Introduction to General, Organic and Biochemistry
11th Edition
ISBN: 9781285869759
Author: Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres
Publisher: Cengage Learning
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Chapter 12, Problem 12.76P
Draw the structural formula of an
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Assuming that Markovnikov’s rule is valid, predict the major alcohol product from the following alkene.
A) Provide four different ways that 2-methylpropanal could be made from an alkene,
an alcohol, an ester and an acetal in a single step.
an alkene
H
an alcohol
2-methylpropanal
an ester
an acetal
4) Give an example of an enol which would tautomerize into a) an aldehyde and b) a ketone.
Chapter 12 Solutions
Introduction to General, Organic and Biochemistry
Ch. 12.3 - Prob. 12.1PCh. 12.3 - Prob. 12.2PCh. 12.3 - Problem 12-3 Write the IUPAC name for each...Ch. 12.3 - Problem 12-4 Draw structural formulas for the...Ch. 12.3 - Problem 12-5 How many stereoisomers are possible...Ch. 12.5 - Prob. 12.6PCh. 12.5 - Problem 12-7 Propose a two-step mechanism for the...Ch. 12.5 - Prob. 12.8PCh. 12.5 - Problem 12-9 Propose a three-step reaction...Ch. 12.5 - Prob. 12.10P
Ch. 12 - Prob. 12.11PCh. 12 - Answer true or false. Both ethylene and acetylene...Ch. 12 - 12-13 What is the difference in structure between...Ch. 12 - There are three compounds with the molecular...Ch. 12 - 12-15 Name and draw structural formulas for all...Ch. 12 - Prob. 12.16PCh. 12 - Draw a structural formula for at least one...Ch. 12 - Each carbon atom in ethane and in ethylene is...Ch. 12 - Prob. 12.19PCh. 12 - Prob. 12.20PCh. 12 - Prob. 12.21PCh. 12 - 12*22 Draw a structural formula for each compound....Ch. 12 - 12-23 Draw a structural formula for each compound....Ch. 12 - Prob. 12.24PCh. 12 - 12-25 Write the IUPAC name for each unsaturated...Ch. 12 - Explain why each name is incorrect and then write...Ch. 12 - 12-27 Explain why each name is incorrect and then...Ch. 12 - Prob. 12.28PCh. 12 - 12-29 Which of these alkenes show cis-trans...Ch. 12 - 12-30 Which of these alkenes shows cis-trans...Ch. 12 - 12-31 Cyclodecene exists as both cis and trans...Ch. 12 - Arachidonic acid is a naturally occurring C„o...Ch. 12 - Prob. 12.33PCh. 12 - If you examine the structural formulas for the...Ch. 12 - 12*35 For each molecule that shows eis-trans...Ch. 12 - Name and draw structural formulas for all...Ch. 12 - /3-Ocimene, a triene found in the fragrance of...Ch. 12 - Answer true or false. Alkenes and alkynes are...Ch. 12 - Prob. 12.39PCh. 12 - 12-40 Define alkene addition reaction. Write an...Ch. 12 - Prob. 12.41PCh. 12 - 12-42 Complete these equations.Ch. 12 - Draw structural formulas for all possible...Ch. 12 - Prob. 12.44PCh. 12 - 12-45 Draw a structural formula for the product of...Ch. 12 - Draw a structural formula for an alkene with the...Ch. 12 - 12-47 Draw a structural formula for an alkene with...Ch. 12 - Draw a structural formula for an alkene with the...Ch. 12 - Prob. 12.49PCh. 12 - 12-50 Draw the structural formula of an alkene...Ch. 12 - Prob. 12.51PCh. 12 - Prob. 12.52PCh. 12 - Following is the structural formula of...Ch. 12 - Propose an explanation for the following...Ch. 12 - There are nine alkenes with the molecular formula...Ch. 12 - Prob. 12.56PCh. 12 - 12-57 Hydrocarbon A, Cf,Hs, reacts with 2 moles of...Ch. 12 - 12-58 Show how to convert ethylene to these...Ch. 12 - 12-59 Show how to convert 1-butene to these...Ch. 12 - Prob. 12.60PCh. 12 - 12-61 (Chemical Connections 12A) What is one...Ch. 12 - Prob. 12.62PCh. 12 - Prob. 12.63PCh. 12 - 12-64 (Chemical Connections 120 What is the...Ch. 12 - (Chemical Connections 120 Assume that 1 X IO-12 g...Ch. 12 - Prob. 12.66PCh. 12 - 12-67 (Chemical Connections 12D ) In which isomer...Ch. 12 - Prob. 12.68PCh. 12 - Prob. 12.69PCh. 12 - Prob. 12.70PCh. 12 - Prob. 12.71PCh. 12 - Prob. 12.72PCh. 12 - Prob. 12.73PCh. 12 - Propose a structural formula for the product!s)...Ch. 12 - Prob. 12.75PCh. 12 - Draw the structural formula of an alkene that...Ch. 12 - 12-77 Show how to convert cyclopentene into these...Ch. 12 - Prob. 12.78PCh. 12 - Prob. 12.79PCh. 12 - In omega-3 fatty adds, the last carbon of the last...Ch. 12 - Prob. 12.81P
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- Aldehydes and ketones react with one molecule of an alcohol to form compounds called hemiacetals, in which there is one hydroxyl group and one ether-like group. Reaction of a hemiacetal with a second molecule of alcohol gives an acetal and a molecule of water. We study this reaction in Chapter 16. Draw structural formulas for the hemiacetal and acetal formed from these reagents. The stoichiometry of each reaction is given in the problem.arrow_forwardDraw structural formulas for the alkene that gives each alcohol upon hydroboration-oxidation.arrow_forwardDescribe a sequence of reactions by which cis-2-pentene could be prepared from acetylene.arrow_forward
- Give detailed Solution with explanationarrow_forwardAldehydes and ketones are soluble in organic solvents True False The IUPAC name of the compound CH3CH2COCH3 is ******** The reaction between strong base and C6H6Cl is called The reaction between phenol and nitric acid product O-nitro phenol p-nitro phenol picric acid 2,4-nitrophenol إجابتك إجابتكarrow_forwardDraw the structure(s) of the major organic product(s) of the following reaction. СЊО, ОСЊ aqueous H₂SOarrow_forward
- The acid-catalyzed dehydration of 2,3-dimethyl-3-pentanol yields three alkene products. What are the names of the three alkenes? Which of the three alkenes is the major product?arrow_forwardDo primary, secondary, or tertiary alcohols undergo rearrangement upon conversion to the alkyl halides?arrow_forwardDraw a structural formula for the major organic product of the reaction shown. H,C=CHCH,CH,CH3 + HCI H₂C=C CH₂CH3 CH₂CH3 + HCIarrow_forward
- Complete the following syntheses – they may be two- or three-step processes. Include any necessary catalysts or reaction conditions. a) Prepare propanone from 1-propanolarrow_forwardname the alkene product obtained on dehydration of each of the following alcohols: 1-Butanol 2-Butanol 2-Methyl-2-propanol 2,3,3-Trimethyl-2-butanolarrow_forwardA problem often encountered in the oxidation of primary alcohols to acids is that esters are sometimes produced as by-products. For example, oxidation of ethanol yields acetic acid and ethyl acetate: Propose a mechanism to account for the formation of ethyl acetate. Take into account the reversible reaction between aldehydes and alcohols:arrow_forward
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