Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN: 9780618974122
Author: Andrei Straumanis
Publisher: Cengage Learning
expand_more
expand_more
format_list_bulleted
Concept explainers
Videos
Textbook Question
Chapter 6, Problem 3E
Using your model of butane
a. Label each Newman projection of butane on the graph with the words staggered, eclipsed, gauche, and anti, as appropriate. (Note that some structures will have more than one label.)
b. Draw a wedge and dash bond representation of butane in its lowest P.E. conformation.
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solution
Students have asked these similar questions
. Consider the hash/wedge structure below.
a. Draw the Newman projection of the bond indicated, keeping the conformation
the same.
НО
b. Draw the Newman projection for the most stable conformation
CI
c. In the Newman projection for part b, label all gauche interactions.
Imagine that this worksheet has sucked you the plane of the page, and you are now facing the indicated bond of the drawn molecule.
a. Draw the six main Newman projections for the indicated bond: three eclipsed, three staggered.
b. Label which conformers are eclipsed ands taggered.c. Identify the most and least stable conformer, and explain your reasoning.
4. For the following structures, draw both possible chair
conformations, using a ring flip to go from one to the other, and
circle the one that is most stable/lowest energy. (Hint: Use
Table 4.8 in Klein.) Show all groups, including hydrogen atoms,
attached to the cyclohexane ring.
А.
Me
Me
Et
В.
Et
t-Bu
Et
Chapter 6 Solutions
Organic Chemistry: A Guided Inquiry
Ch. 6 - Prob. 1CTQCh. 6 - Prob. 2CTQCh. 6 - Prob. 4CTQCh. 6 - Prob. 5CTQCh. 6 - Complete this graph of relative potential energy...Ch. 6 - Prob. 7CTQCh. 6 - Prob. 8CTQCh. 6 - Prob. 9CTQCh. 6 - Consider the Newman projection below. a. Draw a...Ch. 6 - Draw a Newman projection showing the lowest P.E....
Ch. 6 - Prob. 12CTQCh. 6 - Prob. 13CTQCh. 6 - In skeletal representations the hydrogens are not...Ch. 6 - Prob. 15CTQCh. 6 - Prob. 16CTQCh. 6 - Prob. 17CTQCh. 6 - Prob. 19CTQCh. 6 - Prob. 20CTQCh. 6 - Prob. 21CTQCh. 6 - Prob. 22CTQCh. 6 - Prob. 23CTQCh. 6 - Draw a constitutional isomer of pentane,...Ch. 6 - How many H’s are lost from the molecular formula...Ch. 6 - How many ifs are lost from the molecular formula...Ch. 6 - Prob. 27CTQCh. 6 - What is the degree of unsaturation for the example...Ch. 6 - Without counting hydrogens, determine which one of...Ch. 6 - Determine the degree of unsaturation (and draw a...Ch. 6 - a model of each molecule shown above: Is the...Ch. 6 - Prob. 32CTQCh. 6 - Prob. 33CTQCh. 6 - Label each double bond E, Z, or neither. (It may...Ch. 6 - Prob. 35CTQCh. 6 - Prob. 36CTQCh. 6 - Indicate the relationship between each pair....Ch. 6 - Prob. 38CTQCh. 6 - Prob. 1ECh. 6 - Prob. 2ECh. 6 - Using your model of butane (CH3CH2CH2CH3) ,...Ch. 6 - Consider the molecule 1-bromo-2-methylbutane. C3...Ch. 6 - Prob. 5ECh. 6 - Prob. 8ECh. 6 - Prob. 9ECh. 6 - Prob. 10ECh. 6 - Prob. 11ECh. 6 - Prob. 12ECh. 6 - Prob. 13ECh. 6 - Prob. 15ECh. 6 - Prob. 16ECh. 6 - Prob. 17ECh. 6 - Prob. 18ECh. 6 - Prob. 19ECh. 6 - Prob. 20ECh. 6 - Prob. 21ECh. 6 - Double bonds do not rotate freely under normal...Ch. 6 - up an example (not appearing in this ChemActivity)...Ch. 6 - Prob. 24ECh. 6 - Prob. 25E
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
- Q2. a) Draw the Newman projection of the most stable staggered conformation of 2-methylpentane, looking down the 3,4 bond. H3C c-CH2-CH2CH3 H3C´H b) The structure of cis-1-tert-butyl-3-methylcyclohexane is shown below. Draw both chair forms of this molecule, and circle the one you think is less stable. Me 't-Buarrow_forwardH3C H. NHCH3 NHCH3 H Harrow_forward1. Draw the most and least stable Newman projections for the following molecules (focus on C2 and C3). a. 2-chloro-2-fluoropentane b. 2,2-dimethylbutane c. 2-chloro-2-methylpentane d. 1,2-dibromoethanearrow_forward
