How can you get butanoic acid from butane
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How can you get butanoic acid from butane

[From: ] [author: ] [Date: 11-11-13] [Hit: ]
im only in grade 12, so please refrain from really complicated answers.thanks!-In your first reaction scheme, the first step - which is indeed an elimination reaction - wont work. In order to do an elimination,......
So I have to start with butane and synthesize butanoic acid a few of the following reactions: addition, elimination, oxidation, reduction, condensation, substitution and hydrolysis

this is what i have:

Step 1: (elimination?)
butane ---> 1-butene + 2-butene + hydrogen gas

Step 2: addition
1-butene + water ---> 1-butanol + 2-butanol

Step 3: oxidation
1-butanol + [O] --> butanol + hydrogen gas

Step 4: oxidation
butanal + [O] --> butanoic acid
______________________________________…

or should i do:

Step 1: substitution
butane + chlorine gas --> 1-chlorobutane + 2-chlorobutane + HCl

Step 2: substitution
1-chlorobutane + water --> butanol + HCl

Step 3: oxidaiton
1-butanol + [O] --> butanoic acid

im only in grade 12, so please refrain from really complicated answers.
thanks!

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In your first reaction scheme, the first step - which is indeed an elimination reaction - won't work. In order to do an elimination, you need to have a good leaving group - a molecule or ion that can easily be removed. There isn't a good leaving group in butane, so you can't do an elimination reaction on it directly.

The second scheme you have will work. Alkanes (like butane) will react with halogens via a free radical mechanism to give halogenated alkanes. Halogens are good leaving groups, so replacing chlorine with water in the next step isn't a problem. In reality, you'd probably use a base - like NaOH as well. The oxidation of 1-butanol to butanoic acid is the final step, and would also work. A strong oxidizing agent, like KMnO4, would probably be used to do this.

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how are you only in high school doing organic reactions, that doesnt seem likely especially when your doing carboxylic acids which is a second semester organic topic?! just curious?
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