Organic Chemistry
4th Edition
ISBN: 9780073402772
Author: Janice G. Smith
Publisher: MCG
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Chapter 4, Problem 4.77P
Read Appendix B on naming branched alkyl substituents, and draw all possible alkyl groups having the formula
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Chapter 4 Solutions
Organic Chemistry
Ch. 4 - Prob. 4.1PCh. 4 - Prob. 4.2PCh. 4 - (a) Classify the carbon atoms in each compound as...Ch. 4 - Problem 3.3 Classify a carbon atom by the number...Ch. 4 - Problem 4.3 Draw the five constitutional isomers...Ch. 4 - Prob. 4.6PCh. 4 - Prob. 4.7PCh. 4 - Draw the five constitutional isomers that have...Ch. 4 - Give the IUPAC name for each compound. a. c. b. ...Ch. 4 - Give the IUPAC name for each compound. a....
Ch. 4 - Problem 4.9 Give the structure corresponding to...Ch. 4 - Prob. 4.12PCh. 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. 4.17PCh. 4 - a.Draw the three staggered and three eclipsed...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 - Draw a second chair conformation for each...Ch. 4 - Prob. 4.23PCh. 4 - Problem 4.25 Draw the structure for each compound...Ch. 4 - For cis-1, 3-diethylcyclobutane, draw a a...Ch. 4 - Prob. 4.26PCh. 4 - Problem 4.28 Consider .
Draw structures f or the...Ch. 4 - Problem 4.29 Draw a chair conformation of...Ch. 4 - Prob. 4.29PCh. 4 - Draw the products of each combustion reaction.Ch. 4 - Explain why beeswax is insoluble in H2O, slightly...Ch. 4 - Prob. 4.32PCh. 4 - Name each alkane using the ball-and-stick model,...Ch. 4 - Consider the substituted cyclohexane shown in the...Ch. 4 - Prob. 4.35PCh. 4 - 3.31 For each alkane: (a) classify each carbon...Ch. 4 - Prob. 4.37PCh. 4 - Prob. 4.38PCh. 4 - Give the IUPAC name for each compound. a. h.k....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. 4.42PCh. 4 - Prob. 4.43PCh. 4 - 4.42 Give the IUPAC name for each compound.
a....Ch. 4 - Prob. 4.45PCh. 4 - Prob. 4.46PCh. 4 - 4.45 Which conformation in each pair is higher in...Ch. 4 - Considering rotation around the bond highlighted...Ch. 4 - Prob. 4.49PCh. 4 - Prob. 4.50PCh. 4 - 4.49 Label the sites of torsional and steric...Ch. 4 - Prob. 4.52PCh. 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. 4.59PCh. 4 - Prob. 4.60PCh. 4 - Classify each pair of compounds as constitutional...Ch. 4 - Prob. 4.62PCh. 4 - Prob. 4.63PCh. 4 - 4.62 Draw the three constitutional isomers having...Ch. 4 - Prob. 4.65PCh. 4 - Prob. 4.66PCh. 4 - 4.65 Hydrocarbons like benzene are metabolized in...Ch. 4 - Which of the following compounds are lipids?Ch. 4 - Prob. 4.69PCh. 4 - Prob. 4.70PCh. 4 - Cyclopropane and cyclobutane have similar strain...Ch. 4 - Prob. 4.72PCh. 4 - Haloethanes (CH3CH2X,X=Cl,Br,I) have similar...Ch. 4 - Prob. 4.74PCh. 4 - Prob. 4.75PCh. 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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- 7. Compound B is formed when an alcohol, compound A, is reacted with reagent X as shown in the equation. C4H9OH + reagant X heat → C„H£O2 compound A compound B a) (i) Identify whether compound A is a primary, secondary or tertiary alcohol, and explain your choice. (ii) Identify a reagent that could function as reagent X. But-1-ene is the only alkene produced when compound A is reacted under appropriate conditions. b) Identify the systematic name of compound B and draw its structural formula. c) Compound C, a sweet-smelling liquid, is one of two products formed when compound A reacts with compound B in the presence of a catalytic amount of sulfuric acid. Identify the systematic name of compound C and draw its structural formula.arrow_forwardCompounds with two carbonyl groups are named as alkane diones, for example: R 2,3-butanedione The compound above is an artificial flavor added to microwave popcorn and movie-theater