164026-16-8

Basic information

• Product Name: 3-Isopropylidene-hexane-2,5-dione
• Synonyms: 3-Isopropylidene-hexane-2,5-dione
• CAS NO: 164026-16-8
• Molecular Weight: 154.209
• Mol File: 164026-16-8.mol

Chemical Properties

• CAS DataBase Reference: 3-Isopropylidene-hexane-2,5-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Isopropylidene-hexane-2,5-dione(164026-16-8)
• EPA Substance Registry System: 3-Isopropylidene-hexane-2,5-dione(164026-16-8)

Safety Data

• Hazardous Substances Data: 164026-16-8(Hazardous Substances Data)

Upstream product

• 17559-81-8 (Z)-hex-3-ene-2,5-dione 
• 79-46-9 2-nitropropane 

Relevant articles and documents

2,5-Dialkylfurans and nitroalkanes as source of 2,3,5-trialkylpyrroles

The synthesis of 2,3,5-trialkylpyrroles can be easily achieved by conjugate addition of nitroalkanes to 2-alken-1,4-dione (prepared by oxidative cleavage of 2,5-dialkylfuran) in acetonitrile with DBU as base, followed by chemoselective hydrogenation (10% Pd/C as catalyst) of the C-C double bond of the enones obtained by the elimination of nitrous acid from the Michael adduct. The Paal-Knorr reaction, performed on a bed of basic alumina and in the absence of a solvent, completes the formation of the title compounds.

A direct method for the synthesis of polyfunctionalized unsaturated carbonyl derivatives by Michael addition of nitroalkanes to enediones with the help of DBU

The Michael addition of several nitroalkanes to dimethyl maleate, (Z)-3-hexene-2,5-dione, N-ethyl maleimide, and N-phenyl maleimide, in MeCN or THF, proceeds very efficiently on DBU as base, and furnishes good to high yields of polyfunctionalized unsaturated carbonyl derivatives.