I'm not quite sure how to do arrow pushing for these molecules? I know they are probably easy, but I don't quite understand.

Link to the diagrams (there are 3 questions): http://i10.photobucket.com/albums/a120/SakamotoKumiko/organochem.jpg

 

I'm not sure if these diagrams are correct because my friend said some of these are impossible, but that is how my lab TA drew them. For the last reaction, I thought I had to draw 2 different arrow pushings for both products but my friend said no, you can do it in one step. I'm not sure. I know I'm not the smartest, but I would be nice if you can help. Thank You In Advanced!

 

 

the first one has no real arrow pushing it's just a nitration through the arenium ion, first the 0N0 is attacked by the phynyl then arenium forma and then hydrogen is pulled of by the base  in the second the base pulls off the tretiary hydrogen and the bromine comes off  the third is all messed up and you're missing some bonds there, but the first molecule is likely to form rather than formaldehyde  hope this helps

Edited March 30, 201114 yr by CaptainBlood

the first one has no real arrow pushing it's just a nitration through the arenium ion, first the 0N0 is attacked by the phynyl then arenium forma and then hydrogen is pulled of by the base in the second the base pulls off the tretiary hydrogen and the bromine comes off the third is all messed up and you're missing some bonds there, but the first molecule is likely to form rather than formaldehyde hope this helps

 

yeah the last one i'm confused too... but thanks. I think this got me going on the right path

I looked up 1,3 dioxane on line, just google it to see the structure, so you're no missing bonds, just hydrogen will attack the oxyden and make it a good leaving group, guess what happens then... then water attack the positive charge that was formed and another hydrogen will attach to the other oxygen, that one now leaves... so you only get the first molecule not formaldehyde... oh yeah ishouldn't say hydrogen attack anything since only oxygen attacks the hydrogens since it is negative...chao!

I looked up 1,3 dioxane on line, just google it to see the structure, so you're no missing bonds, just hydrogen will attack the oxyden and make it a good leaving group, guess what happens then... then water attack the positive charge that was formed and another hydrogen will attach to the other oxygen, that one now leaves... so you only get the first molecule not formaldehyde... oh yeah ishouldn't say hydrogen attack anything since only oxygen attacks the hydrogens since it is negative...chao!

 

no? isnt that the right structure though? C4H8O2 with just single bonds?

oxanes have oxygens inside the ring, not attached to the ring by single bonds