What is the reason for these compounds to undergo Sn1 or Sn2 or both mechanisms?

1-chloropropanone(chloroacetone)
benzyl chloride
bromobenzene
bromocyclopentane
bromocyclohexane
2-bromobutane
2-chlorobutane
1-chlorobutane
2-chloro-2-methylpropane

Answer 1

Let's look at the laundry list you've collected in a better format,

Every substrate you listed could generally undergoes a bimolecular nucleophilic substitution reaction, except #(3)#.

Moreover, the primary alkyl halides would undergo SN2, the secondary alkyl halides could undergo either SN1 or SN2 (esp. dependent on the other conditions), and the tertiary alkyl halide #(8)# could only undergo SN1.

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Answer 2

The factors that determine whether a compound undergoes SN1, SN2, or both mechanisms include:

  1. Substrate structure: SN1 reactions typically occur with tertiary substrates due to the stability of the carbocation intermediate, while SN2 reactions favor primary substrates where steric hindrance is minimal.
  2. Nucleophile strength: SN2 reactions are favored by strong nucleophiles, whereas weak nucleophiles tend to favor SN1 reactions.
  3. Leaving group ability: Compounds with good leaving groups favor both SN1 and SN2 reactions.
  4. Solvent effects: Polar protic solvents favor SN1 reactions, while polar aprotic solvents favor SN2 reactions.
  5. Reaction conditions: Temperature and concentration can influence the mechanism preference, with higher temperatures and lower concentrations favoring SN1 and vice versa for SN2.
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Answer from HIX Tutor

When evaluating a one-sided limit, you need to be careful when a quantity is approaching zero since its sign is different depending on which way it is approaching zero from. Let us look at some examples.

When evaluating a one-sided limit, you need to be careful when a quantity is approaching zero since its sign is different depending on which way it is approaching zero from. Let us look at some examples.

When evaluating a one-sided limit, you need to be careful when a quantity is approaching zero since its sign is different depending on which way it is approaching zero from. Let us look at some examples.

When evaluating a one-sided limit, you need to be careful when a quantity is approaching zero since its sign is different depending on which way it is approaching zero from. Let us look at some examples.

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