Guided course 07:53Learning the mechanism of Sulfonyl Chlorides.Johnny Betancourt1697views17rank27comments
Textbook QuestionShow how 1-propanol can be converted into the following compounds by means of a sulfonate ester: b.533views
Textbook QuestionShow how you would convert propan-1-ol to the following compounds using tosylate intermediates. You may use whatever additional reagents are needed. (a) 1-bromopropane (b) propan-1-amine, CH3CH2CH2NH2543views
Textbook QuestionOn the reaction coordinate diagram for the disfavored nucleophilic displacement of hydroxide, predict the curve that would demonstrate how using a tosylate makes the substitution favorable.307views
Textbook QuestionThe sulfur atom in toluene sulfonyl chloride (TsCl) is strongly electrophilic. Why?<IMAGE>443views
Textbook Question (•••) A trifluoromethanesulfonate (triflate) can be used in a manner similar to tosylates. Which would you expect to be a better leaving group? Why?<IMAGE>394views
Textbook Question(••) Predict the product(s) that would result when molecules (a)–(p) are allowed to react under the following conditions: (iv) 1. TsCl, Et₃N 2. NaCN ; (v) 1. TsCl, Et₃N 2. NaOt-Bu . If no reaction occurs, write 'no reaction.' (a) <IMAGE>319views
Textbook Question(••) (a) Show how you would affect the following transformation using a tosylate. (b) Why might this not be the most sustainable method? (c) What reagent might you use instead?<IMAGE>252views
Textbook QuestionShow how 1-propanol can be converted into the following compounds by means of a sulfonate ester:a. CH3CH2CH2SCH2CH3245views
Textbook QuestionShow how you would convert propan-1-ol to the following compounds using tosylate intermediates. You may use whatever additional reagents are needed.(c) CH3CH2CH2OCH2CH3(d) CH3CH2CH2CN ethyl propyl etherbutyronitrile248views
Textbook QuestionPredict the major products of the following reactions, including stereochemistry where appropriate.(a) (R)-butan-2-ol + TsCl in pyridine (b) (S)-2-butyl tosylate + NaBr239views
Textbook QuestionComplete the following multistep syntheses using tosylate formation as one of the steps. The optimum number of steps for each synthesis is shown. (b)333views
Textbook QuestionPredict the products of the following reactions. (a) cyclohexylmethanol + TsCl/pyridine (b) product of (a) +LiAlH4750views
Textbook Question(•••) Using an appropriate tosylate intermediate, synthesize the following molecules starting from the appropriate alcohol.(a) <IMAGE>316views
Textbook QuestionComplete the following multistep syntheses using tosylate formation as one of the steps. The optimum number of steps for each synthesis is shown.(a) <IMAGE>274views
Textbook Question(•••) Using an appropriate tosylate intermediate, synthesize the following molecules starting from the appropriate alcohol.(b) <IMAGE>382views
Textbook QuestionComplete the following multistep syntheses using tosylate formation as one of the steps. The optimum number of steps for each synthesis is shown.(c) <IMAGE>250views
Textbook Question(••) Predict the product(s) that would result when molecules (a)–(p) are allowed to react under the following conditions: (iii) SOCl₂ , NEt₃, and (iv) 1. TsCl, Et₃N 2. NaCN. If no reaction occurs, write 'no reaction.'(k) <IMAGE>269views
Textbook QuestionStarting with (R)-1-deuterio-1-propanol, how could you preparea. (S)-1-deuterio-1-propanol? 216views
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