Organic Chemistry, Books a la Carte Edition (9th Edition)
9th Edition
ISBN: 9780134160382
Author: Leroy G. Wade, Jan W. Simek
Publisher: PEARSON
expand_more
expand_more
format_list_bulleted
Concept explainers
Videos
Textbook Question
Chapter 19, Problem 19.50SP
Show how you can synthesize the following compounds starting with benzene, toluene, and alcohols containing no more than four carbon atoms as your organic starting materials. Assume that para is the major product (and separable from ortho) in ortho, para mixtures.
- a. pentan-1-
amine - b. N-methylbutan-1-amine
- c. N-ethyl-N-propylbutan-2-amine
- d. N-benzylpropan-1-amine
- e. 3-propylaniline
- f. 4-isobutylaniline
Expert Solution & Answer
Trending nowThis is a popular solution!
Students have asked these similar questions
None
Transmitance
3. Which one of the following compounds corresponds to
this IR spectrum?
Point out the absorption band(s) that helped you
decide.
OH
H3C
OH
H₂C
CH3
H3C
CH3
H3C
INFRARED SPECTRUM
0.8-
0.6
0.4-
0.2
3000
2000
1000
Wavenumber (cm-1)
4. Consider this compound:
H3C
On the structure above, label the different types of H's
as A, B, C, etc.
In table form, list the labeled signals, and for each
one state the number of hydrogens, their shifts, and the
splitting you would observe for these hydrogens in the ¹H
NMR spectrum.
Label
# of hydrogens
splitting
Shift (2)
None
Chapter 19 Solutions
Organic Chemistry, Books a la Carte Edition (9th Edition)
Ch. 19.2A - Prob. 19.1PCh. 19.2B - Prob. 19.2PCh. 19.2B - Give correct names for the following amines:Ch. 19.3 - Prob. 19.4PCh. 19.4 - Prob. 19.5PCh. 19.6 - Rank each set of compounds in order of increasing...Ch. 19.8A - Prob. 19.7PCh. 19.8C - Prob. 19.8PCh. 19.8C - Prob. 19.9PCh. 19.8D - a. Show how fragmentation occurs to give the base...
Ch. 19.10B - Propose a mechanism for nitration of pyridine at...Ch. 19.10B - Prob. 19.12PCh. 19.10C - Prob. 19.13PCh. 19.10C - Prob. 19.14PCh. 19.11 - Propose a mechanism to show the individual...Ch. 19.11 - Prob. 19.16PCh. 19.12 - Give the products expected from the following...Ch. 19.13 - Prob. 19.18PCh. 19.13 - Prob. 19.19PCh. 19.14 - Prob. 19.20PCh. 19.15 - Prob. 19.21PCh. 19.15 - Prob. 19.22PCh. 19.16 - Prob. 19.23PCh. 19.17 - Prob. 19.24PCh. 19.17 - Prob. 19.25PCh. 19.18 - Prob. 19.26PCh. 19.19 - Prob. 19.27PCh. 19.20A - Addition of one equivalent of ammonia to...Ch. 19.20A - Prob. 19.29PCh. 19.20B - Show how you would accomplish the following...Ch. 19.20C - Prob. 19.31PCh. 19 - For each compound, 1. classify the...Ch. 19 - Prob. 19.33SPCh. 19 - Within each structure, rank the indicated...Ch. 19 - In each pair of compounds, select the stronger...Ch. 19 - Which of the following compounds are capable of...Ch. 19 - Complete the following proposed acid-base...Ch. 19 - Predict the products of the following reactions:...Ch. 19 - Prob. 19.39SPCh. 19 - Show how m-toluidine can be converted to the...Ch. 19 - The mass spectrum of tert-butylamine follows shows...Ch. 19 - Prob. 19.42SPCh. 19 - The following drugs are synthesized using the...Ch. 19 - Prob. 19.44SPCh. 19 - Synthesize from benzene. (Hint: All of these...Ch. 19 - Propose mechanisms for the following reactions.Ch. 19 - Prob. 19.47SPCh. 19 - Prob. 19.48SPCh. 19 - Prob. 19.49SPCh. 19 - Show how you can synthesize the following...Ch. 19 - Prob. 19.51SPCh. 19 - The alkaloid coniine has been isolated from...Ch. 19 - A chemist is summoned to an abandoned...Ch. 19 - Pyrrole undergoes electrophilic aromatic...Ch. 19 - Prob. 19.55SPCh. 19 - Prob. 19.56SPCh. 19 - An unknown compound shows a weak molecular ion at...Ch. 19 - A compound of formula C11H16N2 gives the IR,...Ch. 19 - (A true story.) A drug user responded to an ad...Ch. 19 - Prob. 19.60SPCh. 19 - Prob. 19.61SPCh. 19 - Prob. 19.62SPCh. 19 - Prob. 19.63SPCh. 19 - Prob. 19.64SPCh. 19 - Prob. 19.65SP
