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QOI0809_eter - QOI 0809-OName MULTIPLE CHOICE Choose the...

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QOI 0809 - O - Name___________________________________ MULTIPLE CHOICE. Choose the one alternative that best completes the statement or answers the question. 1)What is the hybridization of the oxygen atom in dialkyl ethers? A)sp 2 B)s C)p D)sp 3 E)sp 1) SHORT ANSWER. Write the word or phrase that best completes each statement or answers the question. 2)Draw structures which show the hydrogen bonding interaction that exists between water and dimethyl ether. 2) ESSAY. Write your answer in the space provided or on a separate sheet of paper. 3)Which has the higher boiling point, diethyl ether or butan - 1 - ol? Briefly explain. 4)Give two properties of ethers which allow them to be commonly used as solvents in organic reactions. 5)What complex results when BF 3 is dissolved in dimethyl ether? 6)Provide a structural representation of 2 - ethoxypentane. 7)Provide a structural representation of isopropyl tert - butyl ether. 8)Provide a structural representation of 1,2 - epoxybutane (also called 2 - ethyloxirane). 9)Provide a structural representation of oxetane. 10)Provide a structural representation of 3 - ethylfuran. 11)Provide a structural representation of cis - 3 - ethyl - 1,2 - epoxycyclopentane. 12)In mass spectrometry, what is the most common fragmentation of ethers? 13)Propose a structure for the ether of formula C 4 H 10 O with the following 1 H NMR signals: δ 1.20 (triplet, 6H), δ 3.45 (quartet, 4H) (ppm). 14)Propose a structure for the ether of formula C 4 H 10 O with the following 1 H NMR signals: δ 0.95 (triplet, 3H), 1.52 (multiplet, 2H), 3.30 (singlet, 3H), 3.40 (triplet, 2H) (ppm). 15)Propose a structure for the ether of formula C 4 H 10 O with the following 1 H NMR signals: δ 1.13 (doublet, 6H), 3.30 (singlet, 3H), 3.65 (septet, 1H) (ppm). 16)What is the chemical shift of the carbon bound to oxygen in ethers in 13 C NMR? 1
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SHORT ANSWER. Write the word or phrase that best completes each statement or answers the question. 17)The Williamson ether synthesis occurs by the __________ mechanistic pathway. 17) 18)Show the best method for preparing methoxycyclopentane via the Williamson ether synthesis. 18) 19)Show the best method for preparing 4 - propoxytoluene via the Williamson ether synthesis. 19) MULTIPLE CHOICE. Choose the one alternative that best completes the statement or answers the question. 20)Which pair of reagents would produce the highest yield of ( R ) - 2 - ethoxybutane? 20) SHORT ANSWER. Write the word or phrase that best completes each statement or answers the question. 21)Provide the major organic product in the reaction below. CH 3 CH 2 CH 2 OH 1. Na 2. PhCH 2 Br 21) ESSAY. Write your answer in the space provided or on a separate sheet of paper. 22)Provide the major organic product in the reaction below.
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