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 12.12P
Answer true or false.
- Both ethylene and acetylene are planar molecules.
( g) Cyclohexene can exist as a pair of cis-trans isomers.
(h) 1-Chloropropene can exist as a pair of cis-trans isomers.
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Compounds X and Y both have the formula C7H14.
Both X and Y react with one molar equivalent of hydrogen in the presence of a palladium catalyst to form 2-methylhexane.
The heat of hydrogenation of X is greater than that of Y.
Both X and Y react with HCI to give the same single C₂H₁5Cl compound as the major product.
What is the structure of X?
• In cases where there is more than one answer, just draw one.
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ChemDoodleⓇ
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Compounds Y and Z both have the formula C₂H18.
Both Y and Z react with one molar equivalent of hydrogen in the presence of a palladium catalyst to form 2-methyloctane.
The heat of hydrogenation of Y is less than that of Z.
Y and Z each undergo hydroboration/oxidation to give a primary alcohol (OH attached to a primary carbon).
What is the structure of Y?
• In cases where there is more than one answer, just draw one.
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ChemDoodle
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What is cis-trans isomerism in alkenes?
cis-trans isomerism in alkenes involves having the major groups in an alkene on the same or opposite side of the double bond
cis-trans isomerism in alkenes involves having different or identical substituents at the both ends of the double bond
cis-trans isomerism in alkenes involves having the major groups in an alkene in staggered or eclipsed conformations
cis-trans isomerism in alkenes involves different location of double bond along the carbon chain
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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- How many alkenes have the molecular formula C5H10, ie structural isomers with a double bond. Count cis and trans isomers as separate compounds? 3 S 8arrow_forwardMark the correct statements about the structural features of alkenes and alkynes. * A- Free rotation is not possible around a double or triple bond. B- A triple bond is shorter and stronger than a double bond. C- A pi-bond can only form by overlap of p-orbitals on adjacent atoms if these atoms are from the same element. D- The pi-bond in an alkene is weaker than the sigma bond because the sideways overlap of p-orbitals is less than the head-to-head overlap of sp² hybrid orbitals. E- All the bond angles in an alkyne are 180°.arrow_forwardThe empirical formula of X is C3H5CIO If X is an optically alkanal, give the structural formula of X and draw this pair of enantiomers.Structural formula of X : If X has a C=C bond and a saturated OH group (i.e. The OH group does not attach to the C=C), give the structural formula of X if X shows cis-trans isomerism. Draw the pair of cis-trans isomers.Structural formula of X :arrow_forward
- Draw three cycloalkanes which are structural (constitutional) isomers of C6H12. At least one of these structures must be able to show cis/trans isomerism. Mark this example with an asterisk.arrow_forwardAs you can see from Table 11.4, each CH2 group added to the carbon chain of an alkane increases its boiling point. This increase is greater going from CH4 to C2H6 and from C2H6 to C3H8 than it is going from C8H18 to C9H20 or from C9H20 to C10H22. What do you think is the reason for this differencearrow_forwardCompounds X and Y both have the formula C7H₁4. Both X and Y react with one molar equivalent of hydrogen in the presence of a palladium catalyst to form 2-methylhexane. The heat of hydrogenation of X is greater than that of Y. Both X and Y react with HCI to give the same single C7H15Cl compound as the major product. What is the structure of X? • In cases where there is more than one answer, just draw one. 23 ▾ Sn [F ChemDoodleⓇ 146arrow_forward
- The group having the condensed structural formula “CH3CH2CH(CH3)–” is called ___ . isopropyl tert-butyl sec-butyl neopentyl isobutyl Which of the following alkenes DOES have a cis version and a trans version? 2,3-dimethyl-2-hexene Three of these have cis and trans versions. 2-hexene 1-hexene 2-methyl-2-hexenearrow_forwardDetermine whether the following formula is exclusive for aliphatic alkanes, exclusive for cycloalkanes or can be either of them or it can also be neither of them. Consider the the possibility of isomerism. C7H14 C6H14 C7H15 C6H12 C8H16 C5H12 C2H6 C2H4 C4H9 C3H8arrow_forwardWrite the balanced chemical equation for the complete combustion of ethane. Reactants Products C2H6 (g) + → Formulate (skeletal formula) the main products for the oxidation and dehydration reactions of the following compound: Reactant Oxidation product Dehydration products | OH CH3―CH2―CH―CH2―CH3arrow_forward
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