Introduction to General, Organic and Biochemistry
12th Edition
ISBN: 9780357391594
Author: Frederick A. Bettelheim; William H. Brown; Mary K. Campbell
Publisher: Cengage Learning US
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Chapter 12, Problem 43P
Following is the structural formula of hexabromocyclododecane. This compound was at one time used as a flame retardant in polystyrene foam insulation in buildings, but has now been banned because it had been shown to be toxic to aquatic organisms, and can disrupt thyroid hormone levels in laboratory test animals. In addition, it persists in the environment.
Show how this flame retardant could be synthesized from a cycloalkatriene and write the structural formula and IUPAC name of this starting material.
Br
Hexabromocyclododecane
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Chlordane, like DDT, is an alkyl halide that was used as an insecticide for crops such as corn and citrus and for lawns. In 1983, it was banned for all uses except against termites, and in 1988, it was banned for use against termites as well. Chlordane can be synthesized from two reactants in one step. One of the reactants is hexachlorocyclopentadiene. What is the other reactant?
Draw a structural formula for the cycloalkene with the molecular formula C6H10 that reacts with Cl2 to give each compound.
INSTRUCTIONS: Choose from the options A-E and explain briefly by illustrations the chemistry behind each answer.
Preamble: A reaction flask contains a 2-bromopentane in an ethanolic solution of sodium ethoxide at room temperature and results in the formation of two olefinic products.
Predict the products that would be formed from such a reaction
a)1-pentene (80%) and 2-pentene (20%)B)1-pentene (20%) and 2-pentene (80 %)C)1-pentene (50 %) and 2-pentene (50 %)D)1-pentene (0 %) and 2-pentene (100 %)E)1-pentene (100 %) and 2-pentene (0 %)
What reaction pathway is followed by the reaction above?a)E2 dehydrohalogenation B)E1 dehydrohalogenationC)SN1 dehydrohalogenationD)SN2 dehydrohalogenation
A mixture of E1 and E2 pathways
What is responsible for the formation of different products (major and minor).A)The different activated complex involved in the mechanism. B)Bimolecular nuclephilic substitution reaction C)Bimolecular Elimination reaction D)The presence of sodium ethoxideE)The…
Chapter 12 Solutions
Introduction to General, Organic and Biochemistry
Ch. 12.3 - Prob. 12.1QCCh. 12.3 - Prob. 12.2QCCh. 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. 12.6QCCh. 12.5 - Problem 12-7 Propose a two-step mechanism for the...Ch. 12.5 - Prob. 12.8QCCh. 12.5 - Problem 12-9 Propose a three-step reaction...Ch. 12.5 - Prob. 12.10QC
Ch. 12.8 - Prob. 12.11QCCh. 12 - Prob. 1PCh. 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. 6PCh. 12 - Draw a structural formula for at least one...Ch. 12 - Each carbon atom in ethane and in ethylene is...Ch. 12 - Prob. 9PCh. 12 - Prob. 10PCh. 12 - Prob. 11PCh. 12 - 12*22 Draw a structural formula for each compound....Ch. 12 - 12-23 Draw a structural formula for each compound....Ch. 12 - Prob. 14PCh. 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. 18PCh. 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. 23PCh. 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. 29PCh. 12 - 12-40 Define alkene addition reaction. Write an...Ch. 12 - Prob. 31PCh. 12 - 12-42 Complete these equations.Ch. 12 - Draw structural formulas for all possible...Ch. 12 - Prob. 34PCh. 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. 39PCh. 12 - 12-50 Draw the structural formula of an alkene...Ch. 12 - Prob. 41PCh. 12 - Prob. 42PCh. 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. 46PCh. 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. 50PCh. 12 - 12-61 (Chemical Connections 12A) What is one...Ch. 12 - Prob. 52PCh. 12 - Prob. 53PCh. 12 - 12-64 (Chemical Connections 120 What is the...Ch. 12 - (Chemical Connections 120 Assume that 1 X IO-12 g...Ch. 12 - Prob. 56PCh. 12 - Prob. 57PCh. 12 - Prob. 58PCh. 12 - Prob. 59PCh. 12 - Prob. 60PCh. 12 - Prob. 61PCh. 12 - Suppose you have unlabeled bottles of benzene and...Ch. 12 - Prob. 63PCh. 12 - Prob. 64PCh. 12 - Answer true or false. (a) Phenols and alcohols...Ch. 12 - Prob. 66PCh. 12 - Prob. 67PCh. 12 - Prob. 68PCh. 12 - Prob. 69PCh. 12 - 12-67 (Chemical Connections 12D ) In which isomer...Ch. 12 - Prob. 71PCh. 12 - Prob. 72PCh. 12 - Prob. 73PCh. 12 - Prob. 74PCh. 12 - Prob. 75PCh. 12 - Prob. 76PCh. 12 - Prob. 77PCh. 12 - Prob. 78PCh. 12 - Prob. 79PCh. 12 - Prob. 80PCh. 12 - Prob. 81PCh. 12 - Prob. 82PCh. 12 - Prob. 83PCh. 12 - Prob. 84PCh. 12 - Prob. 85PCh. 12 - Prob. 86PCh. 12 - Propose a structural formula for the product!s)...Ch. 12 - Prob. 88PCh. 12 - Draw the structural formula of an alkene that...Ch. 12 - 12-77 Show how to convert cyclopentene into these...Ch. 12 - Prob. 91PCh. 12 - Prob. 92PCh. 12 - Prob. 93PCh. 12 - Prob. 94PCh. 12 - Prob. 95PCh. 12 - In omega-3 fatty adds, the last carbon of the last...Ch. 12 - Prob. 97PCh. 12 - Prob. 98P
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