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PhF behaves rather differently from other halobenzene derivatives owing to the pi-donor properties of fluoride. For example, the para position is more activated than benzene toward electrophiles. For this reason, it can be converted to 1-bromo-4-fluorobenzene with relatively high efficiency. [3]
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This category has the following 6 subcategories, out of 6 total. B. ... Halobenzene derivatives (4 C, 1 P) Halobenzenes (5 C, 1 P) I. Iodobenzene compounds (2 C)
Aside from these effects, there is often also a steric effect, due to increased steric hindrance at the ortho position but not the para position, leading to a larger amount of the para product. The effect is illustrated for electrophilic aromatic substitutions with alkyl substituents of differing steric demand for electrophilic aromatic nitration.
In organic chemistry, neighbouring group participation (NGP, also known as anchimeric assistance) has been defined by the International Union of Pure and Applied Chemistry (IUPAC) as the interaction of a reaction centre with a lone pair of electrons in an atom or the electrons present in a sigma or pi bond contained within the parent molecule but not conjugated with the reaction centre.
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