Addition reaction to produce 3-methyl-3-hexanol

  • Thread starter Specter
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  • #1
Specter

Homework Statement


Write a chemical equation for addition reactions to produce 3-methyl-3-hexanol.
Condensed structural formulas should be used for each organic compound.


Homework Equations


none

The Attempt at a Solution


https://i.imgur.com/REIpKHK.jpg

REIpKHK.jpg


Is this correct? My friend tried explaining this to me but I still don't really understand it. I would like to practice some on my own but I can't find anything online explaining how to do it in the first place. Any help would be appreciated, thanks!
 

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Answers and Replies

  • #2
TeethWhitener
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Can you draw out a mechanism for how you think the initial addition steps will take place?
 
  • #3
Specter
Can you draw out a mechanism for how you think the initial addition steps will take place?
Hey, sorry for the late response.

So to get 3-methyl-3-hexanol I must add HOH to 3-methyl-3-hexene.

In my lesson I am told that the hydrogen atom of water would be added to the carbon that already has more hydrogens. I'm not sure if that means the hydrogen atom would be added to the CH2 to the left of the central carbon, or if it would be added to the CH to the right of the central carbon where the double bond is (if this doesnt make sense I can try to draw it out). I am also told that the OH of water would be added to the central carbon atom, which I did.
 
  • #4
TeethWhitener
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Let’s tackle the issues one at a time. What type of species adds to alkenes? Nucleophilic (partially negatively charged) or electrophilic (partially positively charged)?
 
  • #5
Specter
Let’s tackle the issues one at a time. What type of species adds to alkenes? Nucleophilic (partially negatively charged) or electrophilic (partially positively charged)?
Electrophilic
 
  • #6
TeethWhitener
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Ok so if you are adding H2O, which part will attack the double bond?
 
  • #7
Specter
Ok so if you are adding H2O, which part will attack the double bond?
Hydrogen would attack the double bond because it is positive.
 
  • #8
TeethWhitener
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And how would this change the alkene species?
 
  • #9
Specter
And how would this change the alkene species?
Does it become a single bond instead of a double bond?
 
  • #10
TeethWhitener
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Consider a generic alkene: R2C=CR2 (doesn’t have to be symmetric). If you add a charged species like H+, you have to end up with a charged species, right? What does that charged species look like? (What element in the alkene ends up with the charge, If you were to do arrow pushing?)
 

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