Ochem Q

[prsndwg]

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2-bromo-3-dimethyl butane reacting with methanol, what kind of reaction is this? I think its both SN1 and E1? is that true?

 

[hausee]

2-bromo-3-dimethyl butane reacting with methanol, what kind of reaction is this? I think its both SN1 and E1? is that true?

Sn1 with proton transfer to secondary carbon so create tertiary carbon cation and -OH add to it. need confirm

 

[sfoksn]

hausee i think you are correct.

substitution is mostly favored over elimination.

In this case, I believe both Sn1 and E1 products will form, just Sn1 would be major.

Of course, there will be rearrangements.

 

[hausee]

hausee i think you are correct.

substitution is mostly favored over elimination.

In this case, I believe both Sn1 and E1 products will form, just Sn1 would be major.

Of course, there will be rearrangements.

but MeOH is so week, is E1 actually happening?

 

[sfoksn]

I've learned that E1 product always occurs with Sn1 Products, but substitution is always favored over E1.

If I am not correct, please enlighten me.

For E1, do you need a strong base?