139721-76-9Relevant academic research and scientific papers
Reaction of isopulegol and similar alcohols with sulfuryl chloride
Bulliard, M.,Balme, G.,Monteiro, N.,Gore, J.
, p. 222 - 231 (2007/10/02)
The reaction of isopulegol with sulfuryl chloride (or chlorine) gives two types of products: on one hand 8-chlorocitronellal and 6-chloroisocitronellal both issued from a fragmentation pathway and, on the other hand 10-chloroisopulegol resulting from an allylic chlorination.The first process, the radical nature of which is demonstrated, is clearly favored by elevated temperatures while the second one is exclusive at 0 deg C.Homologous compounds such as p-mentha-1,8-dien-5-ols, 3-phenylisopulegol and isopulegone dioxolane give rise to one or both of these processes. --- Key Words: allylic chlorination / radical fragmentation
CHLORATION ALLYLIQUE D'OLEFINES DE TYPE ISOPRENIQUE A L'AIDE DU CHLORURE DE SULFURYLE
Bulliard, Michel,Balme, Genevieve,Gore, Jacques
, p. 5767 - 5770 (2007/10/02)
Sulfuryl chloride is a convenient reagent for the allylic chlorination of olefins bearing an isopropenyl or isopropylidenyl moiety.The substitution occurs with good yields and with allylic rearrangement, giving in most cases a secondary chloride.
AN EFFICIENT SYNTHESIS OF MONOTERPENE α-METHYLENE-γ-BUTYROLACTONES
Brocksom, Timothy J.,Santos, Reginaldo B. dos,Varanda, Newton A.,Brocksom, Ursula
, p. 1403 - 1410 (2007/10/02)
The monoterpene trans- and cis- fused α-methylene-γ-butyrolactones (1) and (2) have been synthesised from the appropriate isopulegol epimers (3) and (4).
THE REACTION OF HYPOCHLOROUS ACID WITH OLEFINS. A CONVENIENT SYNTHESYS OF ALLYLIC CHLORIDES
Hegde, Shridhar G.,Vogel, Martin K.,Saddler, John,Hrinyo, Tanya,Rockwell, Ned,et al.
, p. 441 - 444 (2007/10/02)
The reaction of HOCl with more highly substituted olefins in methylene chloride affords allylic chlorides in 60-80percent isolated yields.The utility of the reaction is illustrated with the synthesis of Rose oxide and α-monoterpenes.
