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84877
Benzene
Description
Chemistry Chemistry Mind Map on Benzene, created by charlotte_1995 on 12/05/2013.
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chemistry
chemistry
Mind Map by
charlotte_1995
, updated more than 1 year ago
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Created by
charlotte_1995
almost 11 years ago
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Resource summary
Benzene
Kekule's structure
Alternate single and double bonds
FOR - This can be hydrogenated to form cyclohexane
C6H6+3H2 -- C6H12
AGAINST - Only three isomers of dichlorobenzene but kekule predicted 4
AGAINST - Should turn bromine water colourless as it is unsaturated but it doesn't
Today's benzene
Planar ring of 6 C's with 1.5 bonds between them and a ring of delocalized electrons above and below
Stability of benzene
Cyclohexene - cyclohexane has enthalpy change -120
Kekule's value should be 3 times this = -360
Actually -208 - a lot less
More stale than predicted due to the rings of delocalized electrons
Nitro compounds from benzene
Electron ring create and area of high electron density - can be attacked by nucleophlies
HNO3+2H2SO4 = NO2++H3O++2HSO4-
Made in a two step process
Alfred Noble
C6H5NH2 = TNT
Made through hydration of nitration
Aromatic ketones from benzene
Friedel-Crafts acylation
CH3COCl+AlCl3 = CH3C+0+AlCl4-
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