Note for CHEM 262 at UMass(p2)
Note for CHEM 262 at UMass(p2)
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This 8 page Class Notes was uploaded by an elite notetaker on Friday February 6, 2015. The Class Notes belongs to a course at University of Massachusetts taught by a professor in Fall. Since its upload, it has received 15 views.
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Date Created: 02/06/15
1 Which of the following compounds is insoluble in water and soluble in aqueous sodium hydroxide OH b a O 0 We AOH c d 3 Which is the best way to make the compound shown CHacHzOCHCH32 N H a CH3CH2039Na Br CHCH32 gt b CH30H20H HO CHCH32 a ogt ll 1ether cCH3CHzMgBr CHahCHGH 2 H 0 d CH3CH2Br Na OCHCH32 gt 3 What is the preferred fastest second step of the reaction below H ate 1 Hac Q CHZCHCH32 H Br p Hac fo CHZCHmHa2 Br H 3 SCUQ CH20HCH32 Br39 gt CH3 HO CHZCHCH32 Br H b HacJQQCH20HCH32 Br39 gt Hac OH CHZCHCH32 Br H c H3CU9 CH20HCH32 Br gt Hac Br HO CHZCHCH32 H d Hac Q chZCHwHS2 Br gt Hag 0H BrCH2CHCH32 What is the major product of the reaction 0 Na OCH3 CH30H gt OCH3 OH OH OCH3 Eg oCHa dunloom Egansepia mocH3 a b c d In which example does no reaction occur 0 H a H30 1 o gt CH3 0 Q NaOH H20 a o W22 CH3 Citric acid a tricarboxylic acid has pKa1 31 pKaz 48 pKaa 64 O HO OH HO OH citric acid 0 o What is the major form of citric acid in aqueous solution at pH 40 O O HO OH HO 039 HO OH HO OH a b 0 o 0 o O O HO 0 HO o HO 0 o o c d What is the major organic product that can be isolated from the reaction 0 H HCI CH30H large molar excess gt 0 H300 OCH3 H300 0H 0 0 M H M H M H M H 0 H300 0H H3CO 0CH3 a b 0 c d What is the major organic product that can be isolated from the reaction T X f c d Which species is not an intermediate in the reaction HCI OH CH36H20H gt OCHZCH3 H20 OCHZCHg OCH2CH3 T olI Y OCH2CH3 CH35H2 OCHZCHa OCHZCH3 OCHZCH3 a b c d What is the first step in the reaction 0 o N OH a CH30H H20 O CHa O39 Na 0 CH3 OJCHa 0quot HL OH o c 0 d 6H 0 CH3 o CH3 Which compound undergoes addition of HCN the fastest H H H H36 CH3 W T T O O O O a b c d 8 Which compound is not an amide O O N NH2 HiNA 0 J CH3 a b c d 9 Which of the reactions would fail to give the product shown 0 o O o a l k Jk k Cl 390 O O O o b AOJK H2N gt iNV H 0 o c lt Cl39 gt lt OCHa Cl 0 O a EH Cl 0H 10Which compound is stable in water or in base NaOHHZO but is unstable in acid H30 0 0H 0H 0 qogtlt Ao gtltOH HioA a b c d 12 For which compound is the contribution of the resonance structure on the right to the overall structure of the hybrid the greatest 6 39c39 396 76 a b 6 o TE c 13 Which compound could be used as a monomer for preparation of the polymer shown 15 Which compound may not be used for the following reaction with or without an acid or base catalyst ii OCHon gt OCHZOCCHa o o O O o O CH3C OH CHSC CHzCCHa CHaC Cl CHaC O CCHa a b c d Draw the initiallyformed tetrahedral intermediate and the final organic product of each reaction NKCI HZN gt O Aok quot39 H20 H2804 1 Draw structural formulas for the major organic products of the following reaction CH3 rL CH H20 N 3 gt st04 0 Write a mechanism for the following reactions 0 O HCI a OJOH CHaoH gt kOCH3 H20 0 H0 CN N CN b H CN gta H The equilibrium constant for the reactionshown below is unfavorable for product formation Circle all of the steps below which one could take to improve the yield of the product 0 0H HCI O H o Q j H20 0 a Increase the concentration of HCI b Remove the product as it is formed 0 Run the reaction for a greater length of time d Add water to the reaction The two stereoisomers below interconvert in water Acid or base speeds up the process The reaction proceeds via a neutral acyclic intermediate Draw a structural formula for this intermediate 0 OH O MmOH HO HO 0 H6
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