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Write structural formulas for all the
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ORGANIC CHEMISTRY (LOOSELEAF)-PACKAGE
- For each of the questions below, fill in the blank. For those blanks that correspond to products, fill in the major product. For blanks corresponding to starting materials or reagents, fill in the appropriate compounds to give the product in highest yield.arrow_forwardWrite structural formulas for the major organic product(s) formed by reaction of 1-methylcyclohexene with oxidizing agent. Q.) O3 followed by (CH3)2Sarrow_forwardReaction of -pinene with borane followed by treatment of the resulting trialkylborane with alkaline hydrogen peroxide gives the following alcohol. Of the four possible cis,trans isomers, one is formed in over 85% yield. (a) Draw structural formulas for the four possible cis,trans isomers of the bicyclic alcohol. (b) Which is the structure of the isomer formed in 85% yield? How do you account for its formation? Create a model to help you make this prediction.arrow_forward
- Alcohols are important for organic synthesis, especially in situations involving alkenes. The alcohol might be the desired product, or the OH group might be transformed into another functional group via halogenation, oxidation, or perhaps conversion to a sulfonic ester derivative. Formation of an alcohol from an alkene is particularly powerful because conditions can be chosen to produce either the Markovnikov or non-Markovnikov product from an unsymmetrical alkene. Using your reaction roadmap as a guide, show how to convert 4-methyl-1-pentene into 5-methylhexanenitrile. You must use 4-methyl-1-pentene and sodium cyanide as the source of all carbon atoms in the target molecule. Show all reagents needed and all molecules synthesized along the way.arrow_forwardPropene reacts with hydrogen bromide (HBr) at room temperature to produce, 1-bromopropane and 2-bromopropane. H2C=CHCH3 + HBr → CH2(Br)CH2CH3 + CH3CH(Br)CH3 Draw out the reaction mechanism of the reaction between propene and hydrogen bromide to produce 2-bromopropane. Use curly arrows to show the movement of electrons. The description should be detailed and must include the type of bond fission that takes place. You may sketch and insert suitable diagrams to aid your description if you wish. Referring to the above mechanism, explain why two products are formed in the reaction between propene and hydrogen bromide?arrow_forwardList the alkenes that would be formed when 2-bromo-3-methylbutane is subjected to dehydrohalogenation with potassium ethoxide in ethanol and predict which one is the major product.arrow_forward
- 1. Predict the elimination products of the following reactions. When two alkenes are possible, predict which one will be the major product. Explain your answers, showing the degree of substitution of each double bond in the products. 2. Which of these reactions are likely to produce both elimination and substitution products? (a) 2-bromopentane +NaOCH3 (b) 3-bromo-3-methylpentane +NaOMe(Me= methyl, CH3) (c) 2-bromo-3-ethylpentane +NaOH (d) cis-1-bromo-2-methylcyclohexane +NaOEt (Et= ethyl, CH2CH3)arrow_forwardWhat would be the major product obtained from the reaction of Br2 with 1-butene if the reaction were carried out in the solvent dichloromethane? Draw the molecule.arrow_forwardGive the IUPAC name of the 1,4-addition product of the reaction between 2-methylpenta-1,3-diene with HCl. No need to specify configuration/isomerism. These are reagents that seek a positive center. What is the IUPAC name of the product between the smallest ring that can form a stable cycloalkyne and hydrogen gas in the presence of palladium in calcium carbonate?arrow_forward
- You are required to synthesize 2-bromopentane from the reaction between an alkene with HBr. Which alkene, 1-pentene or 2-pentene, should you react with HBr in order to get 2-bromopentane? Give an explanation.arrow_forwardLike other electrophiles, carbocations add to alkenes to form new carbocations, which can then undergo substitution or elimination reactions depending on the reaction conditions. With this in mind, consider the following reactions of nerol, a natural product isolated from lemon grass and other plant sources. Treatment of nerol with TsOH forms α-terpineol as the major product, whereas treatment of nerol with chlorosulfonic acid, HSO3Cl, forms a constitutional isomer, α-cyclogeraniol. Write stepwise mechanisms for both processes. Each mechanism involves the addition of an electrophile—a carbocation—to a double bond.arrow_forwardLike other electrophiles, carbocations add to alkenes to form new carbocations, which can then undergo substitution or elimination reactions depending on the reaction conditions. With this in mind, consider the following reactions of nerol, a natural product isolated from lemon grass and other plant sources. Treatment of nerol with TsOH forms α-terpineol as the major product, whereas treatment of nerol with chlorosulfonic acid, HSO3Cl, forms a constitutional isomer, αcyclogeraniol. Write stepwise mechanisms for both processes. Each mechanism involves the addition of an electrophile— a carbocation—to a double bond.arrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning