13317-80-1Relevant academic research and scientific papers
Friedel-Crafts alkylation of benzene and toluene with olefinic C6 hydrocarbons and esters
Black, Kenneth D.,Gunstone, Frank D.
, p. 79 - 86 (1996)
To assist our study of the reaction of toluene and other aromatic compounds with methyl oleate and other olefinic esters, benzene and toluene have been alkylated under Friedel-Crafts conditions with hex-1-ene, hex-3-ene, methyl hex-3-enoate and methyl hex-3-enedioate. The products were isolated and identified by NMR and mass spectrometric procedures.
A New Approach to Aromatic Substitution - para-Specific Alkylation of Acetophenone by Alkyl Radicals in Strongly Acidic Media
Din, Laily Bin,Meth-Cohn, Otto,Walshe, Nigel D. A.
, p. 781 - 786 (2007/10/02)
Acetophenone in 25percent oleum is substituted by various alkyl radicals specifically in the para-position.The radicals used include cyclohexyl, 3-chloro-1-methylpropyl, 3-bromo-1-methylpropyl, 4-chloro-1-methylbutyl, 4-bromo-1-methylbutyl, 5-bromo-1-methylpentyl, 5-acetoxy-1-methylpentyl, 3-carboxy-1-methylpropyl, 4-carboxy-1-methylbutyl and 5-carboxy-1-methylpentyl.They were all generated by hydrogen atom abstraction at the radical position by dimethylaminium radicals, generated in turn from protonated dimethylchloramine and ferrous sulphate.Yields were generally poor to moderate but utilised simple conditions and cheap reagents.
Some Aspects of the Chemistry of Benzosuberone: Novel synthesis of the 5,9-methano-5H-benzocycloheptene and 6,9-ethano-5H-benzocycloheptene ring systems.
Omar, Mahmoud T.,Proctor, George R.,Scopes, David I. C.
, p. 2918 - 2949 (2007/10/02)
5-Cyano-7-(dimethylamino)-5-phenylheptanoic acid (3; R1=H, R2=CN) and its derivatives could not be cyclised to benzosuberones but yielded with PPA, 3-(dimethylaminoethyl)-3-phenyl-2,7(1H)-dioxoazepane (6) and 6-(dimethylaminoethyl)-6
LIGHT-INDUCED FREE-RADICAL REACTIONS OF 2-METHOXY-6-METHYLTETRAHYDROPYRAN: IRREVERSIBLE RING OPENING AND MULTISITE HYDROGEN ABSTRACTION
Babcock, Bruce W.,Dimmel, Donald R.,Graves, David P.,McKelvey, Ronald D.
, p. 736 - 742 (2007/10/02)
Acetophenone-initiated photodegradation of cis-2-methoxy-4-methyltetrahydropyran (7) in benzene solvent produced six products.The structures of the products, and studies using optically active 7, showed that hydrogen abstraction occurs at both C-2 and C-6 of the tetrahydropyran ring.The products derived from the C-2 radical indicated two pathways for this radical: ring opening and loss of methyl, which is consistent with previous work on other similar systems.Results with optically active 7 showed that the ring-opening pathway is irreversible.Generation of an open-chain radical independently also showed that cyclization to a six membered ring does not occur.The products from the photodegradation were trans-2-methoxy-6-methyltetrahydropyran (8), methyl hexanoate (10), 6-methyltetrahydropyran-2-one (9), methyl 5-phenylhexanoate (11), 1,7-dimethyl-7-phenyl-6,8-dioxobicyclooctane (13), and 2-methoxy-2-(1-phenyl-1-hydroxyethyl)-6-methyltetrahydropyran (12).The yield of lactone 9 was found to be sensitive to the amount of residual oxygen present during the photolysis.
