13927-47-4

Basic information

• Product Name: (3E,5Z)-6,10-Dimethyl-3,5,9-undecatrien-2-one
• Synonyms: (3E,5Z)-6,10-Dimethyl-3,5,9-undecatrien-2-one;cis-ψ-Ionone
• CAS NO: 13927-47-4
• Molecular Formula: C₁₃H₂₀O
• Molecular Weight: 192.3
• Mol File: 13927-47-4.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (3E,5Z)-6,10-Dimethyl-3,5,9-undecatrien-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: (3E,5Z)-6,10-Dimethyl-3,5,9-undecatrien-2-one(13927-47-4)
• EPA Substance Registry System: (3E,5Z)-6,10-Dimethyl-3,5,9-undecatrien-2-one(13927-47-4)

Safety Data

• Hazardous Substances Data: 13927-47-4(Hazardous Substances Data)

Upstream product

• 22414-87-5 acetoacetic acid-(1-ethynyl-1,5-dimethyl-hex-4-enyl ester) 
• 106-25-2 Nerol 
• 67-64-1 acetone 
• 41494-92-2 3,7-dimethyl-octa-1,2,6-trien-1-yl acetate 
• 41494-93-3 citral diacetate 
• 107841-93-0 2-methyl-6-methylene-1,3(E),7-octatriene 
• 105-45-3 acetoacetic acid methyl ester 
• 55050-40-3 7-methyl-3-methylene-6-octenal 
• 5392-40-5 (E/Z)-3,7-dimethyl-2,6-octadienal 
• 72420-53-2 3-chloro-2-methyl-6-methylene-1,7-octadiene 
• 159826-46-7 6,10-dimethyl-3-phenylthioundeca-5Z,9-dien-2-one 
• 20536-36-1 neryl chloride 
• 917-54-4 methyllithium 
• 72203-98-6 (3E)-3,7-dimethyl-3,6-octadienal 

Downstream Products

• 141-10-6 pseudoionone 
• 49816-69-5 gamma-ionone 
• 79-77-6 (E)-β-ionone 
• 127-41-3 alpha-ionone 
• 55955-46-9 hydroxyionone 
• 33073-35-7 (3E,5Z)-6,10-Dimethyl-undeca-3,5,10-trien-2-one 
• 33073-36-8 (3E,5E)-6,10-Dimethyl-undeca-3,5,10-trien-2-one 
• 16789-27-8 (3E,5Z)-10-Hydroxy-6,10-dimethyl-undeca-3,5-dien-2-one 
• 16755-27-4 (3E,5E)-10-Hydroxy-6,10-dimethyl-undeca-3,5-dien-2-one 
• 41759-91-5 (3Z,5E)ψ-ionone 
• 3796-54-1 5Z-6,10-dimethylundeca-3,5,9-trien-2-one 

Relevant articles and documents

New access to pseudo-ionones and pseudo-iso-methyl ionones from geranyl derivatives

Pseudo-ionones and pseudo-iso-methyl ionones, precursors of fragrant derivatives were obtained from geranyl chloride, an industrially available starting material.

Composition of pseudoionone and ionone based on the isomers of citral from the chlorotelomer of isoprene

It was shown that the synthetic isomers of citral, obtained from the monoadducts of the chlorotelomer of isoprene, only form E-enones during alkaline condensation with acetone.Under the influence of mineral acids the (3E, 5Z)- and (3E, 5E)-6,10-dimethyl-3,5,9-undecatrien-2-ones formed from the Z and E isomers of citral gave a mixture of α-, β-, and γ-ionones, hydroxyionone, and 10-hydroxypseudoionones.The isomeric (3E, 5Z)-(3E, 5E)6,8,8-trimethyl-3,5,9-decatrien-2-ones and (3E, 5E)-5,10-dimethyl-3,5,9-undecatrien-2-one, obtained from the skeletal isomers of citral, do not undergo cyclization under the indicated conditions.The isolated compounds were characterized by (13)C NMR spectroscopy.