Part 10 - Part 1- Reaction with Sodium Iodide in Acetone-...

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Part 1- Reaction with Sodium Iodide in Acetone- Most of these reactions happened through Sn2 because acetone is polar protic so it wont disrupt the nucleophile, in this case being I-. I- is a good nucleophile for Sn2 reactions because it has good polarizability. From the reading, it is known that Sn2 reactions take place mostly with primary alkyl halides and sometimes with secondary halides with a slower rate. Sn2 reactions do not happen with tertiary halides because the leaving group is surrounded by alkyl groups and the nucleophile cannot replace it. From the results, compounds 1,2,5, and 7 are the primary halides. 2 reacted the fastest but this brings up some questions, as 1 should have technically been the fastest to react as it has a Br leaving group, which is better than Cl- because the conjugate acid is stronger. This mistake most likely came from sheer observations. 5 was not very fast because even with Br, the molecule is not a straight chain which makes part of the molecule hard for the nucleophile to reach. Like 5, 6 is even harder for the nucleophile to reach because of stereochemistry so although there should have been a reaction, it was not visible. Compounds 3,4, 8 and 9 are all secondary halides so
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Part 10 - Part 1- Reaction with Sodium Iodide in Acetone-...

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