Help!! a few roadmap 5 questions

[navneetdh]

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1.Can someone please explain to me what is the haloform reaction??

2. There is a step where they use CN- with heat. Why is CN not substituted for Br and instead there is E1?

3. In the step where they use (CH3)3--CO-K+ with (CH3)3COH why is the double bond terminal instead of being in the middle? Is the more substituted product suppose to form?

I appreciate all your help 🙂

 

[BTtheman777]

The Haloform reaction is useful for determining if there is a methyl group attached to a carbonyl (ketone). After the reaction proceeds, what is left is the salt of a carboxylic acid and a methylhalide (usually Iodine (Iodoform reaction)). Just know that the haloform determines Ketones and converts them to Carboxylates.

This reaction is proceeds in heat. This should be an alarm going off. Anytime you have a potential for substitution and elimination, and you see heat. You should automatically know that you will have an elimination product.

For the last reaction, K tert-butoxide is a very strong base but a very large one (bulky). Thus, it will attack from the least hindered site (which in this case would lead to an unstable elimination product. To compare, if a strong unhindered base was used, then you would see a highly substituted alkene product.

hope this helps.

 

[navneetdh]

thx a lot that was great help! 🙂