Organic Chemistry: Principles And Mechanisms: Study Guide/solutions Manual (second)
2nd Edition
ISBN: 9780393655551
Author: KARTY, Joel
Publisher: W. W. Norton & Company
expand_more
expand_more
format_list_bulleted
Concept explainers
Videos
Question
Chapter 13, Problem 13.36P
Interpretation Introduction
Interpretation:
Whether the given generic synthesis scheme is linear or convergent is to be determined. The overall percent yield is to be computed.
Concept introduction:
In a convergent synthesis, portions of a target molecule are synthesized separately and are assembled together at a later stage. The overall percent yield in a convergent synthesis like this is the product of the yields of the longest branch of the synthesis with the lowest yields.
In a linear synthesis, portions of a target molecule are synthesized in sequential steps. For a linear synthesis, the whole percent yield is equal to the product of the yields of individual steps.
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solution
Students have asked these similar questions
Can you please explain why structure 3 is the correct answer? Please give a detailed explanation.
Part VII. The H-NMR of a compound with molecular formula C5 H 10 O2 is given below.
Find the following:
(a) The no. of protons corresponding to each signal in the spectra
(6) Give the structure of the compound and assign the signals to each
proton in the compound.
a
70.2
Integration Values
C5H10O2
b
47.7
C
46.5
d
69.5
3.6 3.5
3.4 3.3 3.2 3.1 3.0
2.9 2.8
2.7
2.6 2.5
2.4 2.3 2.2 2.1 2.0
Chemical Shift (ppm)
1.9
1.8
1.7 1.6
1.5
1.4 1.3 1.2
1.1 1.0
0.9 0.8
Part 111. 1 H-NMR spectrum of a compound with integration values in red is given below.
Answer the following:
(a) write the signals in the 'H-NMR spectrum to the corresponding protons on the structure
of the molecule below.
(b) Identify the theoretical multiplicities for each proton in the compound. Also give the possible.
complex splitting patterns assuming J values are not similar.
там
Br
22
2
3
6
4 7.2 7.0 6.8 6.6 6.4 6.2 6.0 5.8 5.6 5.4 5.2 5.0 4.8 4.6 4.4 4.2 4.0 3.8 3.6 3.4 3.2 3.0 2.8 2.6 2.4 2.2 2.0 1.8 1.6 1.4 1.2 1.0 0.8 0
Chemical Shift (ppm)
ra.
Br
2
3
6
6
2.5
2.4
2.3
2.2
2.1
2.0
1.9
1.8
1.7
1.6
1.5
1.4
1.3
1.2
1.1
1.0
0.9
0.8
Chemical Shift (ppm)
2
2
Br
7.3
7.2
7.1
7.0 6.9
6.7 6.6 6.5
6.4
6.3
6.2
6.1
6.0
Chemical Shift (ppm)
5.9
5.8 5.7
5.5 5.4 5.3 5.2
5.0 4.9
Chapter 13 Solutions
Organic Chemistry: Principles And Mechanisms: Study Guide/solutions Manual (second)
Ch. 13 - Prob. 13.1PCh. 13 - Prob. 13.2PCh. 13 - Prob. 13.3PCh. 13 - Prob. 13.4PCh. 13 - Prob. 13.5PCh. 13 - Prob. 13.6PCh. 13 - Prob. 13.7PCh. 13 - Prob. 13.8PCh. 13 - Prob. 13.9PCh. 13 - Prob. 13.10P
Ch. 13 - Prob. 13.11PCh. 13 - Prob. 13.12PCh. 13 - Prob. 13.13PCh. 13 - Prob. 13.14PCh. 13 - Prob. 13.15PCh. 13 - Prob. 13.16PCh. 13 - Prob. 13.17PCh. 13 - Prob. 13.18PCh. 13 - Prob. 13.19PCh. 13 - Prob. 13.20PCh. 13 - Prob. 13.21PCh. 13 - Prob. 13.22PCh. 13 - Prob. 13.23PCh. 13 - Prob. 13.24PCh. 13 - Prob. 13.25PCh. 13 - Prob. 13.26PCh. 13 - Prob. 13.27PCh. 13 - Prob. 13.28PCh. 13 - Prob. 13.29PCh. 13 - Prob. 13.30PCh. 13 - Prob. 13.31PCh. 13 - Prob. 13.32PCh. 13 - Prob. 13.33PCh. 13 - Prob. 13.34PCh. 13 - Prob. 13.35PCh. 13 - Prob. 13.36PCh. 13 - Prob. 13.37PCh. 13 - Prob. 13.38PCh. 13 - Prob. 13.39PCh. 13 - Prob. 13.40PCh. 13 - Prob. 13.41PCh. 13 - Prob. 13.42PCh. 13 - Prob. 13.43PCh. 13 - Prob. 13.44PCh. 13 - Prob. 13.45PCh. 13 - Prob. 13.46PCh. 13 - Prob. 13.47PCh. 13 - Prob. 13.48PCh. 13 - Prob. 13.49PCh. 13 - Prob. 13.50PCh. 13 - Prob. 13.51PCh. 13 - Prob. 13.1YTCh. 13 - Prob. 13.2YTCh. 13 - Prob. 13.3YTCh. 13 - Prob. 13.4YTCh. 13 - Prob. 13.5YTCh. 13 - Prob. 13.6YTCh. 13 - Prob. 13.7YTCh. 13 - Prob. 13.8YTCh. 13 - Prob. 13.9YTCh. 13 - Prob. 13.10YTCh. 13 - Prob. 13.11YTCh. 13 - Prob. 13.12YT
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
