11. How would you synthesize the following compound starting with optically pure (R)-2-butanol (note: it could...
How would you synthesize the following compound starting with
optically pure (R) or (S)-2-butanol?
8) How would you synthesize the following compound starting with optically pure (R) or (S)-2-butanol? H CN НаС. CH3 A) (1) (R)-2-butanol + TSCI B) (1) (S)-2-butanolTsCI C) (1) (S)-2-butanol + H2SO4 (heat) D) (R)-2-butanol NaCN/DMSO (2) NACN/DMSO (2) NACN/DMSO (2) HBr (3) NaCN/DMSO
QUESTION 21 How would you synthesize the following compound starting with optically pure (R) or (5)-2-butanol? н CN HzC CH, A. (1) (S)-2-butanol + TSCI (2) NaCN/DMSO B. (1) (R)-2-butanol + TSCH (2) NacN/OMSO C(R)-2-butanol + NaCN/OMSO y ()-2-Butanol H2504 (heat) (2) HBr (3) NaCN/DMSO QUESTION 22 CHOIS
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15. How would you synthesize the following compound starting with optically pure (R) or (5)-2 HCN H,C, X CH3 A) (1) (R)-2-butanol + TSCI B) (1) (S)-2-butanol + TsCI C) (1) (S)-2-butanol + H2SO4 (heat) D) (R)-2-butanol + NaCN/DMSO (2) NaCN/DMSO (2) NaCN/DMSO (2) HBr (3) NaCN/DMSO
6. Optically pure (-)-2-butanol has the R configuration and [a] = -13.52º. Optically pure (-)-2-iodobutane has the R configuration and (a) = -15.9º. A sample of 2-butanol with specific rotation of +11.1° was found in reaction with hydrogen iodide in tetrahydrofuran solvent to yield 2-iodobutane of specific rotation-10.9º. a. Does the reaction proceed with predominantly retention or inversion of configuration? Explain how you determined your answer. b. Determine the optical purity (%OP) which is also the enantiomeric excess (%ee) of...
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16. Starting with optically pure (R) or (S)-2-butanol which method below would give the best yield of th following ether? ноCH, HC CH, A) (1) (R)-2-butanol + TSCI B)(1)(S)-2-butanol + TSCI C) (D) (R)-2-butanol + Na D) (1) (S)-2-butanol + Na (2) CHONa (2) CHONa (2) CH31 (2) CH31
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16. Starting with optically pure (R) or (S)-2-butanol which method below would give the best yield of the following ether? ноCH, HC CH A) (1) (R)-2-butanol + TSCI B)(1)(S)-2-butanol + TSCI C) (1) (R)-2-butanol + Na D) (1) (S)-2-butanol + Na (2) CHONa (2) CH3ONa (2) CH31 (2) CHI
10% how how you would synthesize the following compound starting with bromocyclopentane Provide the structure of the intermediates after each step series. Br Multiple Steps он он
10) Which of the following statements is (are) true for the compound (R)-2-butanol? A) This compound is chiral. B) This compound is optically active. C) This compound has an enantiomer D) all of the above E) none of the above 11) Predict the specific rotation of the compound shown. CH нс A) It is impossible to predict; it must be determined experimentally. B) Because both asymmetric centers are R, the compound is dextrorotatory. C) Because both asymmetric centers are S,...
Problem #3 Show how you would synthesize the compound represented in the Fischer projection below starting from acetylene. You may use any other reagent necessary. HC-OH HC-OH Extra Credit When treated with hydrogen and a platinum catalyst, an unknown compound X absorbs 5 equivalents of hydrogen to give 7-butylcyclohexane. Treatment of X with an excess of ozone, followed by dimethyl sulfide and water, gives the products shown below. Propose a structure for X.
9. When the following optically pure (S)-epoxide is treated with base, the corresponding alkoxide forms that suffers an exclusive intramolecular SN2-type of ring- opening of the epoxide (100% conversion). Select from the following, the best description of the product(s) NOTE: it is recommended that you do this problem with the use of molecular models. Be careful of priority changes when assigning (R)-or (S)-映solute configurations. base (S)-oxiran-2-ylmethanol A. The product is an optically inactive meso-compound. B. The product produced is a...