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Friedel–Crafts alkylations can be reversible. Although this is usually undesirable it can be exploited; for instance by facilitating transalkylation reactions. [10] 1,3-Diisopropylbenzene is produced via transalkylation, a special form of Friedel–Crafts alkylation. It also allows alkyl chains to be added reversibly as protecting groups.
James Crafts, the son of Royal Altamont Crafts and Marianne Mason (daughter of Senator Jeremiah Mason), [3] [4] was born in Boston, Massachusetts and graduated from Harvard University in 1858. Although he never received his Ph.D. , he studied chemistry in Germany at the Academy of Mines (1859) of Freiberg , and served as an assistant to Robert ...
Phenethyl alcohol is prepared commercially via two routes. Most common is the Friedel-Crafts reaction between benzene and ethylene oxide in the presence of aluminium trichloride. C 6 H 6 + CH 2 CH 2 O + AlCl 3 → C 6 H 5 CH 2 CH 2 OAlCl 2 + HCl. The reaction affords the aluminium alkoxide that is subsequently hydrolyzed to the desired product.
A native of Strasbourg, France, he was a student of Louis Pasteur at the Sorbonne.In 1876, he became a professor of chemistry and mineralogy at the Sorbonne.. Friedel developed the Friedel-Crafts alkylation and acylation reactions with James Crafts in 1877, [2] [3] and attempted to make synthetic diamonds.
Friedel–Crafts reaction, a type of organic reaction developed by Charles Friedel and James Crafts in 1877. Friedel's law, named after Georges Friedel, the crystallographer, is a property of Fourier transforms of real functions.
The reaction is a type of Friedel-Crafts acylation with hydrogen chloride and a Lewis acid catalyst. The synthesis of 2,4,6-Trihydroxyacetophenone (THAP) from phloroglucinol is representative: [1] If two-equivalents are added, 2,4-Diacetylphloroglucinol is the product. Hoesch reaction example, 1-(2,4,6-trihydroxyphenyl)ethanone from phloroglucinol
The aluminium chloride adduct (POCl 3 ·AlCl 3) is quite stable, and so POCl 3 can be used to remove AlCl 3 from reaction mixtures, for example at the end of a Friedel-Crafts reaction. POCl 3 reacts with hydrogen bromide in the presence of Lewis-acidic catalysts to produce POBr 3.
Many examples describe the use of zinc chloride in Friedel-Crafts acylation reactions. [52] [53] Zinc chloride also activates benzylic and allylic halides towards substitution by weak nucleophiles such as alkenes: [54] In similar fashion, ZnCl 2 promotes selective Na[BH 3 (CN)] reduction of tertiary, allylic or benzylic halides to the ...