popcorn to simulate the butter flavor. Interestingly, this very same compound is also known to contribute to body odor. Name the following compounds: cyclohexane-1,3-dione cycloheptane-1,4-dione gily nonane-2,8-dionearrow_forward8. a) C3H$C1 has several structural isomers containing an alkene functional group. Complete the table by stating the systematic names and drawing the structural formulae of THREE structural isomers of C3H$Cl. Systematic Name Structural Formula b) A chemical test can be performed quickly in a school laboratory to distinguish between cyclohexanol and 1-methylcyclohexanol. Identify the reagent used in this test and describe the expected observations.arrow_forward
- Draw structural formulas for these alkenes. (a) trans-2-Methyl-3-hexene (b) 2-Methyl-2-hexene (c) 2-Methyl-1-butene (d) 3-Ethyl-3-methyl-1-pentene (e) 2,3-Dimethyl-2-butene (f) cis-2-Pentene (g) (Z)-1-Chloropropene (h) 3-Methylcyclohexene (i) 1-Isopropyl-4-methylcyclohexene (j) (E)-2,6-Dimethyl-2,6-octadiene (k) 3-Cyclopropyl-1-propene (l) Cyclopropylethene (m) 2-Chloropropene (n) Tetrachloroethylene (o) 1-Chlorocyclohexenearrow_forwardIsooctane is the common name of the isomer of C8H18 used as the standard of 100 for the gasoline octane rating: (a) What is the IUPAC name for the compound?(b) Name the other isomers that contain a five-carbon chain with three methyl substituents.arrow_forwardCompounds X and Y have the formula C6H₁2. Both X and Y react with one molar equivalent of hydrogen in the presence of a palladium catalyst to form 2-methylpentane. The heat of hydrogenation of X is less than that of Y. X and Y react with HBr to form a mixture of the same bromoalkanes, and they both undergo hydroboration/oxidation to give a mixture of the same alcohols. What is the structure of Y? • In cases where there is more than one answer, just draw one. MAVI Sn [F ? ChemDoodlearrow_forward
- Compounds X and Y have the formula C6H12. Both X and Y react with one molar equivalent of hydrogen in the presence of a palladium catalyst to form 2-methylpentane. The heat of hydrogenation of X is less than that of Y. X and Y react with HBr to form a mixture of the same bromoalkanes, and they both undergo hydroboration/oxidation to give a mixture of the same alcohols. What is the structure of Y? • In cases where there is more than one answer, just draw one. + ChemDoodlearrow_forwardNone of the following names follow IUPAC rules (formulas are provided to reduce ambiguity): 2-oxo-4-pentanol (C5H1002) 5-propyl-4-chloro-2-hexanone (C,H17CIO) N-propylethenamine (C5H11N) Choose one of these names, explain what is wrong with it, and write the correct IUPAC name of the compound.arrow_forwardDraw the condensed structural formula or skeletal formula, if yclic, for the alkene that is the major product from each of the following dehydration reactions: H+ а. CHз— CH—— СH — СH —ОН - Heat ОН ОН b. H+ с. H+ Heat Heat ОН d. CH3— CH — CH,— СH— СH, Нeat Draw the condensed structural formula for the ether produced y each of the following reactions: H+ а. 2СH3 — ОН Heat H+ b. 2CH3 — СH>— CH-— ОН Heatarrow_forward
- Draw 1,2,3,4,5,6-hexamethylcyclohexane with the methyl group (a) in equatorial positions.arrow_forwardGive an example of a 3,4-unsaturated aldehyde molecule with a total of 16 carbons, with at least one aromatic group and one alkyl group. Name this example you gave according to the IUPAC system.arrow_forwardGive at least 3 features in the structure of an alkene.arrow_forward
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Chapter 4 Alkanes and Cycloalkanes Lesson 2; Author: Linda Hanson;https://www.youtube.com/watch?v=AL_CM_Btef4;License: Standard YouTube License, CC-BY
Chapter 4 Alkanes and Cycloalkanes Lesson 1; Author: Linda Hanson;https://www.youtube.com/watch?v=PPIa6EHJMJw;License: Standard Youtube License