EP ORGANIC CHEMISTRY-OWL V2 ACCESS
8th Edition
ISBN: 9781305582453
Author: Brown
Publisher: Cengage Learning
expand_more
expand_more
format_list_bulleted
Concept explainers
Textbook Question
Chapter 2, Problem 2.61P
Following are structural formulas for 1,4-dioxane and piperidine. 1,4-Dioxane is a widely used solvent for organic compounds. Piperidine is found in small amounts in black pepper (Piper nigrum).
- (a) Complete the Lewis structure of each compound by showing all unshared electron pairs.
- (b) Predict bond angles about each carbon, oxygen, and nitrogen atom.
- (c) Describe the most stable conformation of each ring and compare these conformations with the chair conformation of cyclohexane.
Expert Solution & Answer
Trending nowThis is a popular solution!
Students have asked these similar questions
Cyclopropane (C3H6, a three-membered ring) is more reactive than most other cycloalkanes.(a) Draw a Lewis structure for cyclopropane.(b) Compare the bond angles of the carbon atoms in cyclopropane with those in an acyclic (noncyclic) alkane.(c) Suggest why cyclopropane is so reactive.
A saturated alkanol X has the relative molecular mass of 74.0.
(a) Give the general formula of alkanol.
(b)(i) Deduce the molecular formula of X. (Relative atomic mass of C=12, H=1, O=16)
(c)(i) X is optically active. Draw the two enantiomers of X.
(ii) Name X.
Q1C
Chapter 2 Solutions
EP ORGANIC CHEMISTRY-OWL V2 ACCESS
Ch. 2.2 - Do the line-angle formulas in each pair represent...Ch. 2.2 - Draw line-angle formulas for the three...Ch. 2.3 - Write IUPAC names for these alkanes.Ch. 2.4 - Combine the proper prefix, infix, and suffix and...Ch. 2.4 - Write the molecular formula, IUPAC name, and...Ch. 2.4 - Write molecular formulas for each bicycloalkane,...Ch. 2.4 - Prob. 2.7PCh. 2.5 - For 1,2-dichloroethane: (a) Draw Newman...Ch. 2.5 - Following is a chair conformation of cyclohexane...Ch. 2.5 - Draw the alternative chair conformation for the...
Ch. 2.5 - Draw a chair conformation of...Ch. 2.6 - Which cycloalkanes show cis, trans isomerism? For...Ch. 2.6 - Following is a planar hexagon representation for...Ch. 2.6 - Here is one cis,trans isomer of...Ch. 2.6 - Prob. AQCh. 2.6 - Prob. BQCh. 2.6 - Prob. CQCh. 2.7 - Arrange the alkanes in each set in order of...Ch. 2 - Write a line-angle formula for each condensed...Ch. 2 - Write the molecular formula of each alkane.Ch. 2 - Using parentheses and subscripts, provide an even...Ch. 2 - Which statements are true about constitutional...Ch. 2 - Prob. 2.20PCh. 2 - Each member of the following set of compounds is...Ch. 2 - Each of the following compounds is an amine...Ch. 2 - Each of the following compounds is either an...Ch. 2 - Draw structural formulas and write IUPAC names for...Ch. 2 - Draw structural formulas for all of the following....Ch. 2 - Write IUPAC names for these alkanes and...Ch. 2 - Write structural formulas and line-angle formulas...Ch. 2 - Explain why each is an incorrect IUPAC name and...Ch. 2 - For each IUPAC name, draw the corresponding...Ch. 2 - Write the IUPAC name for each compound.Ch. 2 - Prob. 2.31PCh. 2 - Torsional strain resulting from eclipsed CH bonds...Ch. 2 - How many different staggered conformations are...Ch. 2 - Consider 1-bromopropane, CH3CH2CH2Br. (a) Draw a...Ch. 2 - Consider 1-bromo-2-methylpropane and draw the...Ch. 2 - trans-1,4-Di-tert-butylcyclohexane exists in a...Ch. 2 - From studies of the dipole moment of...Ch. 2 - Prob. 2.38PCh. 2 - Following are the alternative chair conformations...Ch. 2 - Prob. 2.40PCh. 2 - Prob. 2.41PCh. 2 - Draw line-angle formulas for the cis and trans...Ch. 2 - Name and draw structural formulas for all...Ch. 2 - Using a planar pentagon representation for the...Ch. 2 - Gibbs free energy differences between...Ch. 2 - Prob. 2.46PCh. 2 - Calculate the difference in Gibbs free energy in...Ch. 2 - Draw the alternative chair conformations for the...Ch. 2 - Use your answers from Problem 2.48 to complete the...Ch. 2 - There are four cis,trans isomers of...Ch. 2 - Draw alternative chair conformations for each...Ch. 2 - 1,2,3,4,5,6-Hexachlorocyclohexane shows cis,trans...Ch. 2 - Prob. 2.53PCh. 2 - What generalization can you make about the...Ch. 2 - What unbranched alkane has about the same boiling...Ch. 2 - Complete and balance the following combustion...Ch. 2 - Following are heats of combustion per mole for...Ch. 2 - Following are structural formulas and heats of...Ch. 2 - Without consulting tables, arrange these compounds...Ch. 2 - Which would you predict to have the larger (more...Ch. 2 - Following are structural formulas for 1,4-dioxane...Ch. 2 - Following is a planar hexagon representation of...Ch. 2 - On the left is a stereorepresentation of glucose...Ch. 2 - Prob. 2.64PCh. 2 - Prob. 2.65P
