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- . Base . The imol 1. The forme e. Bas perfo In 1 Orav cta 1. Steric hindrance is the unfavorable electron-electron repulsion that results when bonds are forced too close to each other. a. Draw the SN2 mechanism using curved arrows for the reaction of bromoethane with Nu:-. siz b. Draw the SN2 mechanism using curved arrows for the reaction of 2-bromopropane with Nu:. vtisizvod c. Given that steric hindrance is unfavorable, predict whether the SN2 reaction of bromoethane or 2- bromopropane would be faster. d. Determine in general the order of reactivity of all alkyl halides in an SN2 reaction (methyl, 1º, etc.)Which member in each pair is a better leaving group? a. H2O or HO- b. NH3 or H2O c. H2O or H2S d. HO- or HS- e. I- or Br-. f. Cl- or BrDraw the products of each reaction. CH2CHCI2 NANH2 NANH2 c. CH3-C-CH,CH3 а. (2 equiv) (excess) CH3 b. CH3CH2-C-CHCH,Br ČHĄ Br H. NANH2 NaNH, d. (2 equiv) (2 equiv) CI CI
- Which is the better leaving group in each pair?a. Cl-, I-b. NH3, -NH2c. H2O, H2SRank the following groups in order of basicity, nucleophilicity, and leaving group ability. a. Rank the groups from most basic to least. ○ H₂S > H₂O > NH3 H₂S > NH₂> H₂O O NH₂ > H₂S > H₂O NH₂ > H₂O > H₁₂S c. Rank the groups from best leaving group to worst. O H₂S > NH3 > H₂O 2 H₂S > H₂O > NH3 NH₂ > H₂S > H₂O ○ NH₂> H₂O > H₂S 3 b. Rank the groups from best nucleophile to worst. ○ NH₂> H₂S > H₂O NH₂> H₂O > H₂S O H₂S> H₂O > NH₂ ○ H₂S > NH3 > H₂OTell whether each stereogenic isomer is either R or S. Assign the correct priority of each group comnected to the stereogenic cemter. a. b. c,H d. NH2 .S. OCH, "Br HO HS CH
- What crossed Claisen product is formed from each pair of compounds? a. CH,CH,COOE and HCO,Et b. CH3(CH2),CO,Et and HCO,Et c. (CH3),C= 0 and CH,CO,Et d. OEt andDraw the products of each reaction, including stereochemistry. Br2 a. b.Draw the products of each reaction. NH3 [1] NH,CI, NaCN a. BrCH,COOH Тarge excess c. CH,CH,CH(CH,)CHO [2] H30* H [1] NaOEt [1) N2OE! b. CH;CONH--cOOEt ČOOEt [2] (CH3),CHCI [3] H3O*, A d. CH;CONH-C-cOOEt cOOEt [2] BRCH,CO,Et [3] H3O*, A
- 3. Choose the appropriate reagent OH HO a. NaCN, then CO2 b. LIAIH4, then CO2 c. NACN, then H2O in HC1 d. LIAIH4, then H2O in HC1Question one parts A though c a. Which product forms from the following reaction? Answer as letter choice only (i.e., "E" not "E.") CHO HOH HOH H OH H OH CHOH Brs. H0 ??? A. В. C. D. COOH HOH HOH H OH HOH CHOH CH-OH CHO COOH но HO HOH H OH HOH ČOOH HO -H но HO H H OH HOH CHOH HOH H OH COOH b. Which of the following structures shows the Haworth configuration in the alpha configuration of the beginning sugar? Answer as letter choice only (ie. "E" not "E."). сно HO-H HO H Намorth Form Alpha Configuration H- OH нон CHOH B. A. CH,OH CH,OH CH,OH CH,OH OH OH OH O OH OH OP OH он он он OH C. Answer the following question. What is the expected product of this reaction? CHO H- -Он NABH, HO-H H- ??? OH H- -OH ČH,OH 運運重 А. В. С. CH,OH COOH COOH H- HO-H H- OH -OH OH но- но H- H- H OH H- OH OH HHOH H- ČH-OH H- -OH ČH,OH COOH1. Draw the products of each nucleophilic substitution reaction a. b. D b OH C. d. e. f. Br 1 NaCN + NaOCH3 H₂O