Organic Chemistry
12th Edition
ISBN: 9781118875766
Author: T. W. Graham Solomons, Craig B. Fryhle, Scott A. Snyder
Publisher: WILEY
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Chapter 4, Problem 6PP
Draw bond-line formulas and give IUPAC substitutive names for all of the isomers of (a)
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(a) What structural feature is associated with each type of hydrocarbon: alkane, cycloalkane, alkene, and alkyne?(b) Give the general formula for each type.(c) Which hydrocarbons are considered saturated?
Cyclopropane (C3H6, a three-membered ring) is more reactive than most other cycloalkanes.(a) Draw a Lewis structure for cyclopropane.(b) Compare the bond angles of the carbon atoms in cyclopropane with those in an acyclic (noncyclic) alkane.(c) Suggest why cyclopropane is so reactive.
Write Lewis structures and describe the molecular geometry at each carbon atom in the following compounds:(a) cis-3-hexene(b) cis-1-chloro-2-bromoethene(c) 2-pentyne(d) trans-6-ethyl-7-methyl-2-octene
Chapter 4 Solutions
Organic Chemistry
Ch. 4 - Prob. 1PPCh. 4 - Which structure does not represent...Ch. 4 - Prob. 3PPCh. 4 - Draw bond-line formulas for all of the isomers of...Ch. 4 - Prob. 5PPCh. 4 - Draw bond-line formulas and give IUPAC...Ch. 4 - Draw bond-line formulas and give IUPAC...Ch. 4 - Practice Problem 4.8 Give names for the following...Ch. 4 - Prob. 9PPCh. 4 - Prob. 10PP
Ch. 4 - Prob. 11PPCh. 4 - Give the structures and IUPAC names for all the...Ch. 4 - Prob. 13PPCh. 4 - Practice Problem 4.14 Show by a calculation (using...Ch. 4 - Practice Problem 4.15 Write structures for the cis...Ch. 4 - Practice Problem 4.16
(a) Write structural...Ch. 4 - Practice Problem 4.17 Write a conformational...Ch. 4 - Practice Problem 4.18
(a) Write the two...Ch. 4 - Prob. 19PPCh. 4 - Practice Problem 4.20 (a) What is the index of...Ch. 4 - Practice Problem 4.21
Zingiberene, a fragrant...Ch. 4 - Practice Problem 4.22 Carbonyl groups also count...Ch. 4 - Prob. 23PCh. 4 - Give systematic IUPAC names for each of the...Ch. 4 - Prob. 25PCh. 4 - Write the structure and give the IUPAC systema.tic...Ch. 4 - 4.27. Write the structure(s) of the simplest...Ch. 4 - Prob. 28PCh. 4 - 4.29. Write structures for the following...Ch. 4 - Prob. 30PCh. 4 - A spiro ring junction is one where two rings that...Ch. 4 - 4.32. Tell what is meant by a homologous series...Ch. 4 - Four different cycloalkenes will all yield...Ch. 4 - 4.34. (a) Three different alkenes yield...Ch. 4 - Prob. 35PCh. 4 - Prob. 36PCh. 4 - 4.37. Write the structures of two chair...Ch. 4 - Prob. 38PCh. 4 - Without referring to tables, decide which member...Ch. 4 - Prob. 40PCh. 4 - 4.41. Which compound would you expect to be the...Ch. 4 - Prob. 42PCh. 4 - 4.43. Write the two chair conformations of each of...Ch. 4 - Provide an explanation for the surprising fact...Ch. 4 - Prob. 45PCh. 4 - 4.46. Specify the missing compounds and/or...Ch. 4 - Consider the cis and trans isomers of...Ch. 4 - Prob. 48PCh. 4 - Open the energy-minimized 3D Molecular Models on...Ch. 4 - 4.50. Open the 3D Molecular Models on the book’s...Ch. 4 - 4.51. Open the 3D Molecular Model on the book’s...Ch. 4 - 1. The predominant conformation for D-glucose is...Ch. 4 - Prob. 2LGPCh. 4 - When 1,2-dimethylcyclohexene is allowed to react...Ch. 4 - Prob. 4LGP
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- Write structural formulas for compounds that meet the following descriptions:(a) An alkene, C6H12, that cannot have cis–trans isomersand whose longest chain is 5 carbons long(b) An alkene with a chemical formula of C10H12 that hascis–trans isomers and contains a benzene ring.arrow_forwardTRUE OR FALSE (a) Both ethylene and acetylene are planar molecules. (b) An alkene in which each carbon of the double bond has two different groups bonded to it will show cis-trans isomerism. (c) Cis-trans isomers have the same molecular formula but a different connectivity of their atoms. (d) Cis-2-butene and trans -2-butene can be interconverted by rotation about the carbon–carbon double bond. (e) Cis-trans isomerism is possible only among appropriately substituted alkenes. (f) Both 2-hexene and 3-hexene can exist as pairs of cis-trans isomers. (g) Cyclohexene can exist as a pair of cis-trans isomers. (h) 1-Chloropropene can exist as a pair of cis-trans isomers.arrow_forward12. Write bond-line structural formulas for (a.) two primary alcohols, (b.) a secondary alcohol, and (c.) a tertiary alcohol-all having the molecular formula CaH100.arrow_forward
- Write structural formulas for each of the following:arrow_forwardA saturated alkanol X has the relative molecular mass of 74.0. (a) Give the general formula of alkanol. (b)(i) Deduce the molecular formula of X. (Relative atomic mass of C=12, H=1, O=16) (c)(i) X is optically active. Draw the two enantiomers of X. (ii) Name X.arrow_forwardTrue or false: (a) The C¬C bonds in benzene are all the samelength and correspond to typical single C¬C bond lengths.(b) The C¬C bond in acetylene, HCCH, is longer than theaverage C¬C bond length in benzene.arrow_forward
- Write the chemical formula and Lewis structure of the following, each of which contains five carbon atoms:(a) an alkane(b) an alkene(c) an alkynearrow_forwardPlease answer letters a and barrow_forwardA certain hydrocarbon has a molecular formula of C5H8. Which of the following is not a structural possibility for this hydrocarbon: (d) It contains an alkyne O It contains one ring and one double bond (c) It contains two double bonds and no rings O (b) It contains one ring and no double bondsarrow_forward
- Draw the skeletal structure of the following organic molecules. (i) 4-chloropentanal (ii) 2,3-dimethylbutan-1-ol (iii) CH3CH(OH)CH₂CN (you can leave the nitrile group as -CN) Name the organic molecules shown below. (i) (CH3)2C=CHCH₂CH3arrow_forward1. (a) Draw the structures of the eight isomeric pentyl alcohols, C3H11OH. (b) Name each by the IUPAC system and by the carbinol system. (c) Label each as primary, secondary, or tertiary, (d) Which one is isopentyl alcohol? tert-Pentyl alcohol? (e) Give the structure of a primary, a secondary, and a tertiary alcohol of the formula C,H13OH.arrow_forwardPlease draw bond-line formulas for the nine isomeric C7H16 alkanes.arrow_forward
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