Skip to Content
MilliporeSigma
All Photos(2)

Documents

479047

Sigma-Aldrich

2,2-Dimethoxyacetaldehyde solution

60 wt. % in H2O

Synonym(s):

Glyoxal 1-(dimethyl acetal), Glyoxal dimethyl acetal

Sign Into View Organizational & Contract Pricing
All Photos(2)

About This Item

Linear Formula:
(CH3O)2CHCHO
CAS Number:
51673-84-8
Molecular Weight:
104.10
Beilstein:
1850744
EC Number:
421-890-0
MDL number:
MFCD00134410
UNSPSC Code:
12352100
PubChem Substance ID:
24871595
NACRES:
NA.22

concentration

60 wt. % in H2O

refractive index

n20/D 1.414

bp

100 °C

density

1.15 g/mL at 25 °C

storage temp.

2-8°C

SMILES string

[H]C(=O)C(OC)OC

InChI

1S/C4H8O3/c1-6-4(3-5)7-2/h3-4H,1-2H3

InChI key

OGFKTAMJLKHRAZ-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

General description

This product is a 60wt% solution of 2,2-dimethoxyacetaldehyde (glyoxal dimethyl acetal) in water. The aldol condensation of 2,2-dimethoxyacetaldehyde with acetoacetic ester in the absence of the catalyst and solvent has been reported. It participates in the synthesis of isoxazoline vinyl ester pseudopeptides and tetrahydro-β-carboline derivatives of barbituric acid analogs.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H317

Hazard Classifications

Skin Sens. 1

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

169.0 °F

Flash Point(C)

76.1 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Catalyst-Free Aldol Additions of 1,3-Dicarbonyl Compounds.
Rohr K and Mahrwald R.
Advanced Synthesis & Catalysis, 350(18), 2877-2880 (2008)
Design and synthesis of Pictet-Spengler condensation products that exhibit oncogenic-RAS synthetic lethality and induce non-apoptotic cell death.
Skouta R, et al.
Bioorganic & Medicinal Chemistry Letters, 22(17), 5707-5713 (2012)
Synthesis and activity of isoxazoline vinyl ester pseudopeptides as proteasome inhibitors.
Marastoni M, et al.
Journal of Peptide Science, 20(4), 258-265 (2014)
Paolo Ziosi et al.
ChemSusChem, 11(13), 2202-2210 (2018-05-16)
A new process for the synthesis of hydroxytyrosol (3,4-dihydroxyphenylethanol), the most powerful natural antioxidant currently known, by means of a two-step approach is reported. Catechol is first reacted with 2,2-dimethoxyacetaldehyde in basic aqueous medium to produce the corresponding mandelic derivative

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service