10. Addition Reactions
Hydrohalogenation
10. Addition Reactions
Hydrohalogenation - Video Tutorials & Practice Problems
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Get a 10 bullets summary of the topicThis is the most simple addition reaction, mostly because this is the example that we use to teach the mechanism in the first place. You should already be familiar with this reaction.
1
concept
General properties of hydrohalogenation.
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Video transcript
![Content](https://cdn.clutchprep.com/guide_visuals/inline_images/tgArdQQPSJ6Yl6bIP7z3_5.png)
General Reaction:
![Content](https://cdn.clutchprep.com/guide_visuals/inline_images/VNIUc6vHRTGAQXQ76xzC_6.png)
Note: The squiggly line on the product just means “indeterminate stereochemistry”. We aren’t sure where that –H will add, so we’ll just draw it on a squiggly line.
2
example
Provide the mechanism
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Video transcript
![Content](https://cdn.clutchprep.com/guide_visuals/inline_images/e68RWMIIScmX9uUvXCRs_7.png)
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PRACTICE PROBLEMS AND ACTIVITIES (66)
- Draw the mechanism for the reaction of cyclohexene with HCl
- What is the major product of each of the following reactions? a.
- a. Propose a mechanism for the following reaction: b. Is the initially formed carbocation primary, secondary,...
- Each of the following reactions has two nucleophiles that could add to the intermediate formed by the reaction...
- Draw the products of the following reactions. If the products can exist as stereoisomers show what stereoisome...
- Draw the products of the following reactions. If the products can exist as stereoisomers show what stereoisome...
- What is the major product of the reaction of 2-methyl-2-butene with each of the following reagents? b. HI
- What is the major product of the reaction of 2-methyl-2-butene with each of the following reagents? a. HBr
- What is the major product obtained from the reaction of HBr with each of the following? b.
- What is the major product obtained from the reaction of HBr with each of the following? a.
- a. What is the major product of each of the following reactions? 2.
- a. What is the major product of each of the following reactions? 1.
- a. Identify two alkenes that react with HBr to form 1-bromo-1-methylcyclohexane without undergoing a carbocati...
- a. Draw the product or products that will be obtained from the reaction of cis-2-butene and trans-2-butene wit...
- A student was about to turn in the products he had obtained from the reaction of HI with 3,3,3-trifluoropropen...
- a. What product is obtained from the reaction of HCl with 1-butene? With 2-butene?b. Which of the two reaction...
- When HBr adds across the double bond of 1,2-dimethylcyclopentene, the product is a mixture of the cis and tran...
- Predict the major products of the following reactions, and give the structures of any intermediates. Include s...
- Predict the major products of the following reactions, and propose mechanisms to support your predictions. [SO...
- Predict the major products of the following reactions, and propose mechanisms to support your predictions. [SO...
- What is the major product of each of the following reactions, assuming that one equivalent of each reagent is ...
- Predict the product(s) of each of the following reactions. If you expect a racemic mixture, draw both enantiom...
- Suggest an alkene that, upon reaction with the appropriate hydrohalic acid, will produce only the alkyl halide...
- What is the expected product for the reaction of each of the following alkenes with (i) HBr and (ii) HCl? (d)
- Would you expect but-2-ene or 2-methylbut-2-ene to react more quickly with HBr? ...
- (•••) If you react carvone with a single equivalent of HBr, only one product is produced, even though carvone ...
- (•••) The reaction of (E)-3-chlorohex-3-ene with HCl results in the selective formation of 3,3-dichlorohexane ...
- (•) Predict the product(s) that would result when the alkenes shown here are allowed to react under the follow...
- (•) Predict the product(s) that would result when the alkenes shown here are allowed to react under the follow...
- (•) Predict the product(s) that would result when the alkenes shown here are allowed to react under the follow...
- (•) Predict the product(s) that would result when the alkenes shown here are allowed to react under the follow...
- (•) Predict the product(s) that would result when the alkenes shown here are allowed to react under the follow...
- (•) Predict the product(s) that would result when the alkenes shown here are allowed to react under the follow...
- Imagine an electrophilic addition where the first step is exothermic. Which carbocation—2° , 3° , or neither—w...
- (••) At the beginning of Chapter 9, we stated that after finishing Chapters 8 and 9, we would have the ability...
- Specify the conditions that would allow the synthesis of the 1° and 3° bromoalkanes from the same starting al...
- (•••) The following haloalkanes can all be prepared starting from the same alkene. Give the alkene and the rea...
- Predict the product and provide a mechanism for the reaction of 1-methylcyclohexene with HBr.
- Provide a mechanism for the following reactions occurring with rearrangement.(b) <IMAGE>
- Using an excess of HCl in the following reaction resulted in a product that was not simply the substitution of...
- Provide an arrow-pushing mechanism that rationalizes the formation of each alkyl halide in Assessment 8.19.
- Suggest an alkene that, upon reaction with the appropriate hydrohalic acid, will produce only the alkyl halide...
- Provide an arrow-pushing mechanism that rationalizes the formation of each of the products you predicted in As...
- The following reaction gives two different constitutional isomers in nearly equal yields. Why doesn't this rea...
- (••) Which of the following alkenes would you expect to react fastest with HBr in each pair?(b) <IMAGE> ...
- A wayward chemist proposed the following mechanism for the addition of HBr to an alkene.<IMAGE>(a) Why i...
- What is the expected product for the reaction of each of the following alkenes with (i) HBr and (ii) HCl?(e) &...
- a. Is the reaction of 2-butene with HBr regioselective?b. Is it stereoselective?c. Is it stereospecific?
- What alkene should be used to synthesize each of the following alkyl bromides?d. <IMAGE>
- Propose a mechanism for each of the following reactions:b. <IMAGE>
- What is the major product obtained from the addition of HBr to the following compound?<IMAGE>
- Which of the following compounds reacts with HBr more rapidly?<IMAGE>
- Of the possible products shown for the following reaction, are there any that will not be formed?<IMAGE>
- What alkene should be used to synthesize each of the following alkyl bromides?b. <IMAGE>
- What alkene should be used to synthesize each of the following alkyl bromides?c. <IMAGE>
- What is the major product obtained from the addition of HBr to each of the following compounds?a. <IMAGE>...
- What is the major product obtained from the addition of HBr to each of the following compounds?e. <IMAGE>...
- What will be the product of the preceding reaction if HBr is used in place of Br2?
- What stereoisomers are obtained from the following reactions?c. (E)-3-methyl-2-pentene + HBrd. cis-3-hexene + ...
- What is the major product of the reaction of each of the following with HBr?c. <IMAGE>d. <IMAGE>
- b. When 1-chlorocyclohexene reacts with HBr, the major product is 1-bromo-1-chlorocyclohexane. Propose a mecha...
- Propose mechanisms consistent with the following reactions.c. <IMAGE>
- (a) Based on what you know about the relative stabilities of alkyl cations and benzylic cations, predict the p...
- Show how hex-1-yne might be converted toe. 2-bromohexane.
- Limonene is one of the compounds that give lemons their tangy odor. Show the structures of the products expect...
- When 3-methyl-1-butene reacts with HBr, two alkyl halides are formed: 2-bromo-3-methylbutane and 2-bromo-2-met...