chemstudent5
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I believe I have solved problem a. (see solution below)
Also on c, I have made some headway. I have found a mechanism to go from propane to butanal using CO. However, my carbon source must be ethyne. For b) and d) however I am at a complete loss as to how to proceed.
a) propyne + H2/lindlar catalyst ----> CH3CH=CH2
CH3CH=CH2 + Hg(OAc)2, H2O / NaBH4 ---> CH3CH2CH2OH
CH3CH2CH2OH +SOCl2 ---> CH3CH2CH2Cl
Separately,
propyne + LDA (lithium diisopropyl amide) ----> CH3CCLi
Now add the two together:
CH3CC- + CH3CH2CH2Cl ----> 2-hexyne (substitution rxn)
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Hi all, I'm new here. I needed some help with my organic homework, and I stumbled across your forums. Here are my questions. I appreciate any help! Thanks!
a) propyne to 2-hexyne using propyne as the only carbon source
b) butane to (2E,5E)-2,5-heptadiene, again with propyne as the carbon source
c) propane to butanal (yes, that "a" is right. it's not butanol). Ethyne as an additional carbon source
d)propane to a racemic mixture containing (2R,3S)-hexanediol (propane is only carbon source)
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4 transformation questions
in Organic Chemistry
Posted
Ok...in part a), I was wrong. Hydroboration instead of oxymercuration.
In part b) I have got all the way to heptane, but I'm not sure how to get to 2,5 heptadiene.
In part c) I have to add propane (3C's) with ethyne (2C's) and get butanal (4C's). I have no idea how to break the ethyne in half....or even if that's how to do it.
In part d) Propane + propane gives me hexane....but then I'm not sure how to go to an internal diol.