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Spelt out the bromide and hydrogen, better title.
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Jan
Jan
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With Why is a rearrangement observed for the addition of HBr to ansecondary alcohol, why does the Br shift in the first reaction and but not the secondprimary in these examples?

I am thinking that maybe only hydrogen shifts are possible and methyl shifts are not allowed in such situation? Is that the reasoning? but then again in the second example the Brbromide could shift to a secondary position after doing a Hhydrogen shift.

enter image description heretwo problems with an alcohol reacting with HBr

With the addition of HBr to an alcohol, why does the Br shift in the first reaction and not the second?

I am thinking that maybe only hydrogen shifts are possible and methyl shifts are not allowed in such situation? Is that the reasoning? but then again in the second example the Br could shift to a secondary position after doing a H shift.

enter image description here

Why is a rearrangement observed for the secondary alcohol but not the primary in these examples?

I am thinking that maybe only hydrogen shifts are possible and methyl shifts are not allowed in such situation? Is that the reasoning? but then again in the second example the bromide could shift to a secondary position after doing a hydrogen shift.

two problems with an alcohol reacting with HBr

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J. Doe
J. Doe
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With the addition of HBr to an alcohol, why does the Br shift in the first reaction and not the second?

I am thinking that maybe only hydrogen shifts are possible and methyl shifts are not allowed in such situation? Is that the reasoning? but then again in the second example the Br could shift to a secondary position after doing a H shift.

enter image description here