School of Chemistry and Physics Westville Campus, Durban General Principles of Chemistry - CHEM 110 Tutorial 9 – 23rd and 25th April 2014 Electronegativity and Polarity 1. (a) Determine the polarity of the bonds given below using the electronegative values of the elements in the table given below: Table 1. Electronegativities of some elements Element Electronegative value i) H-H ii) Li-F iii) H-Br H 2.1 Li 1.0 F 4.0 Br 2.8 In (i): ∆EN = 2.1 - 2.1 = 0, therefore non polar In (ii) ∆EN = 4.0 – 1.0 = 3.0, therefore ionic In (iii) ∆EN = 2.8 - 2.1 = 0.7, therefore polar Bromine (and the other halogens) are all more electronegative than hydrogen, and so all the hydrogen halides have polar bonds with the hydrogen end slightly positive and the halogen end slightly negative. 1 School of Chemistry and Physics Westville Campus, Durban General Principles of Chemistry - CHEM 110 b) Which is the more electronegative atom in each bond in (ii) and (iii) above? In (ii) F is more electronegative and in (iii) Br is more electronegative Lewis Structures 2. Draw Lewis structures for the following compounds. All working must be shown. a) H2 O No. of electrons: O = 1 x 6 eH = 1 x 2 eTotal = 8 e b) PO43- (In your answer, make sure the octet rule is obeyed). 2 School of Chemistry and Physics Westville Campus, Durban General Principles of Chemistry - CHEM 110 Resonance and Formal Charge 3. a) Draw two possible resonance Lewis structures for carbon dioxide, CO2. No. of electrons: C = 1 x 4 e- = 4 e O = 2 x 6 e- = 12 e Total = 16 e This is a resonance Lewis structure for carbon dioxide. b) Determine the formal charges of the atoms in each structure. Show all working. For each atom, count the electrons in lone pairs and half the electrons it shares with other atoms. Subtract that from the number of valence electrons for that atom: The difference is its formal charge. 3 School of Chemistry and Physics Westville Campus, Durban General Principles of Chemistry - CHEM 110 Shown here for 1st structure: A O C O Valence electrons: 6 4 6 (Electrons assigned to atom): 6 4 6 Formal Charge: 0 0 0 O C O Valence electrons: 6 4 6 (Electrons assigned to atom): 5 4 7 Formal Charge: +1 0 -1 Shown here for 2nd structure: B c) Which Lewis structure is the preferred one? Give reasons for your answer. Structure A All the formal charges on Structure A equal zero. The formal charges on Structure B shows one end is positively charged and the other is negatively charged. Since the overall distribution of Structure A is zero, Structure A is the most correct Lewis structure for CO2. 4. Draw two plausible Lewis structures for methyl isocyanate, CH3NCO, and use formal charges to determine which of the two structures is the more stable. The skeletal structure of CH3NCO is: H H C N C O H 4 General Principles of Chemistry - CHEM 110 School of Chemistry and Physics Westville Campus, Durban Answer: 3+4+5+4+6 = 22 22-12 = 10 Distributing 10 e-s around atoms gives, H H C N C O H Three possible Lewis structures are: H H H C N C O H H C N C O H H H FC(H) = 1-(0+1) = 0 FC(CN) = 4-(0+4) = 0 FC(N) = 5-(0+4) = +1 FC(CO) = 4-(0+4) = 0 FC(O) = 6-(6+1) = -1 = 1-(0+1) = 0 = 4-(0+4) = 0 = 5-(2+3) = 0 = 4-(0+4) = 0 = 6-(4+2) = 0 0 0 +1 0 0 H -1 H C N C O (a) = 1-(0+1) = 0 = 4-(0+4) = 0 = 5-(4+2) = -1 = 4-(0+4) = 0 = 6-(2+3) = +1 0 H 0 H C N C O 0 0 0 0 0 H C N C O H H 0 0 H 0 0 -1 0 +1 H C N C O H 0 (b) (c) Since formal charges are zero for all atoms in structure (b), (b) is the more plausible structure. 5
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