School of Physical & Mathematical Sciences NANYANG sf, TECHNOLOGICAL / UNFVERSITY Division of Chemistry & Biological Chemistry H3 Organic Synthesis and Mechanism - Tutorial 1 Structure, Bonding, Resonance and Acid-Base Theories 1) For the following compounds, determi marked with an asterisk (*) the formal charges for the atoms 2) Identify the most acidic H in the following compounds: oo Johns Jebeyh 3) Use the pKs table supplied to answer the following questions. a) List the following in order of increasing Ten “G) *L) Cc CH ales we oer Rian) "ES SOE? c YA} b) List the following in order of increasing basicity att 0 fran 23M, _ f (4s) on pL OH, Gy) Kei oe lo) oa G H° 1 J FET DEP HIG ©) By comparing pKa values, predict the predominant’ species at equilibrium when you mix. VDT eS ci i) compound H with compound D i) ami R lene GS ii) compound A with compound F ea) on iti) compound G with compound C ely (wer) ae : } ty Cry | cs Loot &, notes G+ A roll ge Amt &> as pfedinfoaat ow st CowSchool of Physical & Mathematical Sciences NANYANG Division of Chemistry & Biological Chemistry Qi, TECHNOLOGICAL Oy UNIVERSITY 4) Which of the following pairs represent resone 7 5) For the pairs of resonance structures above, indicate which is the more stable resonance contributor