- 1600° 1538°C 1493°C In the diagram, the letter L indicates that it is a liquid. Indicate its components in the upper region where only L is indicated. The iron-iron carbide phase diagram. Temperature (°C) 1400 8 1394°C y+L 1200 2.14 y, Austenite 10000 912°C 800a 0.76 0.022 600 400 (Fe) a, Ferrite Composition (at% C) 15 1147°C a + Fe3C 2 3 Composition (wt% C) L 2500 4.30 2000 y + Fe3C 727°C 1500 Cementite (Fe3C) 1000 4 5 6 6.70 Temperature (°F)arrow_forwardNonearrow_forwardPart II. Given below are the 'H-NMR spectrum at 300 MHz in CDC13 and mass spectrum using electron ionization of compound Brian. The FTIR of the said compound showed a strong peak at 1710 cm"). Determine the following: (a) molecular Formula and Degree of unsaturation of compound Brian (b) Basing on the given H-NMR spectrum tabulate the following (i) chemical shifts (ii) integration, ciii) multiplicity and (iv) interferences made for each signal (c) Draw the structure of compound Brian. ) ΕΙ 43 41 27 71 114 (M+) Hmmm 20 30 40 50 60 70 80 90 100 110 120 1H NMR spectrum 300 MHz in CDCl3 2.0 alle 1.0arrow_forward
- The iron-iron carbide phase diagram. In the diagram, the letter L indicates that it is a liquid. Indicate what its components are. Temperature (°C) 1600 10 Composition (at% C) 15 25 1538°C -1493°C 8 1400 1200 1394°C y+L L 2500 1147°C y. Austenite 2.14 4.30 2000 1000 912°C y + Fe3C 800ㅏ 0.76 0.022 600 a, Ferrite a + Fe3C 400 0 (Fe) Composition (wt% C) 727°C 1500 Cementite (Fe3C) 1000 6 6.70 Temperature (°F)arrow_forwardPart V. Choose which isomer would give the 1H-NMR spectrum below. Justify your reasoning by assigning important signals to the Corresponding protons of the correct molecule. A D on of of of H H 88 2 90 7.8 7.6 7.4 80 5 6 [ppm] 7.2 6.8 6.6 6.4 ō [ppm]arrow_forwardShow work with explanation. don't give Ai generated solutionarrow_forward
- Q7. a. Draw the line-bond structure of the major product for the following reaction, if a reaction occurs, assume monohalogenation. b. Calculate the product ratios using the following information (hint: use the number of hydrogens in each category present to calculate the ratios). Chlorination: 1° Reactivity=1 2° Reactivity=4 Heat + Cl2 3° Reactivity=5arrow_forwardPlease correct answer and don't use hand rating and don't use Ai solutionarrow_forwardQ10: Alkane halogenation a. Give the name and structures of the five isomeric hexanes. Page 4 of 5 Chem 0310 Organic Chemistry 1 Recitations b. For each isomer, give all the free radical monochlorination and monobromination products that are structurally isomeric.arrow_forward
- Q9. The insecticide DDT (in the box below) is useful in controlling mosquito populations and has low toxicity to humans, but is dangerous to birds and fish. Hoping to alleviate the dangers, little Johnny Whizbang, an aspiring chemist, proposes a new version of DDT ("Bromo-DDT") and shows his synthesis to his boss. Will Johnny Whizbang's synthesis work? Or will he be fired? Assume there is an excess of bromine and polybrominated products can be separated. Explain why. CH3 Br2, light CBR3 ok-ok Br Br Br Br CI "Bromo-DDT" CCl 3 DDT (dichlorodiphenyltrichloroethane) CIarrow_forwardDifferentiate the terms Monotectic, Eutectic, Eutectoid, Peritectic, Peritectoid.arrow_forwardQ5. Predict the organic product(s) for the following transformations. If no reaction will take place (or the reaction is not synthetically useful), write "N.R.". Determine what type of transition state is present for each reaction (think Hammond Postulate). I Br₂ CH3 F2, light CH3 Heat CH3 F₂ Heat Br2, light 12, light CH3 Cl2, lightarrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning
Organic Chemistry: A Guided Inquiry
Chemistry
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Cengage Learning
How to Design a Total Synthesis; Author: Chemistry Unleashed;https://www.youtube.com/watch?v=9jRfAJJO7mM;License: Standard YouTube License, CC-BY