Organic Chemistry
4th Edition
ISBN: 9780073402772
Author: Janice G. Smith
Publisher: MCG
expand_more
expand_more
format_list_bulleted
Question
Chapter 4, Problem 4.23P
Interpretation Introduction
Interpretation: To explain why at equilibrium the percentage of the molecules of cyclohexane ring with ethyl group as substituent at equatorial position is 96% while with ethynyl group as substituent at equatorial position is only 67%.
Concept introduction: Cyclohexane molecule exists mostly in the stable chair configuration. If this ring is substituted, then the substituent present at equatorial position gives the most stable substituted cyclohexane.
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solutionStudents have asked these similar questions
Write down the common (not IUPAC) names of the organic molecules that would be released if this molecule were hydrolyzed:
CH,—O—C—(CH2)—CH=CH-CH,—CH=CH—(CH2) — CH3
CH-0- -(CH2)–CH=CH(CH2)CH3
O
CH,—O-C=(CH2)=CH=CH(CH2)—CH3
Separate each name with a comma and a space. You will find useful information in the ALEKS Data resource.
type your answer...
In an advanced synthetic chemistry experiment, a researcher prepares a compound, ZY-7, by reacting a
ketone (C5H100) with hydroxylamine (NH2OH), followed by heating in the presence of an acid catalyst.
The resulting compound, ZY-7, is then treated with a solution of sodium nitrite (NaNO2) and hydrochloric
acid (HCI) at low temperature. Identify the class of compound that ZY-7 most likely belongs to after this
series of reactions." A) Amide B) Oxime C) Nitro compound D) Diazonium salt E) Ester Don't use chatgpt
please provide valuable answer
Write structural formulas for all ketones with the molecular formula C6H12O and give each its IUPAC name. Which of these ketones are chiral?
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...
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
- In an advanced synthetic chemistry experiment, a researcher prepares a compound, ZY-7, by reacting a ketone (C5H10O) with hydroxylamine (NH2OH), followed by heating in the presence of an acid catalyst. The resulting compound, ZY-7, is then treated with a solution of sodium nitrite (NaNO2) and hydrochloric acid (HCl) at low temperature. Identify the class of compound that ZY-7 most likely belongs to after this series of reactions." A) Amide B) Oxime C) Nitro compound D) Diazonium salt E) Ester Don't use chatgpt please provide valuable answerarrow_forwardA solid sticky substance which strongly repels water is made of the following molecules: CH3 (CH2)5 — || (CH2)14-CH3 If it is treated with sulfuric acid and heat, two new substances can be recovered. One is an alcohol. Write the chemical formula of the alcohol. Give the common (not IUPAC) name of the other substance. 0arrow_forward5B In the following reactions, mixtures of alkenes and ethyl ethers are formed. Draw their structures. Explain which is or are likely to be the main product(s) in each reaction. In case of formation of two isomers of alkenes, explain which is formed in greater proportion CH3 CH3 H3C-C H -Br CH3 EtOHarrow_forward
- When the conjugate acid of aniline, C6H5NH3+, reacts with the acetate ion, the following reaction takes place: C6H5NH3+(aq)+CH3COO(aq)C6H5NH2(aq)+CH3COOH(aq) If Kafor C6H5NH3+ is 1.35105 and Kafor CH3COOH is 1.86105 , what is K for the reaction?arrow_forwardCH,-C-CHCH, Classify each compound as an aldehyde or a ketone. Give the common name for each ketone. CH,CH,CH,-C-H CH,CH,CH,-C-CH,CH,CH, CH, CH;-C-CHCH, Name the following organic compound containing oxygen. CH, O CH, 3, | CH,CH-C-CHCH, || CH,CH,CH,-C-CH,CH, CH3 || CH,CH,CH,CH-Ĉ-H CH3 CH,CH,CH-C–Harrow_forwardMethyl isocyanate, CH3 -N= C = O, is used in the industrial synthesis of a type of pesticide and herbicide known as a carbamate. As a historical note, an industrial accident in Bhopal, India, in 1984 resulted in leakage of an unknown quantity of this chemical into the air. An estimated 200,000 people were exposed to its vapors, and over 2000 of these people died. Q.) Methyl isocyanate reacts with strong acids, such as sulfuric acid, to form a cation. Will this molecule undergo protonation more readily on its oxygen or nitrogen atom? In considering contributing structures to each hybrid, do not consider structures in which more than one atom has an incomplete octetarrow_forward
- Identify the product, if any, that would form in each of the following reactions. 73) CH3 - CH2-CH2-OH [0] A) || CH3- CH2 - C- CH3 74) [0] B) CH 3 - CH 2 - CH -OH || CH3 CH3 - CH2 - CH Match the structural formula with the correct functional group. 75) CНз - СH2 -ОН A) alcohol 76) CH3 – CH2¤0 ICH3 B) thiol 77) CH3- CH2 - SH C) ether Select the correct name for the following. 78) CH3 - CH2 - CH2 - SH A) propanethiol 79) CH3 - CH2 - O - CH2 - CH3 B) diethyl ether 80) C) m-ethylphenol OH CH2CH3 D) 1-ethyl-3- hydroxycyclohexene E) propane sulfidearrow_forwardWhich of the following molecules (1) (2) CH,0-ČCH,CH, CH,CH,CH (3) О—С—Он (4) OH CH,CHCH,CH, (5) CH,-NH would: neutralize NaOH neutralize HCI yields an alcohol and an organic acid when hydrolyzed is easily oxidized to an acid would be classifed as aromatic could be oxidized to give a ketonearrow_forwarddescribe how the following conversions could be carried out. In each case give reagents and conditions of the reactions and the structures of the products. a) CH2=CH2 -> CH2 COOH b) ethanol -> 2hydroxypropanoic acidarrow_forward
- All of the following alcohols have the same molecular formula (C5H120), but they have significantly different boiling points. Explain why. OH НО ОН 2-Methylbutan-2-ol Boiling point = 102 °C Pentan-1-ol Pentan-3-ol Boiling point = 136–138 °C Boiling point = 114–115 °Carrow_forwardWrite the structure of the compound that will be produced in the following reaction? CH3 –C ≡ C–CH2– CH2 – CH3 + 2HBr→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. n. n [ ]# ChemDoodleⓇ zaarrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
- Chemistry & Chemical ReactivityChemistryISBN:9781133949640Author:John C. Kotz, Paul M. Treichel, John Townsend, David TreichelPublisher:Cengage LearningChemistry: Principles and ReactionsChemistryISBN:9781305079373Author:William L. Masterton, Cecile N. HurleyPublisher:Cengage LearningOrganic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning
Chemistry & Chemical Reactivity
Chemistry
ISBN:9781133949640
Author:John C. Kotz, Paul M. Treichel, John Townsend, David Treichel
Publisher:Cengage Learning
Chemistry: Principles and Reactions
Chemistry
ISBN:9781305079373
Author:William L. Masterton, Cecile N. Hurley
Publisher:Cengage Learning
Organic Chemistry
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:Cengage Learning
07 Physical Properties of Organic Compounds; Author: Mindset;https://www.youtube.com/watch?v=UjlSgwq4w6U;License: Standard YouTube License, CC-BY