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G6805

Glycolaldehyde dimer

Name: Glycolaldehyde dimer
Brand: ALDRICH

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:

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 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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1, 2-bis (2-hydroxyethyl) hydrazine and derivatives.

Nielsen AT

The Journal of Organic Chemistry, 42(17), 2900-2902 (1977)

Macrocarquinoids A-C, new meroterpenoids from Sargassum macrocarpum.

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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)

Aniline-based catalysts as promising tools to improve analysis of carbonyl compounds through derivatization techniques: preliminary results using dansylacetamidooxyamine derivatization and LC-fluorescence.

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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

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