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Tagged with solvents nucleophilic-substitution
9 questions
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Secondary alkyl halides and strong base: Sn2 vs E2
I got this question from the PYQs of a college entrance exam. According to the answer key, 4-chloro-3-methylpent-1-ene reacts with NaOH in water to give 4-hydroxy-3-methylpent-1-ene via the SN2 ...
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Why don't secondary alcohols react with HBr/HI via SN2?
In polar protic solvents, $\ce{Br-}$ and $\ce{I-}$ are considered to be very good nucleophiles. Now, here the solvent is alcohol which is polar protic. So, why don't secondary alcohols react with $\ce{...
user121185
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Confusion on the Finkelstein reaction(AKA halogen exhange reaction)
So in the Finkelstein reaction, the iodide ion is supposed to replace another halogen(say chlorine) through SN2 mechanism.
But here, Acetone is used, which is a polar aprotic solvent. And in acetone, ...
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Leaving group ability and solvent's effect
Regarding leaving groups and solvent effects (SN1 and SN2 reactions), I would like to ask some questions.
As the nucleophilic character is also influenced by the solvents, there is some indication (to ...
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Do aprotic solvents "slow down" SN1 reactions?
SOLVENT EFFECTS. Predict if using the polar, non-protic, solvent N,N-dimethylformamide (DMF, $\ce{Me2NC(=O)H})$ will speed up or slow down the following reactions and BRIEFLY justify your answers.
a)
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How do quaternary ammonium salts catalyse SN2 reactions?
I am asked to identify the "best catalyst" for the reaction:
$$\ce{CH3(CH2)8CH2Br->[\ce{KCN}][\text{benzene}]CH3(CH2)8CH2CN}$$
The options are (A) benzyl chloride (B) aniline (C) N,N,N-...
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Effect of solvent in the reaction of alkyl halide with nitrite ion
$$\ce{RX + NaNO2 -> ?}$$
Is there a difference in the outcome of the reaction if the solvent is changed from an alcohol (e.g. EtOH) to a polar aprotic solvent such as DMSO or DMF?
I have two ...
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Can the directionality of an SN2 reaction depend on solvent polarity?
Because of the effects of solvation, halide ions have differing nucleophilicity in protic solvents vs aprotic solvents, iodide being the best nucleophile in protic solvents and fluoride being best in ...
- 630
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Alkylation of 1-naphthol in trifluoroethanol versus in DMSO
I am supposed to work out which product is formed in which solvent when naphthalen-1-olate is treated with benzyl iodide.
DMSO is a polar aprotic solvent, as it does not possess an acidic hydrogen. ...
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