Chemistry 2020 Test 1 PDF

Chemistry 2020 Test 1 Chapter 14 (25 points) These questions will consist of short answer and multiple choice. 1 Understand the properties of ethers including boiling point, hydrogen bonding, solvent abi...

Chemistry 2020 Test 1 Chapter 14 (25 points) These questions will consist of short answer and multiple choice. 1 Understand the properties of ethers including boiling point, hydrogen bonding, solvent abilities, and complexing ability. (2 points) 2 Write the formula for an ether given the name (this includes cyclic ethers). (4 points) 3 Write the name for an ether given the formula (this includes cyclic ethers). (4 points) 4 Understand the Williamson ether synthesis and be able to predict the product of the reaction or predict the reactants needed to produce an ether. Utilize alkoxymercuration-demercuration to synthesize an ether. (3 points) 5 Predict the products of ether cleavage by HBr or HI (this includes aromatic ethers). Predict the ether needed to yield products in a cleavage reaction. (3 points) 6 Understand the methods for synthesizing epoxides (including reaction with peroxyacids (to include mCPBA) and base-promoted cyclization of halohydrins) and be able to write the mechanism for both of these reactions. Understand the reactions of ethers to include acid and base catalyzed ring opening of epoxides, the reaction of epoxides with Grignard reagents and cleavage of ethers. (3 points) 7 Complete multistep reactions involving ethers. (6 points)  Chemistry 2020 Page 2 Test 1 Chapter 15 (28 points) These questions will consist of short answer and multiple choice. 1 Identify a compound as being cumulated (an allene system), conjugated, or isolated. Determine which alkene or alkene system is more stable. (2 points) 2 Understand the allylic cation and be able to identify the allylic carbons. Be able to write resonance structures for allylic systems. Know and understand the stability of carbocations as shown in the textbook. Be able to predict products that involve allylic carbocation intermediates. Be able to predict products of allylic halides with nucleophiles. Be able to predict the 1,2 and 1,4 addition products in the reaction of a conjugated system. (8 points) 3 Be able to draw resonance structures for allylic and benzylic cations, anions and free radicals. (3 points) 4 Predict the free radical reaction products of allylic and benzylic systems. (3 points) 5 Predict which Diels Alder reaction will occur at a faster rate based upon the following three factors – s-cis versus s-trans conformations, the placement of electron withdrawing and electron donating groups and steric hindrance. (4 points) 6 Predict the product of a Diels-Alder reaction to include stereochemistry, orientation of the electron withdrawing groups and electron donating groups, and the endo rule. Be able to use resonance structure to explain why a specific product is obtained. Predict the reactants needed to synthesize a product in a Diels-Alder reaction. (8 points)  Chemistry 2020 Page 3 Test 1 Chapter 16 (27 points) These questions will consist of short answer and multiple choice. 1 Determine whether a species is aromatic, nonaromatic or antiaromatic. This includes ionic species. Use this information to understand reactivity. (6 points) 2 Determine whether a species is aromatic, nonaromatic or antiaromatic. This includes heterocyclic species. Use this information to understand acidity, basicity and reactivity. Be able to place electron pairs within the ring or outside the ring based upon whether or not they are included in the aromatic system. (9 points) 3 Write the name for an aromatic compound given the formula. (6 points) 4 Write the formula for an aromatic compound given the name. (6 points)