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How i can easily understand Friedel-crafts reaction?

2006-09-01 08:11:50 · 3 answers · asked by star123 2 in Science & Mathematics Chemistry

3 answers

http://www.mhhe.com/physsci/chemistry/carey5e/Ch12/ch12-6.html

http://www.mhhe.com/physsci/chemistry/carey5e/Ch12/ch12-7.html

http://www.mhhe.com/physsci/chemistry/carey5e/Ch12/ch12-7b.html

http://highered.mcgraw-hill.com/sites/0072424583/student_view0/chapter_summaries.html
found in chapter 12

2006-09-01 08:21:59 · answer #1 · answered by Natasha B 4 · 0 0

two types of Friedel-Craft reactions, alkylation and acylation.

Friedel-Crafts alkylation involves the alkylation of an aromatic ring and an alkyl halide using a strong Lewis acid catalyst. With anhydrous aluminium chloride as a catalyst, the alkyl group attaches at the former site of the chloride ion. Please notice that rearrange could occur in alkylation.

For example, if you add 1-bromobutane and AlBr3 to benzene, the major product will be 2-phenylbutane instead of 1-phenylbutane, the carbocation rearrangement [or 1-2 hydride shift] occur [secondary carbocation is more stable than primary]

Friedel-Crafts acylation is the acylation of aromatic rings with an acyl chloride using a strong Lewis acid catalyst. Acylation could be used to add straight chain to phenyl group. After acylation, just add a reducing agent to remove carbonyl group.

Please notice, Friedel-Crafts reactions DO NOT WORK if benzene is substituted with deactivating groups such as nitro, carboxylic or acyl group. Friedel-Craft acylation will not result on multiple substituted benzene, but alkylation will.

you could easily find Friedel-Crafts on any organic chem textbook, take a look, do some problems and you are all set. gOoD lUcK ^^

2006-09-01 11:41:29 · answer #2 · answered by nickyTheKnight 3 · 0 0

hydroxy communities are ortho-para directing. orth and para positions are 2, 4,6. yet 2 is sterically hindered 5 is meta and not nucleophilic. of course you coul no longer acylate a phenol because of the fact the Phenol might upload to an acyl chloride. of course your instructor is a retard in basic terms like BRK

2016-11-06 05:49:48 · answer #3 · answered by sikorski 4 · 0 0

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