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 7PP
Practice Problem 2.7
Trichloromethane (
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Regarding the following condensed structures, what are their bond-line structures?
4. (a) Of the four Molecules shown below, two are geometric isomers of each other. Identify
them then explain your answer.
HO
HO
OH
HO
на надом
OH
HO
OH
OH
Molecule 3
Molecule 4
Molecule 5
Molecule 6
4. (b) Use the Chem
Drawing tool to examine
the charge distribution of
Molecules 5 and 6. What
do you see?
4. (c) Of the remaining molecules (Molecule 3 and Molecule 4), which cannot have geometric
isomers?
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.
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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- 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) AIH4-, aluminium hydride ion (b) CH3-, methyl carbanion (c) POCl3, phosphorus oxychloride Provide everything stated in the instructions for each compound.arrow_forwardDraw the shapes of the following molecules and ions in 3-dimension showing clearly the bonds between the atoms and the lone pairs of electrons on the central atom, if any. (a) CH3OH, methanol (b) H2O2, hydrogen peroxide (c) CH3CH=CHCI, 1-chloropropene Provide everything stated in the instructions.arrow_forwarddraw the orbitalsarrow_forward
- For each of the following structures,1. Draw a Lewis structure; fill in any nonbonding electrons.2. Calculate the formal charge on each atom other than hydrogen.(a) CH3NO(nitromethane)(b) (CH3)3NO(trimethylamine oxide)(c) [N3]-(azide ion)(d) [(CH3)3O]+ (e) CH3NC (f) (CH3)4NBrarrow_forward3. (a) Based on the compound, deca-1,3,5,7,9-pentaene: (1) Give the total number of TT molecular orbitals (MOS) present. (ii) Give the total number of bonding MOs present. (ii) Give the total number of antibonding MOs present. (iv) Give the number of node(s) present in u. (v) Give the number of node(s) present in yto".arrow_forwardQ. 9a) Provide additional resonance structures for the following species. Remember to show lone pairs & formal charges where applicable + [ :N=N-F: +→ [:0-C!-O: → Q. 9b) Draw the Lewis Structure for NCCH2CO2NHCH3, determine the number of sigma bonds & the number of pi bonds present, and indicate the bond angle value around each carbon atom, each nitrogen atom, and each oxygen atom.arrow_forward
- Linoleic acid 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. (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?arrow_forwardDraw a structural formula for a hydrocarbon with the given molecular formula that undergoes hydroboration-oxidation to give the indicated product. (a) (b) • All hydrogen atoms are implied. Apply formal charges where appropriate. • Omit lone pairs and radical electrons from your answer. ● C₂H10 C₂H12 1. (sia) BH 2. H₂O₂, NaOH Il 1. BH₂ 2. H₂O2₂, NaOH H Sn [F ? ChemDoodle OHarrow_forwardThe compound whose structure is shown here is acetyl acetone. It exists in two forms:the enol form and the keto form The molecule reacts with OH–to form an anion, [CH3COCHCOCH3] (often abbreviatedacac–for acetylacetonate ion). One or the most interesting aspects of this anion is thatone or more of them can react with transition metal cations to give stable, highlycolored compounds (a) Are the keto and enol forms of acetylacetone resonance forms? Explain youranswer.(b) What is the hybridization or each atom (except H) in the enol form? What changesin hybridization occur when it is transformed into the keto form?(c) What are the electron-pair geometry and molecular geometry around each C atomin the keto and enol forms? What changes in geometry occur when the keto formchanges to the enol form?(d) Draw three possible resonance structures for the acac–ion.(e) Is cis-trans isomerism possible in either the enol or the keto form of acetylacetone?(f) Is the enol form of acetylacetone polar?…arrow_forward
- 1. (A) Provide an example for each of the following: (a) a molecule that only has dispersion forces as IMFs (b) a molecule that has dispersion and dipolar IMFs (c) a molecule that can experience hydrogen bonding (B) Why does NH3 have a higher boiling point than BH3? To answer this question, draw out the Lewis structure for each molecule, and then draw out the VSEPR shape for each molecule.arrow_forward1.3 3 (a) Give the structural formulae of all the chain isomers of C₂H₁2 12. (b) Give two position isomers of the molecule that has the following molecular formula: CH 10 (c) Give the two functional group isomers having the molecular formula: C₂H₂Oarrow_forwardAssign the configuration Z or E to each double bond, where appropriate, in the following molecules. (a) (b) (c) Br Br NO2arrow_forward
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