Chemical Forums
Chemistry Forums for Students => Organic Chemistry Forum => Topic started by: scotchtape21 on December 09, 2012, 09:03:25 PM
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How can you synthesize 2-butene-1-ol from 1-bromopropane?
Please show all reagents used and molecules made along the way.
How do you get from 3 carbons to 4?
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This looks like acetylene chemistry and formaldehyde as a one carbon fragment.
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How can you synthesize 2-butene-1-ol from 1-bromopropane?
Please show all reagents used and molecules made along the way.
How do you get from 3 carbons to 4?
You must demonstrate that you have attempted the question, this is a forum rule - please read them.
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So far I have:
1-bromopropane (/\Br) +Mg---> /\MgBr + epoxide + h2/h2o ---> OH/\/\/ + PBr3---> /\/\/Br
/\/\/Br + t-butyl---> /\/\\ +O3/DMS ---> /\/\\O
I don't know where to go from there. I think I have to make an allene?
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What is the structure of that last compound in the chain?
You reaction scheme is very difficult to follow. Which epoxide are you using?
It would be better if you drew the actual molecules out.
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1-bromopropane (/\Br) +Mg---> /\MgBr + epoxide + h2/h2o ---> OH/\/\/ + PBr3---> /\/\/Br
/\/\/Br + t-butyl---> /\/\\ +O3/DMS ---> /\/\\O
Note you can use SMILES for structural formulas, as described here (http://www.chemicalforums.com/index.php?topic=59314.msg230001#msg230001):
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I attached an image.
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Two questions, 1, what is tButyl?, 2, how are you going to get the C=C into that aldehyde? Any ideas?
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T-butyl is tert-butyl or really any tertiarty butyl molecule. And you get an aldehyde through ozonolysis using O3/dimethylsulfide.
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T-butyl is tert-butyl or really any tertiarty butyl molecule. And you get an aldehyde through ozonolysis using O3/dimethylsulfide.
Any tertiary butyl molecule? You will have to be more specific.
I know you get an aldehyde that way. I was referring to the C=C you need to generate to get your desired molecule.