8 Answered Questions for the topic halides

07/16/19

Explanation for the trends in nucleophilicity—Orbital interactions or electrostatic attraction?
The trend of halide nucleophilicity in polar protic solvents is $$\\ce{I- > Br- > Cl- > F-}$$ The reasons given by Solomons and Fryhle<sup>\\[1\\]</sup>, and by... more
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07/10/19

Why does cyclopropane react with bromine?
In my exam, I was asked why cyclopropane could decolourise bromine water (indicating that it reacted with the bromine). All I could guess was that it is related to the high angle strain in... more
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06/27/19

Does (2-fluoroethyl)benzene undergo elimination via E1cb or E2?
I have seen in two different sources claiming that $\\ce{PhCH2CH2F}$ gives styrene $\\ce{PhCH=CH2}$ when treated with alcoholic $\\ce{KOH}$, but one source suggests an E1cb mechanism, while the... more
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06/27/19

Why don't alkynes undergo preferential anti bromination to the degree that alkenes do?
Alkenes, for the most part (unless there is a phenyl group or highly ionising solvent) undergo almost exclusively anti addition of bromine. However, under similar conditions alkynes, although... more
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03/29/19

Why do we insert a numeric multiplier after group positions when naming an isomer?
**Question:** Why do we insert a numeric multiplier after group positions when naming an isomer?
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03/27/19

Why is KI oxidized by H2SO4, whereas NaBr isn't oxidised?
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03/15/19

In the Favorskii rearrangement, why doesn't the base grab the alpha hydrogen of the carbon bearing the halogen?
In the Favorskii rearrangement, the base (like hydroxide) always abstracts the alpha hydrogen of the carbon not bearing the halogen. But to me the hydrogens on the carbon directly connected to the... more
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03/13/19

What is the hybridization of the carbonyl oxygen in a carboxylic acid?
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