

138185

Hydroxyacetone

1, 2-bis (2-hydroxyethyl) hydrazine and derivatives.
Nielsen AT
The Journal of Organic Chemistry, 42(17), 2900-2902 (1977)
Hiromi Niwa et al.
Journal of natural medicines, 75(1), 194-200 (2020-09-26)
The production and accumulation of advanced glycation end products (AGEs) have been implicated in diabetes and diabetic complication. This study was conducted as a search for an AGE inhibitor from brown alga, Sargassum macrocarpum. Separation and purification were performed using
Efficient Synthesis of (3 R, 3a S, 6a R)-Hexahydrofuro [2, 3-b] furan-3-ol from Glycolaldehyde.
Canoy WL
Organic Letters, 10(6), 1103-1106 (2008)
Stéphan Houdier et al.
Analytical and bioanalytical chemistry, 410(27), 7031-7042 (2018-08-11)
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
Qiying Liu et al.
ChemSusChem, 12(17), 3977-3987 (2019-06-22)
Ethanol is an important bulk chemical with diverse applications. Biomass-derived ethanol is traditionally produced by fermentation. Direct cellulose conversion to ethanol by chemocatalysis is particularly promising but remains a great challenge. Herein, a one-pot hydrogenolysis of cellulose into ethanol was
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