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
- Draw the Lewis structure of C2H4Oarrow_forwarda) 5. Circle all acidic (and anticoplanar to the Leaving group) protons in the following molecules, Solve these elimination reactions, and identify the major and minor products where appropriate: 20 points + NaOCH3 Br (2 productarrow_forwardNonearrow_forward
- Dr. Mendel asked his BIOL 260 class what their height was and what their parent's heights were. He plotted that data in the graph below to determine if height was a heritable trait. A. Is height a heritable trait? If yes, what is the heritability value? (2 pts) B. If the phenotypic variation is 30, what is the variation due to additive alleles? (2 pts) Offspring Height (Inches) 75 67.5 60 52.5 y = 0.9264x + 4.8519 55 60 65 MidParent Height (Inches) 70 75 12pt v V Paragraph B IUA > AT2 v Varrow_forwardExperiment: Each team will be provided with 5g of a mixture of acetanilide and salicylic acid. You will divide it into three 1.5 g portions in separate 125 mL Erlenmeyer flasks savıng some for melting point analysis. Dissolve the mixture in each flask in ~60mL of DI water by heating to boiling on a hotplate. Take the flasks off the hotplate once you have a clear solution and let them stand on the bench top for 5 mins and then allow them to cool as described below. Sample A-Let the first sample cool slowly to room temperature by letting it stand on your lab bench, with occasional stirring to promote crystallization. Sample B-Cool the second sample 1n a tap-water bath to 10-15 °C Sample C-Cool the third sample in an ice-bath to 0-2 °C Results: weight after recrystalization and melting point temp. A=0.624g,102-115° B=0.765g, 80-105° C=1.135g, 77-108 What is the percent yield of A,B, and C.arrow_forwardRel. Intensity Q 1. Which one of the following is true of the compound whose mass spectrum is shown here? Explain how you decided. 100 a) It contains chlorine. b) It contains bromine. c) It contains neither chlorine nor bromine. 80- 60- 40- 20- 0.0 0.0 TT 40 80 120 160 m/z 2. Using the Table of IR Absorptions how could you distinguish between these two compounds in the IR? What absorbance would one compound have that the other compound does not? HO CIarrow_forward
- Illustrate reaction mechanisms of alkenes with water in the presence of H2SO4, detailing each step of the process. Please show steps of processing. Please do both, I will thumb up for sure #1 #3arrow_forwardDraw the following molecule: (Z)-1-chloro-1-butenearrow_forwardIdentify the molecule as having a(n) E, Z, cis, or trans configuration. CH3 H₁₂C ○ E ○ z ○ cis transarrow_forward
- Identify the molecule as having a(n) E, Z, cis, or trans configuration. H₂C- CH3 О Е ○ cis ○ transarrow_forwardThe decomposition of dinitrogen pentoxide according to the equation: 50°C 2 N2O5(g) 4 NO2(g) + O2(g) follows first-order kinetics with a rate constant of 0.0065 s-1. If the initial concentration of N2O5 is 0.275 M, determine: the final concentration of N2O5 after 180 seconds. ...arrow_forwardDon't used hand raitingarrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning
Organic Chemistry
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:Cengage Learning
Alcohols, Ethers, and Epoxides: Crash Course Organic Chemistry #24; Author: Crash Course;https://www.youtube.com/watch?v=j04zMFwDeDU;License: Standard YouTube License, CC-BY