lab 10 - Yichen (Emily) Li 8/2/2011 Experiment 10:...

Info iconThis preview shows pages 1–2. Sign up to view the full content.

View Full Document Right Arrow Icon
Yichen (Emily) Li 8/2/2011 Experiment 10: Nucleophilic Substitution Reactions of Alkyl Halides Discussion In this experiment, we tested the reactivity of 11 different substrates in two different kinds of solvents, NaI/Acetone and AgNO 3 /Ethanol. Clearly, NaI/Acetone, a polar aprotic solvent, is most suitable for SN2 reactions while AgNO 3 /Ethanol, a polar protic solvent, is most suitable for SN1 reactions. This is because polar aprotic solvents (like acetone) increase the rate of SN2 reactions by dissolving the ionic nucleophile and yet not solvating the nucleophile by hydrogen bonding. On the other hand, polar protic solvents support carbocation formation, which stabilize the intermediate, and this is an essential step in SN1 reactions. 1-bromopentane, 2-bromopentane, 3-bromopentane, 1-bromo-2-methylpropane, bromocyclopentane, and bromocyclohexane all occurred as an SN1 and SN2 reactions because they both reacted or formed precipitates in the two different solvents. All these compounds share a similar characteristic which is they all have a strong leaving group (Br) and this factor makes these compounds good candidates for SN2 reactions. These compounds are also suitable for SN1 reactions because even when the leaving group leaves, the resulting radical is stable and allowed the unimolecular substitution. The substitution at the C-C center is replaced by the nucleophile
Background image of page 1

Info iconThis preview has intentionally blurred sections. Sign up to view the full version.

View Full DocumentRight Arrow Icon
Image of page 2
This is the end of the preview. Sign up to access the rest of the document.

This note was uploaded on 09/29/2011 for the course CHEMISTRY 3AL taught by Professor Pedersen during the Spring '10 term at University of California, Berkeley.

Page1 / 4

lab 10 - Yichen (Emily) Li 8/2/2011 Experiment 10:...

This preview shows document pages 1 - 2. Sign up to view the full document.

View Full Document Right Arrow Icon
Ask a homework question - tutors are online