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
- Draw the structural formulas for the following compounds. Include all the bonds to hydrogen atoms. Be sure to answer both parts. (a) 1,4-dichloro-2-ethylbenzene: (b) 2-ethyl-1,3-dimethylbenzene:arrow_forwardWrite structural formulas for compounds that meet the following descriptions:(a) An alkene, C6H12, that cannot have cis–trans isomersand whose longest chain is 5 carbons long(b) An alkene with a chemical formula of C10H12 that hascis–trans isomers and contains a benzene ring.arrow_forward(a) The compound given below had the following IUPAC name and structural formula dibromocyclopentane C3H6CHBrCHBr (i) What type of isomerism is possible in the organic compound? (ii) Draw all the pairs of possible isomers and name them.arrow_forward
- The skeletal line formula for a branched alkene is shown below. (i) What is the molecular formula of this compound? (ii) How many carbon atoms are in the longest chain, ignoring the double bond? (iii) What is the longest chain incorporating both carbons of the double bond? (iv) How many substituents are on this chain? (v) Give the IUPAC name for this compound. [6]arrow_forward(b) Draw structural formulas of at least two alkynes of each molecular formula.(1) C6H10arrow_forwardDraw structures that fit each description and name the functional group in each molecule: (a) two constitutional isomers with molecular formula C5H10O that contain different functional groups; (b) two constitutional isomers with molecular formula C6H10O that contain the same functional group.arrow_forward
- An alkane, P, has the molecular formula, C,H.. An alkene, Q, has the molecular formula, C H,. (a) Name P and Q ánd write their full structural formulae. (b) State two differences between P and Q in terms of their structures. x'arrow_forward(a) What structural feature is associated with each type of hydrocarbon: alkane, cycloalkane, alkene, and alkyne?(b) Give the general formula for each type.(c) Which hydrocarbons are considered saturated?arrow_forwardDraw structures that t each description and name the functional group in each molecule: (a) two constitutional isomers with molecular formula C5H10O that contain different functional groups; (b) two constitutional isomers with molecular formula C6H10O that contain the same functional group.arrow_forward
- Draw Lewis structures and condensed structural formulas for the four alcohols with the molecular formula C4H10O. Classify each alcohol as primary, secondary, or tertiary. (Hint: First consider the connectivity of the four carbon atoms; they can be bonded either four in a chain or three in a chain with the fourth carbon as a branch on the middle carbon. Then consider the points at which the iOH group can be bonded to each carbon chain.)arrow_forwardMany naturally occurring compounds contain more than one functional group. Identify the functional groups in the following compounds:(a) Penicillin G is a naturally occurring antibiotic.(b) Dopamine is the neurotransmitter that is deficient in Parkinson’s disease.(c) Capsaicin gives the fiery taste to chili peppers.(d) Thyroxine is the principal thyroid hormone.(e) Testosterone is a male sex hormone.arrow_forwardWrite the chemical formula and Lewis structure of the following, each of which contains five carbon atoms:(a) an alkane(b) an alkene(c) an alkynearrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage LearningChemistry: The Molecular ScienceChemistryISBN:9781285199047Author:John W. Moore, Conrad L. StanitskiPublisher:Cengage Learning
Organic Chemistry
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:Cengage Learning
Chemistry: The Molecular Science
Chemistry
ISBN:9781285199047
Author:John W. Moore, Conrad L. Stanitski
Publisher:Cengage Learning
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