71201-99-5

Usage

Type of Compound

Unsaturated aldehyde

Presence of functional groups

Double bond, carbonyl group

Usage

Flavoring agent in the food industry

Aroma

Fruity and slightly floral

Natural occurrence

Found in fruits like apple, apricot, and strawberry

Application

Production of fragrances

Utility

Intermediate in the synthesis of other organic compounds

Value

Versatile and valuable chemical in various industries

InChI:InChI=1/C9H16O/c1-4-7-9(5-2,6-3)8-10/h4,8H,1,5-7H2,2-3H3

Upstream product

• 72185-03-6 1-allyloxy-2-ethyl-but-1-ene 
• 57261-91-3 N-cyclohexyl-2-ethylbutan-1-imine 
• 106-95-6 allyl bromide 
• 66685-15-2 2-Ethyl-1-pyrrolidino-1-butene 
• 97-96-1 2-Ethylbutyraldehyde 
• 72184-95-3 3-(bis-allyloxy-methyl)-pentane 
• 30857-47-7 cyclohexyl-(2,2-diethyl-pent-4-enylidene)-amine 

Downstream Products

• 129031-71-6 (7R*,9S*)-2-(diphenylphosphinoyl)-5,5-diethyltricyclo<7.3.0.0^3,7>dodeca-1,3-diene 
• 129031-70-5 1-(1'-cyclopenten-1'-yl)-1-(diphenylphosphinoyl)-4,4-diethyl-1,2,6-heptatriene 

Relevant academic research and scientific papers

Metal-Free Oxidative Decarbonylative [3+2] Annulation of Terminal Alkynes with Tertiary Alkyl Aldehydes toward Cyclopentenes

A new metal-free oxidative decarbonylative [3+2] annulation of terminal alkynes with tertiary alkyl aldehydes is presented, which features broad substrate scope and excellent selectivity. The selectivity of this reaction toward cyclopentenes and indenes relies on the nature of the aldehyde substrates. While treatment of tertiary γ,δ-unsaturated aldehydes with common terminal alkynes assembles cyclopentenes, 2-methyl-2-arylpropanals succeed in accessing indenes.

Sequential hydrozirconation/cyclization of dienes, a new route toward trans 2-substituted vinylcyclopentanes

The diastereoselective synthesis of trans-2-substituted vinylcyclopentanes is described. The method is based on the intramolecular coupling of 7-methoxy-1,5-dienes involving a sequential activation of the C=C double bonds via hydrozirconation and TMSOTf-promoted allylation.

Palladium(0)-Catalyzed Rearrangement of N-Allylenamines. Synthesis of δ,ε-Unsaturated Imines and γ,δ-Unsaturated Carbonyl Compounds

Palladium-catalyzed rearrangement of N-allylenamines proceeds readily in the presence of a catalytic amount of trifluoroacetic acid to give δ,ε-unsaturated imines.Conveniently, δ,ε-unsaturated imines can be prepared directly by the reaction of allylamines with carbonyl compounds under the same conditions highly efficiently.The reaction involves oxidative addition of Pd(0) species to allylenammonium salts to give ?-allylpalladium complexes, which undergo intramolecular nucleophilic reaction with enamines give imines.The δ,ε-unsaturated imines are versatile synthetic precursors such as γ,δ-unsaturated carbonyl compounds.Synthetic applications are also described.