Organic Chemistry (9th Edition)
9th Edition
ISBN: 9780321971371
Author: Leroy G. Wade, Jan W. Simek
Publisher: PEARSON
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Chapter 16.6, Problem 16.6P
Make a model of cyclooctatetraene in the tub conformation. Draw this conformation, and estimate the angle between the p orbitals of adjacent pi bonds.
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Part 1. Draw monomer units of the following products and draw their reaction mechanism
1) Bakelite like polymer
Using: Resorcinol + NaOH + Formalin
2) Polyester fiber
Using a) pthalic anhydride + anhydrous sodium acetate + ethylene glycol
B)pthalic anhydride + anhydrous sodium acetate + glycerol
3) Temporary cross-linked polymer
Using: 4% polyvinyl alcohol+ methyl red + 4% sodium borate
Using the table of Reactants and Products provided provide the correct letter that
corresponds with the Carboxylic acid that is formed in the reaction below.
6 M NaOH
Acid-workup
WRITE THE CORRECT LETTER ONLY DO NOT WRITE EXTRA WORDS OR
PHRASES
A)
Pool of Reagents for Part B
CI
B)
OH
C)
E)
CI
J)
racemic
F)
K)
OH
N)
OH
P)
G)
OH
D)
HO
H)
L)
M)
HO
Q)
R)
CI
A
Chapter 16 Solutions
Organic Chemistry (9th Edition)
Ch. 16.2 - Prob. 16.1PCh. 16.2 - Prob. 16.2PCh. 16.2 - a. Draw the resonance forms of benzene,...Ch. 16.2 - Show the product of the Diels-Alder dimerization...Ch. 16.4 - Prob. 16.5PCh. 16.6 - Make a model of cyclooctatetraene in the tub...Ch. 16.6 - Prob. 16.7PCh. 16.6 - Prob. 16.8PCh. 16.7 - Prob. 16.9PCh. 16.8A - a. Draw the molecular orbitals for the...
Ch. 16.8A - Repeat Problem16-10 for the cyclopentadienyl ions....Ch. 16.8C - Explain why each compound or ion should be...Ch. 16.8C - The following hydrocarbon has an unusually large...Ch. 16.8C - Prob. 16.14PCh. 16.8C - Prob. 16.15PCh. 16.9B - Prob. 16.16PCh. 16.9C - Show which of the nitrogen atoms in purine are...Ch. 16.9C - The proton NMR spectrum of 2-pyridone gives the...Ch. 16.9D - Prob. 16.19PCh. 16.9D - Prob. 16.20PCh. 16.10 - Prob. 16.21PCh. 16.12 - Ciprofloxacin is a member of the fluoroquinolone...Ch. 16.13 - Draw and name all the chlorinated benzenes having...Ch. 16.13 - Name the following compounds:Ch. 16.15 - The UV spectrum of 1-phenylprop-2-en-1-ol shows an...Ch. 16 - Prob. 16.26SPCh. 16 - Name the following compounds:Ch. 16 - Draw and name all the methyl, dimethyl, and...Ch. 16 - Four pairs of compounds are shown. In each pair,...Ch. 16 - One of the following hydrocarbons is much more...Ch. 16 - In Kekuls time cyclohexane was unknown, and there...Ch. 16 - Prob. 16.32SPCh. 16 - Azulene is a deep-blue hydrocarbon with resonance...Ch. 16 - Prob. 16.34SPCh. 16 - Prob. 16.35SPCh. 16 - Prob. 16.36SPCh. 16 - Prob. 16.37SPCh. 16 - Prob. 16.38SPCh. 16 - Prob. 16.39SPCh. 16 - Biphenyl has the following structure. a. Is...Ch. 16 - Anions of hydrocarbons are rare, and dianions of...Ch. 16 - How would you convert the following compounds to...Ch. 16 - Prob. 16.43SPCh. 16 - Prob. 16.44SPCh. 16 - A student found an old bottle labeled thymol on...Ch. 16 - Prob. 16.46SPCh. 16 - Prob. 16.47SPCh. 16 - Prob. 16.48SPCh. 16 - The proton NMR chemical shifts of the hydrogens in...Ch. 16 - Prob. 16.50SPCh. 16 - NMR has been used to probe many molecular...
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- In the table below, the exact chemical structures for Methyl salicylate can be represented by the letter WRITE THE CORRECT LETTER ONLY DO NOT WRITE EXTRA WORDS OR PHRASES CI B) A) E) Cl racemic F) J) CI K) N) OH P) Pool of Reagents for Part B OH OH G) L) OH D) HO H) M) HO Q) R) CIarrow_forwardDraw the stepwise mechanism for the reactionsarrow_forwardPart I. a) Draw reaction mechanism for the transformations of benzophenone to benzopinacol to benzopinaco lone b) Pinacol (2,3-dimethyl, 1-3-butanediol) on treatment w/ acid gives a mixture of pina colone (3,3-dimethyl-2-butanone) and 2, 3-dimethyl - 1,3-butadiene. Give reasonable mechanism the formation of the products Forarrow_forward
- 3. The explosive decomposition of 2 mole of TNT (2,4,6-trinitrotoluene) is shown below: Assume the C(s) is soot-basically atomic carbon (although it isn't actually atomic carbon in real life). 2 CH3 H NO2 NO2 3N2 (g)+7CO (g) + 5H₂O (g) + 7C (s) H a. Use bond dissociation energies to calculate how much AU is for this reaction in kJ/mol.arrow_forwardPart I. Draw reaction mechanism for the transformations of benzophenone to benzopinacol to benzopinaco lone and answer the ff: Pinacol (2,3-dimethyl, 1-3-butanediol) on treatment w/ acid gives a mixture of pina colone and (3,3-dimethyl-2-butanone) 2,3-dimethyl-1,3-butadiene. Give reasonable mechanism the formation of the products Forarrow_forwardShow the mechanism for these reactionsarrow_forward
- Draw the stepwise mechanismarrow_forwardDraw a structural formula of the principal product formed when benzonitrile is treated with each reagent. (a) H₂O (one equivalent), H₂SO₄, heat (b) H₂O (excess), H₂SO₄, heat (c) NaOH, H₂O, heat (d) LiAlH4, then H₂Oarrow_forwardDraw the stepwise mechanism for the reactionsarrow_forward
- Draw stepwise mechanismarrow_forwardPart I. Draw reaction mechanism for the transformations of benzophenone to benzopinacol to benzopinaco lone and answer the ff: a) Give the major reason for the exposure of benzophenone al isopropyl alcohol (w/acid) to direct sunlight of pina colone Mechanism For b) Pinacol (2,3-dimethy 1, 1-3-butanediol) on treatment w/ acid gives a mixture (3,3-dimethyl-2-butanone) and 2, 3-dimethyl-1,3-butadiene. Give reasonable the formation of the productsarrow_forwardwhat are the Iupac names for each structurearrow_forward
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