Destroyer Ochem#14/15/16

[Daniel2008]

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Hey so for

no.14 I'm confused as to how to distinguish from choice c and d. H2/Pt changes -NO2 to -NH2 but doesn't H3O+:OH- do that also?

no.15
After K2Cr2O7 oxidizes cyclohexanol I'm not sure to go about converting it to the final product...what exactly occurs with choice b and c?

no.16

again the K2Cr2O7 is oxidizing the alcohol to the ketone form, and I'm unsure of how excess I2 and OH- affect the molecule.

--Ochem is a weak point for me, and I'm just starting question review.All help's appreciated!

 

[Bis-GMA111]

To my knowledge, only Sn/HCl and H2/Pt convert NO2-->NH2 but i could be wrong

 

[Daniel2008]

thanks! I'm having trouble remembering what reagents do...there are so many!!

 

[wired202808]

thanks! I'm having trouble remembering what reagents do...there are so many!!

use the roadmaps in the destroyer for clarity

 

[rpatel8]

For 15, you simple make the ketone and then it is a wittig reaction.

For 16, you make the ketone and the I2/OH- is a haloform reaction. You can look at the mechanism online but it will form a carboxylate which is then protonated by the H3O+ to form the carboxylic acid.