- Draw the most and least stable Newman projections for the following molecules ( focus on C2 and C3). a. 2-chloro-2- fluoropentane b. 2,2-dimethylbutane C. 2-chloro-2-methylpentane d. 1,2-dibromoethanearrow_forwardC. Using your molecular modeling kit, construct cis-1,4-dimethylcyclohexane. In the space below, draw one of the chair conformations. Label the methyl groups as either axial (a) or equatorial (e). Number the carbons of the cyclohexane ring, perform a chair flip and draw the new chair conformation.arrow_forward3. For pentane draw Newman projections for the Syn-periplanar, conformation. the Anti- periplanar conformation and a Gauche conformation. Use C2 as the front carbon and C3 as the back carbon. Label each conformation, circle the highest energy conformation and underline the lowest energy conformation.arrow_forward
- DIRECTIONS:Provide the required number of isomers ner molecular formula by illustrating them in skeletal structure. Afterwards, identify the IUPAC name of each isomer. 1. C,H,0 (4 isomers) 2. C,H,0, (4 isomers) 3. C,H,O (3 isomers) DIRECTIONS. Answer the following questions in complete sentences. 1. What specific type of isomer/s are in Part 1: item 3? 2. What type of organic compound/s have you drawn in Part 2: Item 2? 3. Draw a pair of enantiomers and encircle its chiral carbon.arrow_forwardSight along the C2-Cl bond of 2-methylpropane (isobutane). a. Draw a Newman projection of the most stable conformation. b. Draw a Newman projection of the least stable conformation. c. Make a graph of energy versus angle of rotation around the C2-Cl bond. d. Assign relative values to the maxima and minima in your graph, given that an H↔H eclipsing interaction costs 0 kJ/mol and an H↔CH3 eclipsing interaction costs 6.0 kJ/mol.arrow_forward1: Draw the chain conformer of... 1a. Cyclohexane, label all the axial and equatorial hydrogens 1b. The most stable conformer of ethylcyclohexane 1c. The most sable conformer of trans-1-tert-butyl-3-methylcyclohexanearrow_forward
- 5. Chairs and E2 b. a. Draw the line-bond structure of (1R, 2S,3S)-1-ethyl-2-iodo-3-isopropylcyclohexane. Draw both chair flips of (1R, 2S,3S)-1-ethyl-2-iodo-3-isopropylcyclohexane. Showing all calculations, determine which is the more stable conformation. C. Which chair flip is able to undergo E2 elimination? Justify your answer. d. Show the product of such an E2 elimination using NaOEt as base.arrow_forwardConsider the cyclohexane framework in a chair conformation, where carbon 1 has two substituents, X and Y. a. Label each position as axial or equatorial. b. On the same figure, label all positions that are gauche to the Y group on carbon 1. A bin may hold more than one label. Answer Bank equatorial axial guachearrow_forwardConsider the cyclohexane framework in a chair conformation, where carbon 1 has two substituents, X and Y. a. Label each position as axial or equatorial. b. On the same figure, label all positions that are gauche to the Y group on carbon 1. A bin may hold more than one label. axial equatorial X 1 equatorial equatorial 2 axial axial axial gauche 3 axial gauche 5 equatorial equatorial 4 axial equatorial Answer Bank equatorial gauche axialarrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning
Organic Chemistry: A Guided Inquiry
Chemistry
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Cengage Learning
Nomenclature: Crash Course Chemistry #44; Author: CrashCourse;https://www.youtube.com/watch?v=U7wavimfNFE;License: Standard YouTube License, CC-BY