Succindialdehyde

Succindialdehyde
Identifiers
CAS number 638-37-9
PubChem 12524
ChemSpider 12007
Jmol-3D images Image 1
Properties
Molecular formula C4H6O2
Molar mass 86.09
Appearance colourless liquid
Density 1.064 g/cm3
Boiling point

58 °C at 9 mm Hg

Solubility in water with hydration
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Succindialdehyde is an organic compound with the formula (CH2CHO)2. Typical of other dialdehyde, succindialdehyde is highly reactive. Usually, it is handled as the hydrates or methanol-derived acetal. It is a precursor to tropinone.[1] It is used as a crosslinking agent but is less widely used than the related dialdehyde glutardialdehyde.

Preparation

Succindialdehyde is generated by the oxidation of THF with chlorine followed by hydrolysis and by the hydroformylation of acrolein derivatives. The molecule tends to polymerize and is usually handled as the cycic hemiacetal, 2,5-dimethoxyltetrahydrofuran.[2]

References

  1. ^ U.S. Patent 2,710,883
  2. ^ Christian Kohlpaintner, Markus Schulte, Jürgen Falbe, Peter Lappe, Jürgen Weber "Aldehydes, Aliphatic” in Ullmann's Encyclopedia of Industrial Chemistry 2008, Wiley-VCH, Weinheim. doi: 10.1002/14356007.a01_321.pub2