
Organic Chemistry
8th Edition
ISBN: 9781337516402
Author: Brown
Publisher: Cengage
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Question
Chapter 16, Problem 16.39P
(a)
Interpretation Introduction
Interpretation:
Show how the given drug can be synthesized by reductive amination of an appropriate
Concept Introduction:
Treatment of an aldehyde or ketone with ammonia or an amine in the presence of a reducing agent (like
Example:
(b)
Interpretation Introduction
Interpretation:
Show how the given drug can be synthesized by reductive amination of an appropriate aldehyde or ketone and amine.
Concept Introduction:
Treatment of an aldehyde or ketone with ammonia or an amine in the presence of a reducing agent (like
Example:
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Students have asked these similar questions
Relative Transmittance
0.995
0.99
0.985
0.98
Please draw the structure that is consistent with all the spectral data below in the box and
alphabetically label the equivalent protons in the structure (Ha, Hb, Hc ....) in order to assign all the
proton NMR peaks. Label the absorption bands in the IR spectrum indicated by the arrows.
INFRARED SPECTRUM
1
0.975
3000
2000
Wavenumber (cm-1)
1000
Structure with assigned H peaks
1
3
180 160 140 120
100
f1 (ppm)
80 60
40
20
0
C-13 NMR
note that there are 4
peaks between 120-140ppm
Integral values equal
the number of
equivalent protons
10.0
9.0
8.0
7.0
6.0
5.0
4.0
3.0
2.0
1.0
0.0
fl (ppm)
Calculate the pH of 0.0025 M phenol.
In the following reaction, the OH- acts as which of these?
NO2-(aq) + H2O(l) ⇌ OH-(aq) + HNO2(aq)
Chapter 16 Solutions
Organic Chemistry
Ch. 16.1 - Write the IUPAC name for each compound. Specify...Ch. 16.1 - Write structural formulas for all aldehydes with...Ch. 16.1 - Write the IUPAC name for each compound.Ch. 16.5 - Prob. 16.4PCh. 16.6 - Prob. 16.5PCh. 16.7 - Prob. 16.6PCh. 16.7 - Write a mechanism for the acid-catalyzed...Ch. 16.8 - Prob. 16.8PCh. 16.8 - The given mechanism of transamination reaction is...Ch. 16.8 - The given mechanism of transamination reaction is...
Ch. 16.8 - The given mechanism of transamination reaction is...Ch. 16.8 - Prob. DQCh. 16.8 - Prob. EQCh. 16.8 - The given mechanism of transamination reaction is...Ch. 16.9 - Predict the position of the following equilibrium.Ch. 16.9 - Draw a structural formula for the keto form of...Ch. 16.10 - Prob. 16.11PCh. 16.11 - What aldehyde or ketone gives these alcohols upon...Ch. 16.11 - Prob. 16.13PCh. 16 - Prob. 16.14PCh. 16 - Prob. 16.15PCh. 16 - The infrared spectrum of compound A, C6H12O, shows...Ch. 16 - Following are 1H-NMR spectra for compounds B...Ch. 16 - Draw structural formulas for the product formed by...Ch. 16 - Suggest a synthesis for the following alcohols...Ch. 16 - Show how to synthesize the following alcohol using...Ch. 16 - 1-Phenyl-2-butanol is used in perfumery. Show how...Ch. 16 - Prob. 16.22PCh. 16 - Draw structural formulas for (1) the...Ch. 16 - Show how to bring about the following conversions...Ch. 16 - Prob. 16.25PCh. 16 - Wittig reactions with the following -chloroethers...Ch. 16 - Prob. 16.27PCh. 16 - Prob. 16.28PCh. 16 - 5-Hydroxyhexanal forms a six-membered cyclic...Ch. 16 - Prob. 16.30PCh. 16 - Prob. 16.31PCh. 16 - Propose a mechanism to account for the formation...Ch. 16 - Prob. 16.33PCh. 16 - Prob. 16.34PCh. 16 - Show how to bring about the following conversion.Ch. 16 - A primary or secondary alcohol can be protected by...Ch. 16 - Prob. 16.37PCh. 