ORGANIC CHEMISTRY
5th Edition
ISBN: 9781259977596
Author: SMITH
Publisher: MCG
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Textbook Question
Chapter 4, Problem 4.21P
Classify the ring carbons as up
. 
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Students have asked these similar questions
C=C-C=C
How many hydrogen atoms are needed to complete the structure above?
a) Draw all Newman projections
of your molecule's conformations
in which the CH3 group and the
H of the CHY2 group are
positioned 'ANTI' to each other.
Be sure to put in the correct X
and Y atoms, bonded to the
correct C atoms, for your
molecule. X = FY=I
Conformations = 60 deg and
-
180 deg 60 deg dihedral angle
= - 179.987 deg 180 deg ·
-
dihedral angle
=
179.814 deg
Select all of the asymmetric carbon atoms in the following structure. A selected atom will turn green.
но
Chapter 4 Solutions
ORGANIC CHEMISTRY
Ch. 4 - Prob. 4.1PCh. 4 - Problem 4.2 Which of the following is not another...Ch. 4 - Problem 4.3 Draw the five constitutional isomers...Ch. 4 - Prob. 4.4PCh. 4 - Prob. 4.5PCh. 4 - Draw the five constitutional isomers that have...Ch. 4 - Problem 4.7 Give the IUPAC name for each...Ch. 4 - Give the IUPAC name for each compound. a....Ch. 4 - Problem 4.9 Give the structure corresponding to...Ch. 4 - Prob. 4.10P
Ch. 4 - Give the IUPAC name for each compound.Ch. 4 - Give the structure corresponding to each IUPAC...Ch. 4 - Arrange the following compounds in order of...Ch. 4 - Problem 4.14 Draw the staggered and eclipsed...Ch. 4 - Prob. 4.15PCh. 4 - Prob. 4.16PCh. 4 - Problem 4.17 a. Draw the three staggered and...Ch. 4 - Problem 4.18 Rank the following conformations in...Ch. 4 - Problem 4.19 Consider rotation around the...Ch. 4 - Calculate the destabilization present in each...Ch. 4 - Problem 4.21 Classify the ring carbons as up or...Ch. 4 - Problem 4.22 Using the cyclohexane with the C’s...Ch. 4 - Draw a second chair conformation for each...Ch. 4 - Problem 4.24 Draw both conformations for and...Ch. 4 - Problem 4.25 Draw the structure for each compound...Ch. 4 - For cis-1, 3-diethylcyclobutane, draw a a...Ch. 4 - Prob. 4.27PCh. 4 - Problem 4.28 Consider .
Draw structures f or the...Ch. 4 - Problem 4.29 Draw a chair conformation of...Ch. 4 - Prob. 4.30PCh. 4 - Draw the products of each combustion reaction.Ch. 4 - Explain why beeswax is insoluble in H2O, slightly...Ch. 4 - Prob. 4.33PCh. 4 - Name each alkane using the ball-and-stick model,...Ch. 4 - Consider the substituted cyclohexane shown in the...Ch. 4 - Prob. 4.36PCh. 4 - Prob. 4.37PCh. 4 - 4.38 Give the IUPAC name for each compound.
a. c....Ch. 4 - 4.39 Give the structure and IUPAC name for each of...Ch. 4 -
4.40 Draw the structure corresponding to each...Ch. 4 - Prob. 4.41PCh. 4 - 4.42 Give the IUPAC name for each compound.
a....Ch. 4 - Prob. 4.43PCh. 4 - Prob. 4.44PCh. 4 - 4.45 Which conformation in each pair is higher in...Ch. 4 - 4.46 Considering rotation around the bond...Ch. 4 - Prob. 4.47PCh. 4 - 4.48 (a) Using Newman projections, draw all...Ch. 4 - 4.49 Label the sites of torsional and steric...Ch. 4 - 4.50 Calculate the barrier to rotation for each...Ch. 4 - 4.51 The eclipsed conformation of is less...Ch. 4 - (a) Draw the anti and gauche conformations for...Ch. 4 - For each compound drawn below: a.Label each OH,Br...Ch. 4 - Draw the two possible chair conformations for...Ch. 4 - For each compound drawn below: a. Draw...Ch. 4 - 4.56 Convert each of the following structures into...Ch. 4 - Prob. 4.57PCh. 4 - Prob. 4.58PCh. 4 - 4.59 Classify each pair of compounds as...Ch. 4 - Classify each pair of compounds as constitutional...Ch. 4 - Prob. 4.61PCh. 4 - 4.62 Draw the three constitutional isomers having...Ch. 4 - Prob. 4.63PCh. 4 - 4.64 Draw the products of combustion of each...Ch. 4 - 4.65 Hydrocarbons like benzene are metabolized in...Ch. 4 - Prob. 4.66PCh. 4 - Prob. 4.67PCh. 4 - Cyclopropane and cyclobutane have similar strain...Ch. 4 - Prob. 4.69PCh. 4 - Haloethanes (CH3CH2X,X=Cl,Br,I) have similar...Ch. 4 - Prob. 4.71PCh. 4 - Prob. 4.72PCh. 4 - Consider the tricyclic structure B (a) Label each...Ch. 4 - Read Appendix B on naming branched alkyl...Ch. 4 - Read Appendix B on naming bicyclic compounds. Then...
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- Using your model of butane (CH3CH2CH2CH3) , complete the following graph of the anglebetween the two Me groups vs. potential energy. 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.arrow_forwardDraw the ve constitutional isomers that have molecular formula C5H10 and contain one ring.arrow_forwardProvide the correct IUPAC name for the skeletal (line-bond) structure shown here. 2- 3- 2,2- 6- 6,6- || 3,3- tert- tri di tetra iso eth oct non meth pent hept ene yne ane ylarrow_forward
- PLEASE HELP WITH THIS , CLEAR DRAWING AND SOLUTIONS WOULD BE APPRECIATEDarrow_forwardProvide the correct IUPAC name for the skeletal (line-bond) structure shown here. 2- 2,2,2,2- 2,3-|| 2,2- 3- 3,3- tetra tri di hex eth but meth hept pent yne ane ene ylarrow_forwardDraw an expanded structural formula of pent-1-en-3-yne/ CH3-CC-CH=CH2 and then label each carbon. Indicate the longest and shortest C-H bond and predict the C—C single bond that has the highest BDE(bond dissociation energy).arrow_forward
- Draw three constitutional isomers having molecular formula C7H14 that contains a five-membered ring and two methyl groups bonded to that ring.arrow_forwardWhich of the following is the highest energy chair conformer of the most stable isomer of 1-ethyl-2,4-dimethylcyclohexane? A | B II C) III IV = || ||| > INarrow_forwardcircle and name each fundamental group present in the following moleculearrow_forward
- Tag each carbon atom in the main chain of the molecule drawn below. H | HIC-H H H 1 I H-C-C-C | | | H H H H | -C H H 11 H-C-C-H -C-H | H H | - - HI H-C-C-C-H H H H-C-H 1 H | Harrow_forwardWhat are these 2?arrow_forwardFollowing is the Structural formal of Chloropropane H H H 2. H Draw Newman projections for all staggered and eclipsed conformation formed by rotation about C1 - C2 bond from 0° to 360°. b) Which Staggered conformation(s) has the lowest energy; which has the highest energy? c) Which eclipsed conformation(s) has the lowest energy, which has thhe highest energy?arrow_forward
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