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The Friedel–Crafts reactions are a set of reactions developed by Charles Friedel and James Crafts in 1877 to attach substituents to an aromatic ring. [1] Friedel–Crafts reactions are of two main types: alkylation reactions and acylation reactions. Both proceed by electrophilic aromatic substitution. [2] [3] [4] [5]
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 ...
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.
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.
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
2-Acetylfuran was prepared by Ashina in 1914 via the reaction of the methyl Grignard reagent on 2-furonitrile. [3] Modern industrial synthesis generally involves the Friedel–Crafts acylation of furan with acetic anhydride .
The methylene group in diphenylmethane is mildly acidic with a pK a of 32.2, and so can be deprotonated with sodium amide. [3](C 6 H 5) 2 CH 2 + NaNH 2 − → (C 6 H 5) 2 CHNa + NH 3. The resulting carbanion can be alkylated.
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