16 - Prob. 16.38PCh. 16 - Prob. 16.39PCh. 16 - Prob. 16.40PCh. 16 - The following molecule belongs to a class of...Ch. 16 - When cis-2-decalone is dissolved in ether...Ch. 16 - Prob. 16.43PCh. 16 - Prob. 16.44PCh. 16 - The following bicyclic ketone has two -carbons and...Ch. 16 - Propose a mechanism for this reaction.Ch. 16 - The base-promoted rearrangement of an -haloketone...Ch. 16 - If the Favorskii rearrangement of...Ch. 16 - (R)-Pulegone, readily available from pennyroyal...Ch. 16 - (R)-Pulegone is converted to (R)-citronellic acid...Ch. 16 - Starting with cyclohexanone, show how to prepare...Ch. 16 - Show how to convert cyclopentanone to these...Ch. 16 - Prob. 16.53PCh. 16 - Prob. 16.54PCh. 16 - Prob. 16.55PCh. 16 - Following is the structural formula of Surfynol, a...Ch. 16 - Prob. 16.57PCh. 16 - Propose a mechanism for this isomerization.Ch. 16 - Starting with acetylene and 1-bromobutane as the...Ch. 16 - Prob. 16.60PCh. 16 - Prob. 16.61PCh. 16 - Prob. 16.62PCh. 16 - Prob. 16.63PCh. 16 - Prob. 16.64PCh. 16 - All rearrangements we have discussed so far have...Ch. 16 - In dilute aqueous base, (R)-glyceraldehyde is...Ch. 16 - Treatment of -D-glucose with methanol in the...Ch. 16 - Treating a Grignard reagent with carbon dioxide...Ch. 16 - Prob. 16.69PCh. 16 - Prob. 16.70PCh. 16 - Prob. 16.71PCh. 16 - Prob. 16.72PCh. 16 - Write the products of the following sequences of...Ch. 16 - Using your reaction roadmaps as a guide, show how...Ch. 16 - Using your reaction roadmaps as a guide, show how...Ch. 16 - Using your reaction roadmaps as a guide, show how...Ch. 16 - Using your reaction roadmaps as a guide, show how...Ch. 16 - Prob. 16.78PCh. 16 - Prob. 16.79PCh. 16 - Prob. 16.80PCh. 16 - Prob. 16.81P
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Similar questions
- Using spectra attached, can the unknown be predicted? Draw the predicition. Please explain and provide steps. Molecular focrmula:C16H13ClOarrow_forwardCalculate the percent ionization for 0.0025 M phenol. Use the assumption to find [H3O+] first. K = 1.0 x 10-10arrow_forwardThe Ka for sodium dihydrogen phosphate is 6.32 x 10-8. Find the pH of a buffer made from 0.15 M H2PO4- and 0.25 M HPO42- .arrow_forward
- The Ka for lactic acid is 1.4 x 10-4. Find the pH of a buffer made from 0.066 M lactic acid and 0.088 M sodium lactate.arrow_forwardZaitsev's Rule 3) (a) Rank the following alkenes in order of decreasing stability. most stable A B C D > > > (b) Rank the following carbocations in order of decreasing stability least stable B C Darrow_forwardCalculate the pH of 0.25 M acetic acid.arrow_forward
- For each of the following reactions: Fill in the missing reactant, reagent, or product (s), indicating stereochemistry where appropriate using dashed and wedged bonds. If the reaction forms a racemic mixture, draw both structures in the box and write the word “racemic”.arrow_forward5) Using the carbon-containing starting material(s), propose a synthesis based on the following retrosynthetic analysis. Provide structures for all intermediates. The carbon atoms in the product must originate from the starting material(s), but you may use as many equivalents of each starting material as you would like, and any reagent/reaction you know (note: no mechanisms are required). H H =arrow_forwardCalculate the percent ionization for 0.0025 M phenol. Use the assumption to find [H3O+] first. K = 1.0 x 10-10arrow_forward
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