Question

6) The compound that can undergo self-condensation in the presence of NaOMe in MeOH Part 1: [20 marks] Select the best answer for each of the following: 1) Circle the species that is aromatic: [0][0] [] [O] 7) The most acidic compound Ola Tyra oko sya om ugungano 2) Circle the structure that has a heteroatom lone pair in the aromatic pi electron system 8) Each of the following disubstituted aromatics shown below is nitrated. In which of these cases does the arrow NOT indicate the main position of nitration? 3) Which statement is a feature of ALL ortho-para directing groups? соон NHCOCH3 сосна a) An oxygen atom is directly attached to the aromatic ring. b) The atom attached to the aromatic ring possesses a lone pair of electrons. c) The group has the ability to stabilize the positive charge of the arenium ion. d) The atom directly attached to the aromatic ring is more electronegative than carbon. e) The group contains a multiple bond. CH.CH 9) The compound that would most readily undergo Friedel-Crafts alkylation 4) Which annulene would you expect NOT to be aromatic? a) [6]-annulene b) [14]-annulene c) [16]-annulene d) [18]-annulene e) [22]-annulene Oo oo 5) The intermediate formed when a dilute solution of 2-ethylcyclohexanone is stirred in acetic 10) The compound that will racemize when stirred with aqueous hydroxide ion acid " ك مرحلا ملامح " " " 2-ethylcyclohexanone

Answer 1

- Cyclic | []) = 1 B - conjugated - planao It obey Huckel swe: (40+2 jo é => 6 Té (121) :: Hence it is noomaho. CHE Hege nitrogen lone pcijo is involved in aromatic pi elechson system je in gesonance. 3 G) The gooup has the ability to stabilize the tvé charge of the agenium ion. pe e donating group. lege A) (16)- annwen is not aromah'c. Because it does nost obey Huckel owe : ie (40+2)0 e . It contain 160°. Inteomediave js: T I got more substituted enol is foomed. 5) 07 yorug. It contain d-hydrogen. Oy y acidic. It's conjugove is coer Stabilized due to presence of 160 stoong o withdociwing group at oothe of paoa. che & It is C) It should be ET! g) EU donating σουρο