Addition reaction to produce 3-methyl-3-hexanol

In summary, to produce 3-methyl-3-hexanol through addition reactions, HOH must be added to 3-methyl-3-hexene. The hydrogen atom of water will be added to the carbon with more hydrogens, while the OH group will be added to the central carbon atom. This is because water acts as an electrophile, with the hydrogen attacking the double bond and resulting in a positively charged species. This changes the alkene from a double bond to a single bond, with the positively charged element being the one that originally had the double bond.
  • #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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  • #2
Can you draw out a mechanism for how you think the initial addition steps will take place?
 
  • #3
TeethWhitener said:
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 doesn't 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
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
TeethWhitener said:
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
Ok so if you are adding H2O, which part will attack the double bond?
 
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  • #7
TeethWhitener said:
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
And how would this change the alkene species?
 
  • #9
TeethWhitener said:
And how would this change the alkene species?
Does it become a single bond instead of a double bond?
 
  • #10
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?)
 

1. What is the purpose of performing an addition reaction to produce 3-methyl-3-hexanol?

The purpose of performing an addition reaction to produce 3-methyl-3-hexanol is to synthesize a specific organic compound for use in various applications, such as in the production of solvents, fragrances, and pharmaceuticals.

2. What reagents are typically used in an addition reaction to produce 3-methyl-3-hexanol?

The most commonly used reagents in an addition reaction to produce 3-methyl-3-hexanol are alkenes and hydrogen gas, along with a catalyst such as a transition metal or acid.

3. How is the addition reaction to produce 3-methyl-3-hexanol typically carried out?

The addition reaction to produce 3-methyl-3-hexanol is usually carried out in a closed vessel, such as a reactor, using high pressure and temperature to drive the reaction forward. The reaction may also be performed under UV light or in the presence of a radical initiator.

4. What is the mechanism of the addition reaction to produce 3-methyl-3-hexanol?

The mechanism of the addition reaction to produce 3-methyl-3-hexanol involves the breaking of the double bond in the alkene, followed by the addition of hydrogen atoms to the carbon atoms on either side of the bond. The reaction may proceed via a carbocation or a free radical intermediate, depending on the conditions and the reagents used.

5. Are there any potential hazards associated with performing an addition reaction to produce 3-methyl-3-hexanol?

Yes, there are potential hazards associated with performing an addition reaction to produce 3-methyl-3-hexanol. These may include exposure to toxic or flammable chemicals, high pressure and temperature conditions, and the use of potentially explosive reagents. Proper safety precautions, such as wearing protective equipment and working in a well-ventilated area, should always be taken when performing this type of reaction.

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