Guided course 12:06Conjugated Hydrohalogenation - General MechanismJohnny Betancourt1817views19rank21comments
Textbook Questiona. When 1 mole of buta-1,3-diene reacts with 1 mole of HBr, both 3-bromobut-1-ene and 1-bromobut-2-ene are formed. Propose a mechanism to account for this mixture of products.740views
Textbook QuestionDraw the major products obtained from the reaction of one equivalent of HBr with the following compounds. For each reaction, indicate the kinetic product and the thermodynamic product. b. 406views
Textbook QuestionWhat are the products of the following reactions, assuming that one equivalent of each reagent is used in each reaction? Disregard stereoisomers. b. 418views
Textbook QuestionDraw the products obtained from the reaction of one equivalent of HBr with one equivalent of 1,3,5-hexatriene. a. Which product(s) will predominate if the reaction is under kinetic control? b. Which product(s) will predominate if the reaction is under thermodynamic control?565views
Textbook Questiona. How could each of the following compounds be prepared from a hydrocarbon in a single step? b. What other organic compound would be obtained from each synthesis? 2. 451views
Textbook QuestionWhat are the major 1,2- and 1,4-addition products of the following reaction? Indicate the kinetic and the thermodynamic products. b. 452views
Textbook QuestionWhat are the major 1,2- and 1,4-addition products of the following reaction? Indicate the kinetic and the thermodynamic products. a. 583views
Textbook QuestionWhat are the products of the following reactions, assuming that one equivalent of each reagent is used in each reaction? b. 420views
Textbook QuestionA student wanted to know whether the greater proximity of the nucleophile to the C-2 carbon in the transition state is what causes the 1,2-addition product to be formed faster when 1,3-butadiene reacts with HCl. Therefore, she decided to investigate the reaction of 2-methyl-1,3-cyclohexadiene with HCl. Her friend told her that she should use 1-methyl-1,3-cyclohexadiene instead. Should she follow her friend's advice?364views
Textbook QuestionThe experiment shown next and discussed in Section 8.13 shows that the proximity of the chloride ion to C-2 in the transition state causes the 1,2-addition product to form more rapidly than the 1,4-addition product. a. Why was it important for the investigators to know that the preceding reaction was being carried out under kinetic control?352views
Textbook QuestionPredict the products of the following reactions. (e) buta-1,3-diene + bromine water823views
Textbook QuestionPredict the products of the following reactions. (b) cyclopentadiene + anhydrous HCl802views
Textbook QuestionPredict the products of the following reactions. (f) hexa-1,3,5-triene + bromine in CCl4880views1rank
Textbook QuestionThe following diene gives the same product regardless of whether the reaction is run under conditions of kinetic (0 °C) or thermodynamic (100 °C) control. Predict the product and explain this observation.282views
Textbook QuestionPredict the product of the following addition reactions to dienes.c. <IMAGE>398views
Textbook QuestionWould you expect the following nucleophiles to do 1,2- or 1,4-addition? g. h. i.287views
Textbook QuestionWhat products would be obtained from the reaction of 1,3,5-hexatriene with one equivalent of HBr?Disregard stereoisomers.189views
Textbook QuestionWhereas stabilized enolates do 1,4-addition, unstabilized (normal) enolates can do both 1,2- and 1,4-addition depending on the situation. Why might this be?75views
Textbook QuestionPredict the product of the following addition reactions to dienes.a. <IMAGE>397views
Textbook QuestionWhat are the products of the following reactions, assuming that one equivalent of each reagent is used in each reaction? c. 473views
Textbook QuestionWould you expect the following nucleophiles to do 1,2- or 1,4-addition?a. <IMAGE>b. <IMAGE>c. <IMAGE>320views
Textbook QuestionWould you expect the following nucleophiles to do 1,2- or 1,4-addition? a. b. c.191views
Textbook QuestionWould you expect the following nucleophiles to do 1,2- or 1,4-addition? d. e. f.200views
Textbook QuestionWould you expect the following nucleophiles to do 1,2- or 1,4-addition?d. <IMAGE>e. <IMAGE>f. <IMAGE>258views
Textbook QuestionPropose a mechanism for each reaction, showing explicitly how the observed mixtures of products are formed. (c) cyclopenta-1,3-diene + Br2 —> 3,4-dibromocyclopent-1-ene + 3,5-dibromocyclopent-1-ene189views
Textbook QuestionWhen Br2 is added to buta-1,3-diene at -15 °C, the product mixture contains 60% of product A and 40% of product B. When the same reaction takes place at 60 °C, the product ratio is 10% A and 90% B.(d) If you had a solution of pure A, and its temperature were raised to 60 °C, what would you expect to happen? Propose a mechanism to support your prediction.206views
Textbook QuestionWhat are the products of the following reactions, assuming that one equivalent of each reagent is used in each reaction? Disregard stereoisomers.a. <IMAGE>223views
Textbook QuestionWhat are the products of the following reactions, assuming that one equivalent of each reagent is used in each reaction?a. <IMAGE>183views
Textbook Questiona. How could each of the following compounds be prepared from a hydrocarbon in a single step?b. What other organic compound would be obtained from each synthesis?1. <IMAGE>123views
Textbook Questiona. When HBr adds to a conjugated diene, what is the rate-determining step?b. When HBr adds to a conjugated diene, what is the product-determining step?162views
Textbook QuestionDraw the major products obtained from the reaction of one equivalent of HCl with the following compounds. For each reaction, indicate the kinetic and thermodynamic products.a. 2,3-dimethyl-1,3-pentadiene194views
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