[pbatoon]

Hi I was a bit stumped when doing one of my hw questions.

"Draw the products formed when C₆H₅CN is reacted with CH₃CH₂CH₂Cl and AlCl₃"

Apparently no reaction occurs, can someone explain to me why? The conclusion I've devised is that C=N: is so deactivating and electron rich, the alkane would prefer to react to the C=N: group instead. I just need a little confirmation on that


I also have another scenario which no reaction occurs, but I cant find any reasoning towards that. C=O are strong deactivators also, but I would assume the electrophile would still attack at the Meta position. Why doesnt this occur instead?

2-methyl-1-phenylpropan-1-one + CH₃CH₂COCl & AlCl₃

[AWK]

http://www.mhhe.com/physsci/chemistry/carey/student/olc/ch12friedelcraftsacylation.html
http://www.mhhe.com/physsci/chemistry/carey/student/olc/graphics/carey04oc/ref/ch12substituenteffects.html