Resonance, bond strength and Length Please turn off all downloads. You can usually pause them by clicking on them and clicking pause. Facebook and youtube are officially banned during class time (this is not me micromanaging, it’s a legit internet issue as told to me by OIT). • Visit: https://checkin.ics.uci.edu/ • Log in and select Chem 1A. • When prompted, type the word of the day: bonds • Ensure when asked if you will share your location you select “allow”. • Visit: https://learningcatalytics.com/ • Sign in MasteringChemistry account name When prompted, type session ID: 35789297 Visit: https://checkin.ics.uci.edu/ Word of the day: learning Ensure when asked if you will share your location you select “allow”. LearningCatalytics: session ID: 35789297 Remember back 5 rows of even side are no seating zones • Any common octet breaking atoms? [HCO2]- • How many electrons are present? • What is the central atom? +0 • Draw a skeletal structure • Add electrons: do you have enough to give all atoms octets? • Yes? Then minimize formal charges if needed. • No? Then add double bonds until you have enough electrons. • Is it one that is typically found to have less? • Is there any reason you chose those double bonds rather than placing it elsewhere? H +0 O O C C +0 -1 O H +0 • No? Then draw resonance structures to show all equally likely structures • Label each with the formal charge Visit: https://checkin.ics.uci.edu/ -1 +0 O +0 Word of the day: learning Ensure when asked if you will share your location you select “allow”. LearningCatalytics: session ID: 35789297 +0 H +0 O O C C +0 -1 O -1 What is the charge on each oxygen? Hint: they are the same! +0 H Visit: https://checkin.ics.uci.edu/ +0 +0 O Word of the day: learning Ensure when asked if you will share your location you select “allow”. LearningCatalytics: session ID: 35789297 What is the bond order of the CO bond? Hint: they are the same! O3 6(3)=18 electrons. • Any common octet breaking atoms? • How many electrons are present? O • What is the central atom? • Draw a skeletal structure O • Add electrons: do you have enough to give all atoms octets? Short 2 electrons Need one bond O • Yes? Then minimize formal charges if needed. • No? Then add double bonds until you have enough electrons. +1 O • Is it one that is typically found to have less? • Is there any reason you chose those double bonds rather than placing it elsewhere? • No? Then draw resonance structures to show all equally likely structures • Label each with the formal charge Visit: https://checkin.ics.uci.edu/ Word of the day: learning Ensure when asked if you will share your location you select “allow”. LearningCatalytics: session ID: 35789297 +1 O +0 O O O -1 -1 O +0 +1 +1 O O +0 What is the charge on the outside oxygens? Hint: they are the same! O O -1 O -1 Visit: https://checkin.ics.uci.edu/ O +0 What is the bond order of the bonds? Hint: they are the same! Word of the day: learning Ensure when asked if you will share your location you select “allow”. LearningCatalytics: session ID: 35789297 Visit: https://checkin.ics.uci.edu/ Word of the day: learning Ensure when asked if you will share your location you select “allow”. [SO3]2- O 6*4+2=26 electrons +1 S LearningCatalytics: session ID: 35789297 -1 -1 O O -1 +0 +0 -1 O S -1 O O +0 -1 O +0 O S All have octet, Can we minimize formal charge? -1 O O +0 -1 -1 S O Bond order: 4 bonds divided by 3 structures Charge: -2 total charges divided by 3 atoms 4/3 -2/3 O +0 Line Structures: CH3CHCHCOOH • Rules • The end of a line, or a corner is a carbon H3C---CH2---CH2----CH3 • All hydrogens attached to a carbon are assumed to be there. Do not draw them. • Don’t forget the three hydrogens attached to the carbon at an end of a line are there! • Heteroatoms: aka atoms other than C and H, need to be written in. • All hydrogens attached to heteroatoms must be drawn in. Visit: https://checkin.ics.uci.edu/ Word of the day: learning Ensure “allow”.when asked if you will share your location you select LearningCatalytics: session ID: 35789297 H3C---CH---CH----CH3 O OH H3C---CH---CH----COOH Line Structures: NH2CH2CH(OH)CH3 • Rules • The end of a line, or a corner is a carbon • All hydrogens attached to a carbon are assumed to be there. Do not draw them. H2N H2N---CH2---CH2----CH3 • Don’t forget the three hydrogens attached to the carbon at an end of a line are there! • Heteroatoms: aka atoms other than C and H, need to be written in. • All hydrogens attached to heteroatoms must be drawn in. H2N OH H2N---CH2---CH(OH)----CH3 • BENZENE • C6H6 C6H12 • 6-membered ring • Draw the lewis structure • Be sure to include any resonance structures Add double bonds to decrease, Hydrogens present. • Draw the line structure • Be sure to include any resonance structures C6H6