lectl:
lect?
lect3)
lectu)
lects.
Hect6:
lect?
lects:
lect:
Cal/Temp/Temp14_CHM34SH5-FitEC0101-20239-Organic-Synthesis-2023-Dec-21_17-29-56-542.zip/CH
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4. Write a mechanism to account for the product formed in each of the following reactions. Use arrows to show electron flow and include the structure of all reaction intermediates.
a)
$+\mathrm{HBr}$
20)
b)
u)

Question

lectl:
lect?
lect3)
lectu)
lects.
Hect6:
lect?
lects:
lect:
Cal/Temp/Temp14_CHM34SH5-FitEC0101-20239-Organic-Synthesis-2023-Dec-21_17-29-56-542.zip/CH
ad aloud
Ask Copilot
5
of 6
$-5-$
4. Write a mechanism to account for the product formed in each of the following reactions. Use arrows to show electron flow and include the structure of all reaction intermediates.
a)
$+\mathrm{HBr}$
20)
b)
u)

Accepted Answer

∻Solution∻ ‖ 1 ⋮ **Identify the reaction type**: The reaction with $\mathrm{HBr}$ is typically a Markovnikov addition to an alkene. In this type of reaction, the hydrogen atom from $\mathrm{HBr}$ adds to the carbon with the most hydrogens already attached (the least substituted carbon), and the bromine atom adds to the other carbon (the more substituted carbon). ‖ ‖ 2 ⋮ **Mechanism step 1**: The alkene's $\pi$ electrons attack a proton ($\mathrm{H}^+$) from $\mathrm{HBr}$, leading to the formation of a carbocation intermediate on the more substituted carbon. This step is governed by the Markovnikov's rule. ‖ ‖ 3 ⋮ **Mechanism step 2**: The carbocation intermediate is then attacked by the bromide ion ($\mathrm{Br}^-$), which leads to the formation of the final product. ‖ ∻Answer∻ ⚹ The product is formed by Markovnikov addition of $\mathrm{HBr}$ to the alkene, resulting in a bromoalkane with the bromine atom on the more substituted carbon. ⚹ ∻Key Concept∻ ⚹ Markovnikov addition ⚹ ∻Explanation∻ ⚹ In Markovnikov addition, the proton from $\mathrm{HBr}$ adds to the least substituted carbon of the alkene, resulting in a carbocation that is more stable when formed on the more substituted carbon, which is then attacked by the bromide ion. ⚹ Please note that the specific mechanism steps and the structure of the intermediates would depend on the structure of the alkene provided in the question, which is not included in the chat history. The explanation above is a general description of the mechanism for the addition of $\mathrm{HBr}$ to alkenes.◊How can the addition of $\mathrm{HBr}$ be mechanistically explained in the reaction mentioned in the student's question?⍭ Generate me a similar question◊

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