40657-58-7

Basic information

• Product Name: 5-Dodecen-2-on
• Synonyms: 5-Dodecen-2-on
• CAS NO: 40657-58-7
• Molecular Weight: 182.306
• Mol File: 40657-58-7.mol

Chemical Properties

• CAS DataBase Reference: 5-Dodecen-2-on(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Dodecen-2-on(40657-58-7)
• EPA Substance Registry System: 5-Dodecen-2-on(40657-58-7)

Safety Data

• Hazardous Substances Data: 40657-58-7(Hazardous Substances Data)

Upstream product

• 10374-74-0 tetradec-7-ene 
• 106910-16-1 trimethyl(1-methylpenta-1,4-dienyloxy)silane 
• 57711-32-7 2-<(trimethylsilyl)oxy>-1,5-hexadiene 

Relevant articles and documents

Olefin-Methathese. XXII. Metathese von carbonyl-geschuetztem Allylaceton mit Monoolefinen an zinnalkylaktiviertem Re2O7/Al2O3

Olefin metathesis of allylacetone usually proceeds with little conversion.After the carbonyl group is protected by (i) silylation with ClSi(CH3)3 to give silylenolethers or (ii) by acetalisation with 1,2-ethanediol to the 1,3-dioxane derivative the reactivity increases significantly in the homometathesis reaction as well as in the co-metathesis with mono-olefins.Using Re2O7/Al2O3 + Sn(CH3)4 as catalyst the metathesis of allylacetone as its silylenolether or as 1,3-dioxolane proceeds with conversions of 46-53percent while the reaction of unprotected ketone only leads to a conversion of 14percent.Co-metathesis with the double-molar amount of symmetrical internal olefins (4-octene, 5-decene, 7-tetradecene, 9-octadecene) 75-90percent of the protected ketone is converted to give mainly the chain-prolonged silylenolethers or the 1,3-dioxolanes.Allylacetone silylated on a preparative scale was subjected to co-metathesis with 4-octene using MoO3-Re2O7/Al2O3 + Sn(CH3)4 as catalyst.After elimination of the protecting group the perfume substance 5-nonene-2-one was obtained in 61percent yield.