90416-29-8Relevant academic research and scientific papers
Aromatic substitution in ball mills: Formation of aryl chlorides and bromides using potassium peroxomonosulfate and NaX
Schmidt, Robert,Stolle, Achim,Ondruschka, Bernd
, p. 1673 - 1679 (2013/02/22)
Aryl chlorides and bromides are formed from arenes in a ball mill using KHSO5 and NaX (X = Cl, Br) as oxidant and halogen source, respectively. Investigation of the reaction parameters identified operating frequency, milling time, and the number of milling balls as the main influencing variables, as these determine the amount of energy provided to the reaction system. Assessment of liquid-assisted grinding conditions revealed, that the addition of solvents has no advantageous effect in this special case. Preferably activated arenes are halogenated, whereby bromination afforded higher product yields than chlorination. Most often reactions are regio- and chemoselective, since p-substitution was preferred and concurring side-chain oxidation of alkylated arenes by KHSO5 was not observed. The Royal Society of Chemistry.
FUNTIONALIZATION OF ISOPHORONE INVOLVING POLYCHLORINATION. PART II: Chlorination of Isophorone in the 2- and 6-position involving addition of chlorine to the double bond. Enol allyl rearrangements and base-induced substitution of the 6-chloro atom.
Buyck, L. De,Bostoen, R.,Lecluse, M.,Pooter, H. De,Schamp, N.
, p. 663 - 674 (2007/10/02)
Using trans-2,3-dichloro-3,5,5-trimethylcyclohexanone (2) as an intermediate, isophorone (1) was converted into the 2-chloro derivative 6 (85-93percent), the 2,6-dichloro derivative 5 (65-75percent) and the 2,6,6-trichloro derivative 10 (60-70percent) (is
