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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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1 G
MXP 2,002.00
5 G
MXP 7,009.00

MXP 2,002.00

Estimated to ship onMay 14, 2025

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1 G
MXP 2,002.00
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MXP 7,009.00

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

MXP 2,002.00

Estimated to ship onMay 14, 2025

Request a Bulk Order

Quality Level

200

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.[1] 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.[2]

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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Certificates of Analysis (COA)

Lot/Batch Number
SDBB1579
STBL2989
STBL1295
STBK8395
STBK5550

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L-Lactaldehyde solution 1 M in H2O

Sigma-Aldrich

47014

L-Lactaldehyde solution

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

Sigma-Aldrich

138185

Hydroxyacetone

Sander De Bruyne et al.
Journal of clinical medicine, 9(9) (2020-09-10)
Age-related macular degeneration is the leading cause of blindness in the developed world. Since advanced glycation end products (AGEs) are implicated in the pathogenesis of AMD through various lines of evidence, we investigated the potential of fructosamine-3-kinase (FN3K) in the
1, 2-bis (2-hydroxyethyl) hydrazine and derivatives.
Nielsen AT
The Journal of Organic Chemistry, 42(17), 2900-2902 (1977)
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)
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
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
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Questions

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    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  3. What kind of purity does this product have?

    1 answer

    1. The purity of this product is not determined on a lot-to-lot basis. However, historical data indicates purities of greater than 95%.

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