OAT Sample Test - help

chb64

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After going through the Organic Chem section of the practice test (https://www.ada.org/oat/oat_sample_test.pdf), I am a bit confused over a few of the answers. Can anybody help me out here please?

84. not sure which NMR signals go to which carbons

85. why not A??? This one would form a tertiary alkyl radical...

86. I only can count 6 pi orbitals (answer D). Where's the 7th??

89. What is the difference between aromaticity and resonance??

91. Can't answer choice B work too? I thought you just needed acid/water to form the alcohol from an alkene.

93. In my mind, the only way I can see a N atom with 2 pi bonds and 2 sigma bonds is if it's double bonded to two Oxygens (two double bonds). Making that sp hybridization :confused:

100. Just a general question, how do you tell which hydrogen is most acidic?

Any orgo gurus out that that can spare a few moments to help me out I'd hugely appreciate it! Thanks!! :)

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Side note: is there a highlight or strikeout function on the real OAT? (like there is on the MCAT)

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