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CHEM237 Quiz 1A Dr. Neils Andersen Autumn 2009 1) The connectivity of carbon oxysulfide is OCS. @pts) 1a) Write a Lewis structure for carbon oxysulfide that satisfies the octet rule. see other key ‘b) What is the molecular geometry according to VSEPR? ©) Does carbon oxysulfide have a dipole moment? If so, what is its direction? 2) Peroxides are compounds that contain an 0-O bond. Write Lewis formulas for two isomeric peroxides having the molecular formula C2Hs0:. Include all unshared electron pairs. @pts) see otha key 3) Write a Lewis formula for the CH;NO isomer characterized by the structural unit indicated. None of the atoms in the Lewis stucture should have a formal charge. Make sure to include lone pairs! (2pts) a) C-N=O see otter hoy 4) Write an equation for the Bronsted acid-base reaction that occurs when each of the following acids react with water. Show all unshared electron pairs and formal charges, and use curved arrows to track electron movement. (4pts) — + $C=HN: » e * Zeek :O-h > SY es 130 /X \ : Ha W w os wbove- 5) Write structural formulas for all the constitutionally isomeric compounds having the given molecular formula. Provide the name of each isomer. (8 pts) a) Caio oe see oll bows ©) CaHoBr 6) Identify the orbital overlaps involved in the indicated bond in the compound shown. (propene). Is this a x bond or a G bond? (1 pt) ce spe [= D : 9 ° i 0 dA a AL. Hye on [ Hye wa Label the acid, base, conjugate acid, and conjugate base. @pt) Draw in all lone pair electrons to complete the Lewis structures. pt) Assign proper formal charge where needed, (1pt) iv. What is the hybridization of the carbon involved in the carbon oxygen double bond? (Ipt) 'v. Give the alternative resonance structure of the conjugate base. (Ipt) see our ley 8) Look at the pair of compounds. Pick which is the Lewis acid and which is the Lewis base, label them accordingly. Draw the adduct that would be formed. Assign proper formal charge. Ot) Bets i FC? oe I Oo; —____e Pale —_ |. cl; H LA LB : ° ° so I i aN é. no Non on crc on w ® © ” CHEM237 Quiz 1B Name: Dr. Neils Andersen Section: Autumn 2009 TA: 1) Write an equation for the Bronsted acid-base equation that occurs when each of the following bases reacts with water. Show all unshared electron pairs and formal charges, and use curved arrows to track electron movement. (4pts) a) Hse—c==08 b) ) > >, NIN + He — No \ 1 A H apts at leat one with arrows pt each prods. 2) The hydrocarbon shown, called vinylacetylene, is used in the syntiiesis of neoprene, a synthetic rubber. Identify the orbital overlaps involved in the indicated bond. How many bonds are there in vinylacetylene? How many x bonds? (1 pt) sp/sp 3) Peroxides are compounds that contain an 0-O bond. Write Lewis formulas for two isomeric peroxides having the molecular formula CzH,O». Include all unshared electron pairs. (3 pts) —CH3 H3C—CH, ue-6— Qpte connechy ity ‘i ee electon purs 5) Write structural formulas for all the constitutionally isomeric compounds having the given molecular formula. Provide the name of each isomer. (8 pts) oa ee ret (7)-butane- 2-methy| propane a b) GHCh, o. ct ov isobutane 2 Aa a Vet ar sit 9. Cabbe {t-dichloetame adie --- Ae AS WL tr Abomobu.. 2-Br-tMe — (BrP He base i, Label the acid, base, conjugate acid, and conjugate base. @pt) Draw in all lone pair electrons to coraplete the Lewis structures. @pt) |. Assign proper formal charge where needed. (Ipt) ‘What is the hybridization of the carban involved in the carbon oxygen double bond? (Ipt) sp ‘v. Give the alternative resonance structare of the conjugate base. (Ipt) — 7) Look at the following pair of compounds. Pick which is the Lewis acid and which is the Lewis base, label them accordingly. Draw the adduct that would be formed. Assign proper formal charge. (2 pts) 1 1 o es soe ° a e H' — 4x4 , t LB LA 8) The connectivity of carbon oxysulfide is OCS. (3 pts) 8) Writeg Lewis structure for carbon oxysulfide that satisfies the octet rule. |e b) What is the molecular geometry according to VSEPR? \inear ©) Does carbon oxysulfide have a dipole moment? If so, what is i Yes o-c-s =_t 9) Write a Lewis formula for the CHNO isomer characterized by the structural unit indicated. None of the atoms in the Lewis structure should have a formal charge. Make sure to include lone pairs! (2 pts) a) 0-C-N b) O=CN 10) Rank the following compounds from mest acidic to least acidic (2 pts) (A) i @) fi j © 1H @) a ll B B a iia ae more most audic nea PE sows

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