ORGANIC CHEMISTRY
ORGANIC CHEMISTRY
6th Edition
ISBN: 9781260826791
Author: SMITH
Publisher: MCG
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Chapter 4, Problem 39P

Draw the structure corresponding to each IUPAC name.

a. 3 ethyl 2 methylhexane

b. sec butylcyclopentane

c. 4 isopropyl 2 , 4 , 5 trimethylundecane

d. cyclobutylcycloheptane

e. 3 ethyl 1 , 1 dimethylcyclohexane

f. 4 butyl 1 , 1 diethylcycloocatne

g 6 isopropyl 2 , 3 dimethylocatne

h. 2 , 2 , 6 , 6 , 7 pentamethylocatne

i. c i s 1 ethyl 3 methylcyclopentane

j. t r a n s 1 t e r t butyl 4 ethylcycloheaxne

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1d. Use Le Chatelier's principle to describe the effect of the following changes on the position of the Haber-Bosch equilibrium: N2(g) + 3H2(g)= 2NH3(9) AH = -92kJ Choose one of the following answers: shift to reactant side, shift to product side or no change and draw the resulting graph. I. Increase the [N2(g)] Effect: H₂ N₂ NH3 II. Decrease the volume of the container. Effect: H₂ N₂2 NH3
f) The unusual molecule [2.2.2] propellane is pictured. 1) Given the bond length and bond angles in the image, what hybridization scheme best describes the carbons marked by the askerisks? 2) What types of orbitals are used in the bond between the two carbons marked by the askerisks? 3) How does this bond compare to an ordinary carbon-carbon bond (which is usually 1.54 Å long)? CH2 1.60Å H₂C * H₂C CH2 C H2C * C Of H₂ 120°
e) Determine the hybridization and geometry around the indicated carbon atoms. H3C CH3 B HC CH2 A C C C CH3

Chapter 4 Solutions

ORGANIC CHEMISTRY

Ch. 4.5 - Give the IUPAC name for each compound.Ch. 4.5 - Give the structure corresponding to each IUPAC...Ch. 4.8 - Arrange the following compounds in order of...Ch. 4.9 - Problem 4.14 Draw the staggered and eclipsed...Ch. 4.9 - Prob. 15PCh. 4.9 - Prob. 16PCh. 4.10 - Problem 4.17 a. Draw the three staggered and...Ch. 4.10 - Problem 4.18 Rank the following conformations in...Ch. 4.10 - Problem 4.19 Consider rotation around the...Ch. 4.10 - Calculate the destabilization present in each...Ch. 4.12 - Problem 4.21 Classify the ring carbons as up or...Ch. 4.12 - Problem 4.22 Using the cyclohexane with the C’s...Ch. 4.13 - Draw a second chair conformation for each...Ch. 4.13 - Problem 4.24 Draw both conformations for and...Ch. 4.13 - Problem 4.25 Draw the structure for each compound...Ch. 4.13 - Prob. 26PCh. 4.14 - Prob. 31PCh. 4.14 - Prob. 32PCh. 4.15 - Prob. 33PCh. 4 - Name each alkane using the ball-and-stick model,...Ch. 4 - 4.40 Draw the structure corresponding to each...Ch. 4 - 4.42 Give the IUPAC name for each compound. a....Ch. 4 - Prob. 42PCh. 4 - 4.46 Considering rotation around the bond...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 - Classify each pair of compounds as constitutional...Ch. 4 - Prob. 66PCh. 4 - 4.64 Draw the products of combustion of each...Ch. 4 - 4.65 Hydrocarbons like benzene are metabolized in...Ch. 4 - Prob. 69PCh. 4 - Prob. 70PCh. 4 - Cyclopropane and cyclobutane have similar strain...Ch. 4 - Prob. 72PCh. 4 - Haloethanes (CH3CH2X,X=Cl,Br,I) have similar...Ch. 4 - Prob. 74PCh. 4 - Prob. 75PCh. 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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