Organic Chemistry; Modified MasteringChemistry with Pearson eText -- ValuePack Access Card; Study Guide and Student Solutions Manual for Organic Chemistry, Books a la Carte Edition (7th Edition)
7th Edition
ISBN: 9780134240152
Author: Paula Yurkanis Bruice
Publisher: PEARSON
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Chapter 15, Problem 73P
The following 1H NMR spectra are four compounds, each with molecular formula of C6H12O2. Identify the compounds.
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Question 5: Name the following compound in two ways
using side chain and using prefix amine (Common name
and IUPAC name both)
CH3NH2
CH3CH2NHCH3
CH₂CH₂N(CH3)2
Draw the structure of diethyl methyl amine
Question 6. Write the balanced combustion reaction
for:
a. Hexane
b. Propyne
c. 2-pentene
Question 7: Write the following electrophilic
substitution reactions of benzene:
Hint: Use notes if you get confused
a. Halogenation reaction:
b. Nitration reaction :
c. Sulphonation reaction:
d. Alkylation reaction:
e. Aceylation reaction:
Question 4. Name the following structures
○
CH3-C-N-H
H
CH3CH2-C-N-H
H
CH3CH2-C-N-CH3
H
A. Add Water to below compound which 2-methyl 2-butene (addition Reaction)
H₂C
CH₂
CH,
+ H₂O-> ?
Major product?
Minor product?
B. Add Bromine to the compound which 2-methyl 2-butene (addition Reaction)
CH₂
CH₂
+ Br₂→ ?
Major product and Minor product both are same in this?
C. Add Hydrogen Bromide to the compound which 2-methyl 2-butene (addition
Reaction)
H,C
CH₂
CH₂
+ HBr
Major product?
Minor product?
D. Add Hydrogen to the compound which 2-methyl 2-butene (addition Reaction)
CH₂
CH₂
+ H₂
Major product and Minor product both are same in this?
Chapter 15 Solutions
Organic Chemistry; Modified MasteringChemistry with Pearson eText -- ValuePack Access Card; Study Guide and Student Solutions Manual for Organic Chemistry, Books a la Carte Edition (7th Edition)
Ch. 15.1 - Prob. 1PCh. 15.1 - Prob. 2PCh. 15.4 - How many signals would you expect to see in the 1H...Ch. 15.4 - Prob. 4PCh. 15.4 - How could you distinguish the 1H NMR spectra of...Ch. 15.4 - Draw an isomer of dichlorocyclopropane that gives...Ch. 15.5 - Prob. 7PCh. 15.5 - Prob. 8PCh. 15.5 - Prob. 9PCh. 15.5 - Where would you expect to find the 1H NMR signal...
Ch. 15.6 - Prob. 11PCh. 15.7 - Prob. 12PCh. 15.7 - Prob. 13PCh. 15.7 - Without referring to Table 14.1, label the proton...Ch. 15.8 - [18]-Annulene shows two signals in its 1H NMR...Ch. 15.9 - How would integration distinguish the 1H NMR...Ch. 15.9 - Which of the following compounds is responsible...Ch. 15.10 - Prob. 19PCh. 15.10 - Explain how the following compounds, each with the...Ch. 15.10 - The 1H NMR spectra of two carboxylic acids with...Ch. 15.11 - Draw a diagram like the one shown in Figure 14.12...Ch. 15.12 - Indicate the number of signals and the...Ch. 15.12 - How can their 1H NMR spectra distinguish the...Ch. 15.12 - Identify each compound from its molecular formula...Ch. 15.12 - Prob. 27PCh. 15.12 - Propose structures that are consistent with the...Ch. 15.12 - Describe the 1H NMR spectrum you would expect for...Ch. 15.13 - Prob. 30PCh. 15.13 - Identify the compound with molecular formula...Ch. 15.14 - Prob. 32PCh. 15.15 - a. For the following compounds, which pairs of...Ch. 15.17 - Explain why the chemical shift of the OH proton of...Ch. 15.17 - Prob. 37PCh. 15.17 - Prob. 38PCh. 15.17 - Prob. 39PCh. 15.20 - Answer the following questions for each compound:...Ch. 15.20 - Prob. 41PCh. 15.20 - How can 1,2-, 1,3-, and 1,4-dinitrobenzene be...Ch. 15.20 - Identify each compound below from its molecular...Ch. 15.22 - Prob. 44PCh. 15.22 - What does cross peak X in Figure 14.34 tell you?Ch. 15 - Prob. 46PCh. 15 - Draw a spitting diagram for the Hb proton and give...Ch. 15 - Label each set of chemically equivalent protons,...Ch. 15 - Match each of the 1H NMR spectra with one of the...Ch. 15 - Determine the ratios of the chemically...Ch. 15 - How can 1H NMR distinguish between the compounds...Ch. 15 - Prob. 52PCh. 15 - The 1H NMR spectra of three isomers with molecular...Ch. 15 - Prob. 54PCh. 15 - Prob. 55PCh. 15 - Prob. 56PCh. 15 - Compound A, with molecular formula C4H9Cl, shows...Ch. 15 - The 1H NMR spectra of three isomers with molecular...Ch. 15 - Would it be better to use 1H NMR or 13C NMR...Ch. 15 - There are four esters with molecular formula...Ch. 15 - An alkyl halide reacts with an alkoxide ion to...Ch. 15 - Identity each of the following compounds from its...Ch. 15 - Identity each of the following compounds from its...Ch. 15 - Prob. 64PCh. 15 - How can the signals in the 6.5 to 8.1 ppm region...Ch. 15 - The 1H NMR spectra of two compounds, each with...Ch. 15 - Draw a splitting diagram for the Hb proton if Jbc...Ch. 15 - Sketch the following spectra that would be...Ch. 15 - How can 1H NMR be used to prove that the addition...Ch. 15 - Identity each of the following compounds from its...Ch. 15 - Dr. N. M. Arr was called in to help analyze the 1H...Ch. 15 - Calculate the amount of energy (in calories)...Ch. 15 - The following 1H NMR spectra are four compounds,...Ch. 15 - When compound A (C5H12O) is treated with HBr, it...Ch. 15 - Identity each of the following compounds from its...Ch. 15 - Identify each of the following compounds from its...Ch. 15 - Identity the compound with molecular formula...Ch. 15 - Identify the compound with molecular formula C6H14...
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- 36) Complete the following multi-step reactions showing applications of enolate ions arising from ketones, esters, malonic ester, and keto ester, etc. (30 pts) (1) A NaOH, H₂O+ heat A NaOEt EtO OEt (11) EOH, H+ H. B LDA, H₂O+ -78°C B (i) NaOMe, Et-Br (ii) H₂O+, heat EtOOC (III) COOEt B A (i) NaOEt LiAlH 4-bromo-2-butene H₂O+ (ii) H3O+, heat Write the mechanism for Aldol Condensation (I A or B), and Claisen Condensation (II A).arrow_forward31) Complete two sets of reactions involving (R)-4-methyl-pent-2-ol producing racemic mixture of tertiary alcohols (D) and ketone derivative (C). Illustrate the mechanism of B and C or D. (25 pts) O OH 0 K2Cr2O7 Ph-CH2-Br, Mg, H2SO4 THF, H3O* (A) (D) Racemic mixture TsCl, Py (B) KCN, DMSO Ph-CH2-Br, Mg, THF, H3O+ (C) Mechanism for reactions B and C:arrow_forwardManoharan Mariappan, Ph.D., Dept. of Natur. Sci., NFC, Tallahassee, FL 33) Synthesize the aromatic compound containing para-substituted carbonyl compound starting from benzene. Illustrate the mechanism for reaction A. 1) NU (25 pts) A FeCl B (i) HNO3, H2SO4 (II) Sn, HCl(aq) NH₂ NO₂-D NH₂ (i) MeCO2Me, heat C (ii) K2Cr2O7/H2SO4 D (ii) SOCl2 (iii) 2 Et-NH2 Mechanism for reaction for the nitration of alkyl benzene (B-i): Characterize the product compound arising from the reaction D by IR and IH NMR spectral data: IR data (cm): 'H NMR data: Draw the structure and assign the chemical shift with the spin-splitting.arrow_forward
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