Glutaconaldehyde

Glutaconaldehyde
	File:Glutaconaldehyde.png
Names
	Preferred IUPAC name (2E,4E)-5-Hydroxypenta-2,4-dienal
	Other names Glutacondialdehyde; Glutaconic aldehyde; Glutaconic dialdehyde; Pentenedial
Identifiers
CAS Number	821-42-1 check;
3D model (JSmol)	Interactive image;
ChemSpider	4779496 check;
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PubChem CID	6011936;
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	InChI InChI=1S/C5H6O2/c6-4-2-1-3-5-7/h1-6H/b3-1+,4-2+ check Key: WFSXUTWNNVIIIG-ZPUQHVIOSA-N check; InChI=1/C5H6O2/c6-4-2-1-3-5-7/h1-6H/b3-1+,4-2+ Key: WFSXUTWNNVIIIG-ZPUQHVIOBI;
	SMILES O=C\C=C\C=C\O;
Properties
Chemical formula	C5H6O2
Molar mass	98.101 g·mol−1
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). check verify (what is check☒ ?) Infobox references

Glutaconaldehyde is an organic compound with the formula C₅H₆O₂. It is an unsaturated dialdehyde as is related to glutaraldehyde and glutaconic acid, but exists in its enol form due to the conjugation with the double bond.

Both the sodium and potassium salts of glutaconaldehyde are known. They are efficiently synthesized from pyridinium sulfonate.^[1]^[2]

The reaction of the glutaconaldehyde anion with acid chlorides gives the corresponding enol esters.^[1] Glutaconaldehyde can also be converted to the corresponding vinyl bromide as shown below.^[3] This product can be reacted with nucleophiles, cross-coupled using palladium, or homologated by two carbons.^[3]^[4]

References

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