(a)
Interpretation:
The mechanism for the reaction of 2-butyne with one equivalent of bromine should be given.
Concept Introduction:
Addition of halides to
If excess halides are present, a second addition reaction also occurs.
(b)
Interpretation:
The configuration of the product obtained in the above reaction should be identified.
Concept Introduction:
Addition of halides to alkynes: Halogens like chlorine and bromine adds to the alkyne compounds. The general form of the reaction is given below.
If excess halides are present, a second addition reaction also occurs.
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Chapter 7 Solutions
Organic Chemistry, Books a la Carte Edition (8th Edition)
- Drawing on what you know about the stereochemistry of alkene addition reactions, a. write the mechanism for the reaction of 2-butyne with one equivalent of Br2. A. predict the configuration of the product of the reaction.arrow_forwardReactions: Provide the structure(s) of the expected major organic product(s). Show stereochemistry where needed and write NR if there is no reaction. C. a. b. OH Br NaBr 1. TsCl, Pyridine 2. NaCN, DMSO CH3OHarrow_forwardWhat stereoisomers are formed in the following reactions? Which stereoisomer is the major product? a. the acid-catalyzed dehydration of 1-pentanol to 2-pentene b. the acid-catalyzed dehydration of 3,4-dimethyl-3-hexanol to 3,4-dimethyl-3-hexenearrow_forward
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- Draw the two major products of this reaction. Use a dash or wedge bond to indicate stereochemistry of substituents on asymmetric centers. Ignore inorganic byproducts. 1. BH3-THF 2.H2O2, NaOH, H₂Oarrow_forwardDraw the two major products of this reaction. Use a dash or wedge bond to indicate stereochemistry of substituents on asymmetric centers. Ignore inorganic byproducts. 1. BH3-THF 2.H2O2, NaOH, H₂O Qarrow_forwardThe reaction below involves 2-chloropentane reacting with water. The product of this reaction is 2-pentanol. What would be the stereochemical result of the product? CH3 OH c CH;CH2CH3 H20 H. a. 100% R b. 100% S O C. ~50% R, ~50% Sarrow_forward
- Draw the product(s) of the following reactions. 1. BH3 / THF 2. H₂O₂/aqueous NaOH H3C-CEC-H • You do not have to consider stereochemistry. • Separate multiple products using the + sign from the drop-down menu. • You do not have to explicitly draw H atoms. • If no reaction occurs, draw the organic starting material.arrow_forwardAlkenes undergo an addition reaction with borane in tetrahydrofuran (THF). For the reaction below: BH3 THF (solvent) a Draw the structure of the major organic product. Use the wedge/hash bond tools to indicate stereochemistry where it exists. Use wedge and hash bonds ONLY when needed to show reaction stereochemistry. If the reaction produces a racemic mixture, just draw one stereoisomer. opy aste ChemDoodlearrow_forwardWhen free radical halogenation is performed with one of the compounds below, only a single product with the formula C5H11Cl is isolated. Which compound fits this description? Select one: a. 2,2-dimethylpropane b. cyclopentane c. pentane d. 2-methylbutanearrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning