Organic Chemistry
12th Edition
ISBN: 9781118875766
Author: T. W. Graham Solomons, Craig B. Fryhle, Scott A. Snyder
Publisher: WILEY
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Textbook Question
Chapter 2, Problem 45P
True or false: For a molecule to be polar, the presence of polar bonds is necessary, but it is not alone a sufficient requirement.
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H :0:
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HBrO
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X
) Bean hexene is an odor compound used in cosmetics and cleaners. It is also known as leguminal. Its formula is:
CH3CH2CHCHCH2CH2OCHCH2CH3
|
OCH3
Please draw a Lewis structure for this compound with CORRECT GEOMETRY (use dashes and wedges!)
Label all pi bonds in the molecule (if there are any)
Indicate the bond angles for the red highlighted section of the molecule. (hint: you may want to keep the main carbon chain in-plane with the page for clarity)
For this question, you don’t need to draw out the orbitals.
Please fill in the blank !
In part B, the difference is that the molecules have more than one atom with two or more attached neighbors. As molecules become larger and more complex, VSEPR theory does not attempt to create names for the overall geometries that result. Instead, we continue to consider the geometry about one central atom at a time. By giving the arrangement about each such atom in the larger structure, we can generate enough information to develop an overall picture. Thus, in your report for part B, you should determine which atoms have more than one bound neighbor, then repeat the procedure for part A. When deciding whether the molecules in part B are polar or nonpolar, focus on the molecule as a whole, not the geometry about a single atom. If the molecule is polar, draw a dipole arrow on your sketch indicating polarity.
Chapter 2 Solutions
Organic Chemistry
Ch. 2 - Practice Problem 2.1
Propose structures for two...Ch. 2 - Prob. 2PPCh. 2 - Prob. 3PPCh. 2 - Prob. 4PPCh. 2 - Prob. 5PPCh. 2 - Practice Problem 2.6
Using a three-dimensional...Ch. 2 - Practice Problem 2.7
Trichloromethane (, also...Ch. 2 - Prob. 8PPCh. 2 - Prob. 9PPCh. 2 - Practice Problem 2.10
Write bond-line structural...
Ch. 2 - Practice Problem 2.11 Although we shall discuss...Ch. 2 - Practice Problem 2.12 Write bond-line structural...Ch. 2 - Prob. 13PPCh. 2 - Practice Problem 2.14
One way of naming ethers is...Ch. 2 - Practice Problem 2.15 Eugenol is the main...Ch. 2 - Practice Problem 2.16
One way of naming amines is...Ch. 2 - Practice Problem 2.17 Which amines in Practice...Ch. 2 - Prob. 18PPCh. 2 - Prob. 19PPCh. 2 - Practice Problem 2.20
Write bond-line formulas for...Ch. 2 - Practice Problem 2.21
Write bond-line formulas for...Ch. 2 - Practice Problem 2.22
Write bond-line formulas for...Ch. 2 - Prob. 23PPCh. 2 - Practice Problem 2.24 Write another resonance...Ch. 2 - Prob. 25PPCh. 2 - Practice Problem 2.26
Which compound would you...Ch. 2 - Practice Problem 2.27 Arrange the following...Ch. 2 - Prob. 28PPCh. 2 - Prob. 29PCh. 2 - Identify all of the functional groups in each of...Ch. 2 - 2.31 There are four alkyl bromides with the...Ch. 2 - Prob. 32PCh. 2 - Classify the following alcohols as primary,...Ch. 2 - 2.34 Classify the following amines as primary,...Ch. 2 - Prob. 35PCh. 2 - Identify all of the functional groups in Crixivan,...Ch. 2 - 2.37 Identify all of the functional groups in...Ch. 2 - 2.38 (a) Indicate the hydrophobic and hydrophilic...Ch. 2 - Hydrogen fluoride has a dipole moment of 1.83 D;...Ch. 2 - 2.40 Why does one expect the cis isomer of an...Ch. 2 - Prob. 41PCh. 2 - Prob. 42PCh. 2 - Prob. 43PCh. 2 - 2.44 Consider each of the following molecules in...Ch. 2 - True or false: For a molecule to be polar, the...Ch. 2 - 2.46 Which compound in each of the following...Ch. 2 - Prob. 47PCh. 2 - The IR spectrum of propanoic acid (Fig. 2.16)...Ch. 2 - Prob. 49PCh. 2 - Write structural formulas for four compounds with...Ch. 2 - There are four amides with the formula C3H7NO. (a)...Ch. 2 - Prob. 52PCh. 2 - Prob. 53PCh. 2 - Prob. 54PCh. 2 - Prob. 55PCh. 2 - 2.56 Compound C is asymmetric, has molecular...Ch. 2 - 2.57 Examine the diagram showing an -helical...Ch. 2 - Prob. 1LGPCh. 2 - Prob. 2LGPCh. 2 - Prob. 3LGPCh. 2 - Consider the molecular formula C4H8O2. Predict...Ch. 2 - Consider the molecular formula C4H8O2. If any of...Ch. 2 - Prob. 6LGPCh. 2 - Consider the molecular formula.
7. Pick five...Ch. 2 - Prob. 8LGP
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- Is it possible for a molecule with polar bonds to be non-polar? Why or why not?arrow_forwardWhat do you mean by the below statement ? An inductive effect is the pull of electron density through σ bondscaused by electronegativity differences of atoms.arrow_forward12. Which of the following molecules is/are polar? For polar molecules, indicate direction of their dipole moment.arrow_forward
- These molecules are called constitutional (or structural) isomers because they share the same chemical formula but have different patterns of atomic connectivity. Draw as many constitutional isomers as you can for C5H8 in bond-line notation. It may be helpful to draw a Lewis Structure for one of the isomers first.arrow_forwardBy looking at the Lewis Structure alone, how do I know whether CH2Cl2 is polar? I know its electron domain geometry is tetrahedral and I thought so would its molecular geometry. Therefore I assumed it should be non-polar, what am I missing?arrow_forwardUse VSEPR theory to predict the shape of this molecule (POC13) and indicate any deviation from the bond angle(s) expected from a regular arrangement of repulsion axes. Show all the steps took to arrive at answer 4 to five sentencesarrow_forward
- Select ALL of the following that can be used to explain the polarities of NO2 and SeCl42- (these molecules are mentioned in earlier questions). NO2 has a permanent dipole moment or a net dipole moment greater than zero whereas SeCl42- has no net or zero dipole moment. Both molecules are symmetrical and hence nonpolar Due to their respective shapes, in NO2 the bond dipole moments reinforce each other whereas in SeCl42- they cancel out each other. NO2 has no net dipole moment and SeCl42- has a net dipole moment greater than zero. NO2 is an unsymmetrical molecule whereas SeCl42- is a symmetrical ion.arrow_forwardAre all linear molecules polar? If you say "no", write the formula of a linear molecule that is NONpolar.arrow_forwardWrite a resonant structure for the molecule of dicyanamide. All atoms should satisfy theirstability rules. This one should feature two formal charges.arrow_forward
- A student who missed this class needs to know how to predict the bond angles and shape of amolecule from looking at its bond-line representation. Write a concise but complete explanationfor this student.arrow_forwardUse the VSEPR model to predict the bond angles around each central atom in the following Lewis structures (benzene rings are frequently pictured as hexagons, without the letter for the carbon atom at each vertex). Note that the drawings do not necessarily depict the bond angles correctly.arrow_forwardThe structural formula for vitamin C is Give a molecular-level explanation why vitamin C is a water-soluble rather than a fat-soluble vitamin.arrow_forward
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