Organic Chemistry
9th Edition
ISBN: 9781305080485
Author: John E. McMurry
Publisher: Cengage Learning
expand_more
expand_more
format_list_bulleted
Concept explainers
Videos
Textbook Question
Chapter 2.2, Problem 6P
Make three-dimensional drawings of the following molecules, and predict whether each has a dipole moment. If you expect a dipole moment, show its direction.
(a) H2C=CH2
(b) CHCl3
(c) CH2Cl2
(d) H2C=CCl2
Expert Solution & Answer
Trending nowThis is a popular solution!
Students have asked these similar questions
Make three-dimensional drawings of the following molecules, and predict whether eachhas a dipole moment. If you expect a dipole moment, show its direction.(a) H2C꓿CH2(b) CHCl3(c) CH2Cl2(d) H2C꓿CCl2
Dichloroethylene (C2H2Cl2) has three forms (isomers), eachof which is a different substance. (a) Draw Lewis structures ofthe three isomers, all of which have a carbon–carbon doublebond. (b) Which of these isomers has a zero dipole moment?(c) How many isomeric forms can chloroethylene, C2H3Cl,have? Would they be expected to have dipole moments?
Linoleic acid (below) is an essential fatty acid found in many vegetable oils, such as soy, peanut, and cottonseed. A key structural feature of the molecule is the cis orientation around its two double bonds, where R1 and R2 represent two
different groups that form the rest of the molecule.
R,
CH2
`H H'
(a) How many different compounds are possible, changing only the cis/trans arrangements around these two double bonds?
(b) How many are possible for a similar compound with three double bonds?
R3.
.CH2
R4
`H H
`H H'
Chapter 2 Solutions
Organic Chemistry
Ch. 2.1 - Prob. 1PCh. 2.1 - Prob. 2PCh. 2.1 - Use the electronegativity values shown in Figure...Ch. 2.1 - Look at the following electrostatic potential map...Ch. 2.2 - Ethylene glycol, HOCH2CH2OH, may look nonpolar...Ch. 2.2 - Make three-dimensional drawings of the following...Ch. 2.3 - Calculate formal charges for the nonhydrogen atoms...Ch. 2.3 - Organic phosphate groups occur commonly in...Ch. 2.6 - Which of the following pairs of structures...Ch. 2.6 - Draw the indicated number of resonance forms for...
Ch. 2.7 - Nitric acid (HNO3) reacts with ammonia (NH3) to...Ch. 2.8 - Prob. 12PCh. 2.8 - Amide ion, H2N-, is a much stronger base than...Ch. 2.9 - Prob. 14PCh. 2.9 - Prob. 15PCh. 2.9 - Prob. 16PCh. 2.11 - Using curved arrows, show how the species in part...Ch. 2.11 - Prob. 18PCh. 2.12 - Of the two vitamins A and C, one is hydrophilic...Ch. 2.SE - Prob. 20VCCh. 2.SE - The following model is a representation of...Ch. 2.SE - cis-l, 2-Dichloroethylene and trans-1,...Ch. 2.SE - The following molecular models are representations...Ch. 2.SE - Predict the product(s) of the acid/base reactions...Ch. 2.SE - Use curved arrows to draw the protonated form of...Ch. 2.SE - Prob. 26MPCh. 2.SE - Double bonds can also act like Lewis bases,...Ch. 2.SE - Prob. 28APCh. 2.SE - Use the electronegativity table given in Figure...Ch. 2.SE - Which of the following molecules has a dipole...Ch. 2.SE - Prob. 31APCh. 2.SE - Phosgene, C12C=O, has a smaller dipole moment than...Ch. 2.SE - Prob. 33APCh. 2.SE - Methanethiol, CH3SH, has a substantial dipole...Ch. 2.SE - Calculate the formal charges on the atoms shown in...Ch. 2.SE - Assign formal charges to the atoms in each of the...Ch. 2.SE - Which of the following pairs of structures...Ch. 2.SE - Prob. 38APCh. 2.SE - 1, 3-Cyclobutadiene is a rectangular molecule with...Ch. 2.SE - Alcohols can act either as weak acids or as weak...Ch. 2.SE - The O-H hydrogen in acetic acid is more acidic...Ch. 2.SE - Draw electron-dot structures for the following...Ch. 2.SE - Write the products of the following acid-base...Ch. 2.SE - Rank the following substances in order of...Ch. 2.SE - Which, if any, of the substances in Problem 2-44...Ch. 2.SE - The ammonium ion (NH4+, pKa = 9.25) has a lower...Ch. 2.SE - Prob. 47APCh. 2.SE - Prob. 48APCh. 2.SE - Calculate Ka values from the following pka’s:...Ch. 2.SE - Calculate pKa values from the following Ka’s:...Ch. 2.SE - What is the pH of a 0.050 M solution of formic...Ch. 2.SE - Prob. 52APCh. 2.SE - Maleic acid has a dipole moment, but the closely...Ch. 2.SE - Assume that you have two unlabeled bottles, one of...Ch. 2.SE - Identify the acids and bases in the following...Ch. 2.SE - Which of the following pairs represent resonance...Ch. 2.SE - Draw as many resonance structures as you can for...Ch. 2.SE - Carbocations, which contain a trivalent,...Ch. 2.SE - We’ll see in the next chapter that organic...Ch. 2.SE - The azide functional group, which occurs in...Ch. 2.SE - Phenol, C6H5OH, is a stronger acid than methanol,...Ch. 2.SE - Thiamin diphosphate (TPP), a derivative of vitamin...Ch. 2.SE - Determine if each compound or ion below has a...Ch. 2.SE - Prob. 64APCh. 2.SE - Prob. 65APCh. 2.SE - Draw the conjugate base for each compound below...Ch. 2.SE - 1, 1, 1-Trichloroethanol is an acid more than 1000...
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
- Convert the following molecular formulas into linebond structures: (a) C3Ha (b) C3H;Br (two possibilities) (c) C3H6 (two possibilities) (d) C2H.O (two possibilities) Identify the bonds in the following molecules as covalent, polar covalent, or ionic (a) BeF2 What is the hybridization of each carbon atom in acetonitrile, CH3C=N? (b) SİH4 (с) СВraarrow_forwardEstimate whether the compound will have a large, small, or zero dipole moment. (a) CF4(b) CH3CHO(c) CH2“CHClarrow_forwardDraw the shapes of the following molecules and ions in 3-dimension. Show clearly any lone pairs of electrons on the central atom, state the number of bond pairs and lone pairs of electrons on the central atom and name the shape of the molecule or ion. (a) CH3+, methyl carbocation (b) HOBr, bromic (I) acid (c) NCl3, nitrogen trichloride Provide everything stated in the instructions for each compound.arrow_forward
- H genistein HO, H H : ОН HO, H (a) Is the hybridization of each C in the right-most ring the same? Explain. (b) Is the hybridization of the O atoms in/on the center ring the same as that of the O atoms in the OH groups? Explain. (c) How many carbon-oxygen o-bonds are there in genistein? How many carbon-oxygen n-bonds? (d) Do all the lone pairs on the oxygens occupy the same type of hybrid orbital? Explain by labeling the hybridization of each oxygen atom in genistein.arrow_forwardindicate the approximate values for the indicated bond angles in the following molecules. 1 (a) H 0-N=ö 2. Н 4 H. (b) H C-c=0 H H H (c) H-N-O–H . H. (d) H-C-C=N: H.arrow_forwardSelect the nitrogen and hydrogen orbitals that overlap to form each N−H σ bond in NH3. It may be useful to consult the periodic table. Nitrogen: (A) sp (B) p (C) sp3 (D) s (E) sp2 Hydrogen: (A) p (B) sp3 (C) sp (D) sp2 (E) sarrow_forward
- Which of the following compounds DO NOT possess a dipole moment? (A) CH3CI В) Н20 (C C14 (D) None of the choices E) HCIarrow_forwardWhich of the following molecules does not have a dipole moment? (a) CH3Cl (b) CH2Cl2 (c) CFCl3 (d) CHCl3arrow_forwardWhich compound in each of the following pairs would you expect to have the greaterdipole moment μ? Why?(a) HF or HCl (d) CHCl3 or CCl3F(b) HF or BF3 (e) CH3NH2 or CH3OH(c) (CH3)3CH or (CH3)3CCl (f) CH3NH2 or CH3NO2arrow_forward
- Draw the shapes of the following molecules and ions in 3-dimension. Show clearly any lone pairs of electrons on the central atom, state the number of bond pairs and lone pairs of electrons on the central atom and name the shape of the molecule or ion. (a) PH4+, phosphonium ion (b) PBr5, phosphorus pentabromide (c) H3O+, oxonium ion Provide everything stated in the instructions for each compound.arrow_forwardSpecify the local electron geometries about the atoms labelled a-d. Unshared electron pairs affect local geometry and are included in the structural formula. For each atom enter one of the following: tetrahedral, square planar, trigonal planar, trigonal pyramidal, or linear. (a) (b) (c) (d) H- H H-C H H H H H 05 > -Harrow_forward(a) Methane (CH4) and the perchlorate ion (ClO4- ) are bothdescribed as tetrahedral. What does this indicate about theirbond angles? (b) The NH3 molecule is trigonal pyramidal, while BF3 is trigonal planar. Which of these molecules is flat?arrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
Chemistry: The Molecular ScienceChemistryISBN:9781285199047Author:John W. Moore, Conrad L. StanitskiPublisher:Cengage Learning
Chemistry: The Molecular Science
Chemistry
ISBN:9781285199047
Author:John W. Moore, Conrad L. Stanitski
Publisher:Cengage Learning
Stoichiometry - Chemistry for Massive Creatures: Crash Course Chemistry #6; Author: Crash Course;https://www.youtube.com/watch?v=UL1jmJaUkaQ;License: Standard YouTube License, CC-BY
Bonding (Ionic, Covalent & Metallic) - GCSE Chemistry; Author: Science Shorts;https://www.youtube.com/watch?v=p9MA6Od-zBA;License: Standard YouTube License, CC-BY
General Chemistry 1A. Lecture 12. Two Theories of Bonding.; Author: UCI Open;https://www.youtube.com/watch?v=dLTlL9Z1bh0;License: CC-BY