Organic Chemistry
12th Edition
ISBN: 9781118875766
Author: T. W. Graham Solomons, Craig B. Fryhle, Scott A. Snyder
Publisher: WILEY
expand_more
expand_more
format_list_bulleted
Concept explainers
Videos
Textbook Question
Chapter 4, Problem 51P
Open the 3D Molecular Model on the book’s website for buckminsterfullerene. What molecule has its type of ring represented 16 times in the surface of buckminsterfullerene?
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solution
Students have asked these similar questions
The bond requires a larger amount of energy to rotate compared to the C—C bond in butane. What is the best explanation for this?
Draw the cis isomer of the structure shown below.
D
• Use the wedge/hash bond tools to indicate stereochemistry where it exists.
• In cases where there is more than one answer, just draw one.
If the structure does not have cis/trans isomers, simply redraw the molecule without stereobonds.
It is easy to imagine a cyclohexane as a flat hexagon and a lot of the time we draw it
that way. Looking at 1,3,5-triethylcyclohexane we cannot tell the stability of the
molecule from looking at the flat 2D drawing. Explain why we need to look at the 3D
configuration and what conformation (axial,equatorial) would each of the three ethyl
groups be in for the most stable configuration.
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
Additional Science Textbook Solutions
Find more solutions based on key concepts
Which compound is more easily decarboxylated?
Organic Chemistry
Determine [OH], [H+], and the pH of each of the following solutions. a. 1.0 M KCl b. 1.0 M KC2H3O2
Chemistry
1. What did each of the following scientists contribute to our knowledge of the atom?
a. William Crookes
b. E...
Chemistry For Changing Times (14th Edition)
Look up the physical properties of several of the compounds you will be making in your lab from several differe...
The Organic Chem Lab Survival Manual: A Student's Guide to Techniques
*18.133 The reaction
has are placed in a 2.00 L container at and this equilibrium is established. What perce...
Chemistry: The Molecular Nature of Matter
Hydrochloric acid can dissolve solid iron according to the reaction: Fe(s)+2HCI(aq)FeCl2(aq)+H2(g) What minimum...
Introductory Chemistry (5th Edition) (Standalone Book)
Knowledge Booster
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.Similar questions
- I. Molecule's Degree of Unsaturation* *to avoid confusion, we shall use "degree of unsaturation" to refer to the number of pi bonds or number of rings present in the molecule as a result of the loss of hydrogen atoms when referenced using the alkane formula of C,„H2n+2" The numerical value for the degree of unsaturation = 1 means that a molecule of hydrogen, H,, or two atoms of hydrogen are lost and instead 1 pi bond OR 1 ring is seen in the molecule. For this exercise, determine the degree of unsaturation of each of the following compounds: CH3 1. 2,3,3-Trimethyl-1,4,6-octatriene CH3 6. CH3 2. 3-Ethyl-2,2,-dimethyl-3-heptene `CH3 3. 2-Methyl-1,5-hexadiene 8. 7. ÇH3 H. CH3 4. 4-tert-Butyl-2-methylheptane Answers: 1. L2. 3. _4. 5. 6. _7. 8. 5.arrow_forwardConstruct models of all the possible stereoisomers of 1,2-dichlorocyclopropane. Using your models, draw structures for and name the isomers. Label each chirality centre R or S. Indicate which pairs are related as enantiomers and which as diastereoisomers.arrow_forwardExamine the ungraded ball-and-stick model to determine the three-dimensional structure of the molecule. On the corresponding 2D structure, draw one wedge bond and one dash bond over two existing bonds to indicate the same arrangement of atoms in space. The narrow part of each wedge-and-dash bond should be towards the same central carbon atom. Click on the three-dimensional molecular structure of (S)-1-chloro-2,3-dimethylbutane and drag to rotate it, or use the controls provided. 80 F3 $ 4 R F 000 COD F4 D V % 5 C T G MA F5 B OH 6 CL MacBook Pro Y Fo H & 7 N da F7 U * 00 8 M DII FO - Change two bonds to stereobonds. K Select Draw Rings More ////// 3 ( 9 H CH₂ */ CH₂ G DD F9 H O V H,C ) O command F10 P A C - H F11 Q2Q Cl { option + = F12 Erase = ] (1) delearrow_forward
- Stereoisomers share the same connectivity and differ only in the way their atoms are arranged in space. Draw the structure of a compound that is a stereoisomer of cis-1,4-dibromocyclohexane.(Note that the question asks for a different stereoisomer of the named compound and not the named compound itself.)Use the wedge/hash bond tools to indicate stereochemistry where it exists.In cases where there is more than one answer, just draw one.arrow_forwardSquare planar molecules with formula AB2C2 and octahedral molecules with formulas AB4C2 and AB3C3 feature diastereoisomers. Recall that trigonal bipyramidal geometry features two distinct positions: axial and equatorial. Draw all diastereoisomers for trigonal bipyramidal molecules with formula (a) AB4C and (b) AB3C2. You must indicate the stereochemistry using full and dashed wedges and label all positions as either axial (ax) and equatorial (eq)..arrow_forwardAnalyze the HNMR and CNMR data attached to prove that the compound is C8H8O3 (vanillin).arrow_forward
- Which compound would you expect to have the higher melting point, propane or cyclopropane? Explain your answer.arrow_forwardDraw the structure(s) of the cis-cycloalkanes with the chemical formula C6H₁2 that contain a 4-membered ring. • Use the wedge/hash bond tools to indicate stereochemistry where it exists. • Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner. • Separate structures with + signs from the drop-down menu. ? ChemDoodleⓇ [ ] در <arrow_forwardPerspective drawings of both geometric isomers of CICH=CHCl (1,2-dichloroethene) Make two models that have different spatial arrangement of the substitutions (the two Cl atoms) across the double bond. Draw the perspective formulae for the two isomers and label them with their correct designations. What type of isomerism do these represent?arrow_forward
- Why are these two conformational isomers? I was under the impression that in molecules with only sigma bonds, the bonds can rotate freely, and so the placement of the chlorines wouldn't matter?arrow_forwardStereoisomers share the same connectivity and differ only in the way their atoms are arranged in space. Draw the structure of a compound that is a stereoisomer of cis-1,2- dibromocyclobutane. (Note that the question asks for a different stereoisomer of the named compound and not the named compound itself.) • Use the wedge/hash bond tools to indicate stereochemistry where it exists. • In cases where there is more than one answer, just draw one.arrow_forwardRank the conformations of 1,2-dichloroethane in terms of stability. Draw a plot of potential energy versus rotation for the C-C bond in 1,2-dichloroethane. Do your calculations for conformations of 1,2-dichloroethane agree with the plot you predict?arrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
Macroscale and Microscale Organic ExperimentsChemistryISBN:9781305577190Author:Kenneth L. Williamson, Katherine M. MastersPublisher:Brooks Cole
Chemistry for Today: General, Organic, and Bioche...ChemistryISBN:9781305960060Author:Spencer L. Seager, Michael R. Slabaugh, Maren S. HansenPublisher:Cengage Learning
Macroscale and Microscale Organic Experiments
Chemistry
ISBN:9781305577190
Author:Kenneth L. Williamson, Katherine M. Masters
Publisher:Brooks Cole
Chemistry for Today: General, Organic, and Bioche...
Chemistry
ISBN:9781305960060
Author:Spencer L. Seager, Michael R. Slabaugh, Maren S. Hansen
Publisher:Cengage Learning
Molecular spectroscopy; Author: Vidya-mitra;https://www.youtube.com/watch?v=G6HjLIWvCQo;License: Standard YouTube License, CC-BY