Electric Literature of 5394-13-8, The reaction rate of a catalyzed reaction is faster than the reaction rate of the uncatalyzed reaction at the same temperature.5394-13-8, Name is 2-Bromobenzo[b]thiophene, molecular formula is C8H5BrS. In a Article£¬once mentioned of 5394-13-8
Addition Reactions of Benzothiophen. Part 3. Addition and Ring-opening Reactions with Phenolic Ethers
In the presence of aluminium chloride, anisole, phenetole, diphenyl ether, and (methylthio)benzene are added rapidly across the 2,3-bond in benzothiophen to give, inter alia, a mixture of 2- and 3-(p-substituted aryl)-2,3-dihydrobenzothiophens (3) and (4).Contrary to expectation, the 2-isomer predominates in all cases, and the addition is irreversible.Reaction with anisole also leads to a novel ring-opened product, viz. (E)-4-methoxy-2′-methylthiostilbene (9a), which was synthesised unambigiuously.It is believed that benzothiophen is S-methylated by PhOMe-AlCl3 in a ‘push-pull’ reaction, and that the resulting positive charge is delocalised into the ring, thus allowing the 2-position to participate in electrophilic attack on a second molecule of anisole.The resulting quadrivalent sulphur intermediate achieves stabilisation by means of a rapid ring-opening reaction.Other aromatic methyl ethers give analogous products, but phenetole diphenyl ether, and (methylthio)benzene do not promote ring-opening.The ring-opening reaction is aided by the addition of MeBr- or EtBr-AlCl3; even phenetole will then undergo ring-opening.Under these conditions the S-alkyl group in the ring-opened product comes from the starting ether, and not from the added MeBr or EtBr.
We¡¯ll also look at important developments in the pharmaceutical industry because understanding organic chemistry is important in understanding health, medicine, the role of 5394-13-8, and how the biochemistry of the body works.Electric Literature of 5394-13-8
Reference£º
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem