**Problem 3.19****Task:** Predict the expected chemical shift for each type of proton in the following compound:**Diagram Explanation:**The diagram shows a chemical structure with multiple functional groups. Key features of the compound include:- A benzene ring (aromatic ring) with alternating double bonds.- Alkynes (a triple bond connecting two carbons).- Hydroxyl groups (–OH) attached to the ring.- Ketone groups (=O) attached to the structure.**Chemical Analysis:**Each distinct proton environment in this compound will have a unique chemical shift. Predicting these shifts involves considering factors such as electronic environments, resonance, and neighboring groups that can affect the shielded or deshielded nature of the protons.- **Alkyne Protons:** Typically have chemical shifts around 2.0-3.0 ppm.- **Aromatic Protons:** Usually appear in the range of 6.0-8.5 ppm, influenced by the electron-withdrawing or donating nature of substituents.- **Hydroxyl Protons:** Their chemical shift can vary widely due to solvent and hydrogen bonding effects (usually around 1.0-5.0 ppm).- **Ketone Adjacent Protons:** Generally more deshielded, appearing downfield due to the electron-withdrawing effect of the carbonyl group.Understanding these shifts requires knowledge of NMR (nuclear magnetic resonance) spectroscopy principles and the chemical context of each proton.

Answered: Image /qna-images/answer/cdb28be6-1ccc-4d26-bc1f-4476e50fa896.jpg

Answered: PROBLEM 3.19 Predict the expected…

Science

Chemistry

PROBLEM 3.19 Predict the expected chemical shift for each type of proton in the following compound: H 3 H OH OH

Chemistry

10th Edition

ISBN:9781305957404

Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Chapter1: Chemical Foundations

Section: Chapter Questions

Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...

See similar textbooks

Related questions

Q: Answer Question 7 How many signals would you expect to find in the HNMR spectrum of this compound?…

A: Different types of H-atoms give different signals in HNMR. H-atoms reflected by a plane of symmetry…

Q: From the given compound, choose the proton that best fits each given description. F F H₂C a Most…

Q: 4) Listen Select the number of UNIQUE Proton and Carbon NMR signals you would expect from the…

Q: 3. What is the value of the index of hydrogen deficiency of aspartame, shown below? ÓH NH2

Q: 2. For the compound shown below, indicate what splitting pattern is expected for the protons on each…

Q: Which compound gives the following 1H NMR spectrum? Explain your choice. Proton NMR 3 2. 2. 8.…

A: The number of signals in the NMR spectra is equal to the number of kinds of equivalent protons. The…

Q: ball & stick v + labels Highlight H11 and H13 b) H1l and H13:

A: A question based on stereochemistry, which is to be accomplished.

Q: How many non-equivalent ("different" kinds of) protons are there in this compound? H3C CH3 Br

Q: From the given compound, choose the proton that best fits each given description. C HC- - CH a b /…

Q: An electronegative group attached to a carbon atom wil density around the atom shifting the "C NMR…

A: when we attach the electronegative atom to the carbon atom, it withdraws the electron density from…

Q: Please draw the structure that matches the spectrum? Once drawn, assign the protons (a, b, c, d).

A: The NMR spectrometer detects the energy absorbed by the protons and generates a spectrum, displayed…

Q: 7. 8. 9. Proton NMR C₂H₂00 Proton NMR CH100 Proton NMR C₂H₁00 8 10. Proton NMR C6H₁202 5.0 6 6 4.5…

A: 11). Total 4- proton NMR signals show.

Q: Determine the number of different kinds of protons in each compound. (a) 2,2-dimethylbutane (b)…

A: a) The number of different kinds of protons in 2,2-dimethylbutane has to be determined The structure…

Q: Which compound requires a lowest energy photon to cause a p to p (HOMO/LUM0) transition Previous

A: As size of conjugated system increase , energy gap between pi and pi star decrease and hence energy…

Q: 2.1 What splitting pattern in the ¹H NMR spectrum would you expect for all the hydrogen atoms in the…

A: The given compounds are shown belowWe have to give the splitting pattern of all the protons of them.

Q: PROBLEMS 2.7 Predict which of the following C=C bonds will produce the strongest signal in an IR…

A: 2.7)IR spectroscopy is used to determine the functional groups present in the sample. Different…

Q: How many signals do you expect to be observed from a DEPT-90 spectrum of the compound below?

A: About DEPT 90 DEPT 90 shows only CH peaks. These peaks are only in positive phase.

Q: 15) The two hydrogen atoms shown as Ha and Hb in the following molecule are: A) Homotopic protons B)…

Q: How many signals do you expect in the proton NMR spectrum of 4-hydroxy-4-methyl-2-pentanone?…

Q: of the following compounds contains a set of diastereotopic protons A) C) Ph Ph LOH B) D) Ph L.H Ph…

A: Given chiral and achiral organic molecules. Determine the set of diastereotopic protons.

Q: Which cation is most likely to undergo a 1,2-hydride shift? 1) 2) 3) 4)

A: we have to select the cation which is most likely to undergo 1,2-hydride shift

Q: Given the 1H NMR spectrum of 3-methyl-2-butanone, identify the protons responsible for the peak at…

A: Step 1: Step 2: Step 3: Step 4:

Q: 2.10 Drawing Resonance Which of the following shows correct arrow placement that represents…

A: To solve this problem we have to draw the resonance structure .

Q: Propose a molecular formula for cedrol, an alcohol found in cedar oil. Cedrol has three degrees of…

A: Cedrol is a alcohol . It is very useful compound found in essential oils of conifers. Degree of…

Q: How many o bonds are there in the molecule given below? Answer:

A: Sigma bond is formed by the axial overlaps of the atomic orbitals. It is denoted as σ.

Q: Determine the number of sets of equivalent protons for cis-1,2-dichlorocyclohexane. Select an answer…

A: Total 5 sets of equivalent protons. Correct option is D.

Q: Where would the chemical shift be expected for # 3 in 1H-NMR

A: NMR spectroscopy helps us in determining the different types of protons include in the molecule. It…

Q: Quntion of The typical range of observed peaks in a "C NMR spectrum is A08 pom BIO-14 pom C) 0-160…

A: Range of 13C NMR depends on the different scale .

Q: How many stereocenters exist on this molecule? (a) 1 OA B (b) 2 Question 2 (c) 3 -00:16 P (d) 0

A: Stereocenters also called chiral centers in the organic molecule possess four different substituents…

Q: SPECTRUM C. Identify the compound (here) corresponding proton (with labels selected among H2, H3,…

A: Number of signals: How many sets of protons in different electronic environment there are in the…

Q: Problems Sets - Please Identify the possible structure in each one of the following problems. 1. An…

A: Answer for Q1: Part a) Molecular FormulaRule of 13: This is a common heuristic in organic chemistry,…

Q: How many proton signals are expected for the compound below? O five seven O six nine

Q: Predict the splitting pattern predicted for the circled proton in the structure below. H3C. H₂ H₂…

A: Circled proton have adjacent keto group and there is no adjacent hydrogen atoms and hence circled…

Q: Problem # 4 Determine the structure of the compound with the spectra provided and molecular formula…

A: Data from the given spectra:Molecular formula: C9H10O3IR Spectra:Broad band from 2500-3050…

Q: Indicate the direction of the dipole using 6+ and 6- (select) H-O (select) CEN (select) C-N (select)…

A: We know electronegativity increases from left to right across the period in periodic table. Order…

Q: From the given compound, choose the proton that best fits each given description. F F CH3 H₁₂C a C…

A: NMR spectroscopy is the most common technique for studying the structural description of organic…

Q: Which compound is the correct structure for the given NMR? (3) (2) (2) 9 8 7 6. 3 1 PPM CN 2) 3)…

Q: Which compound below fits the following ¹H NMR data? 11 10 9 8 7 6 3H singlet 2H singlet 5 3 3H…

A: An NMR spectrum is acquired by varying or sweeping the magnetic field over a small range while…

Q: sond 14 13 O Doublet (d) O Singlet (s) Given the molecule above, what would be the observed…

A: Signal in a 1H NMR spectrum may or may not be split into one or more peaks. This is known as signal…

Concept explainers

Analyzing and Predicting Spectroscopic Data

The interaction of electromagnetic radiation with the structure of molecules in the sample and their study is referred spectroscopy. Several spectroscopic methods are used to acquire sample information, and these methods are proved to be accurate, fast, and non-destructive. The information obtained about the content and composition of molecules from these spectroscopic methods is called spectroscopic data.

Question

**Problem 3.19**

**Task:** Predict the expected chemical shift for each type of proton in the following compound:

**Diagram Explanation:**
The diagram shows a chemical structure with multiple functional groups. Key features of the compound include:

- A benzene ring (aromatic ring) with alternating double bonds.
- Alkynes (a triple bond connecting two carbons).
- Hydroxyl groups (–OH) attached to the ring.
- Ketone groups (=O) attached to the structure.

**Chemical Analysis:**
Each distinct proton environment in this compound will have a unique chemical shift. Predicting these shifts involves considering factors such as electronic environments, resonance, and neighboring groups that can affect the shielded or deshielded nature of the protons.

- **Alkyne Protons:** Typically have chemical shifts around 2.0-3.0 ppm.
- **Aromatic Protons:** Usually appear in the range of 6.0-8.5 ppm, influenced by the electron-withdrawing or donating nature of substituents.
- **Hydroxyl Protons:** Their chemical shift can vary widely due to solvent and hydrogen bonding effects (usually around 1.0-5.0 ppm).
- **Ketone Adjacent Protons:** Generally more deshielded, appearing downfield due to the electron-withdrawing effect of the carbonyl group.

Understanding these shifts requires knowledge of NMR (nuclear magnetic resonance) spectroscopy principles and the chemical context of each proton.

Expert Solution

This question has been solved!

Explore an expertly crafted, step-by-step solution for a thorough understanding of key concepts.

This is a popular solution!

SEE SOLUTION Check out a sample Q&A here

Step 1: Given that, the compound is:

VIEW

Step 2: Prediction of chemical shift for the given compound

VIEW

Solution

VIEW

Trending now

This is a popular solution!

Step by step

Solved in 3 steps with 4 images

SEE SOLUTION Check out a sample Q&A here

Knowledge Booster

Analyzing and Predicting Spectroscopic Data

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

Please don't provide handwriting solution
Problem #3: Unknown molecule with molecular formula C H₁O. 14 Which of these molecules best corresponds to the IR spectrum below with molecular formula C6H140 ? a) 0.8 0.6 0.4 0.2 OH b) OH 3000 c) C₂H₁₂O 2000 d) Wavenumber (cm-1) 1000
Problem # 6 Determine the structure of the compound with the spectra provided and molecular formula C9H12 3500 2 closely spaced peaks here 180 160 140 3000 -2865 T 120 5H unresolved multiplet 2500 1941 2000 T 100 80 T T T 9 8 7 6 5 4 1747 -1602 1455 1500 60 2H 1337 40 M -1027 1000 2H sextet 20 3 2 1 3H 0 to 0
Why is the answer 6? Are the 2 protons on the nitrogen in different environments?
Need answer step by step
Question 5 The presence of 1 nitrogen atom in a compound results in an odd mass for the parent ion because A) nitrogen has an odd mass. B) nitrogen forms 3 bonds. C) nitrogen compounds fragment to lose NH. D) none of these.
Question 14 Which of these would have a peak in the proton NMR which would disappear when D2O is adc A O C O A and C OB O C and D OD OA Question 15 0= B CH C H D OH MacBook A
14) The number of proton NMR signals in the molecule shown below is (a) 1 (b) 2 (c) 3 (d) 4 (e) 5
Question 3 Predict the chemical shifts and splitting patterns for all types of chemically equivalent protons in the following compound. H
Predict the multiplicity of each signal in the 1H NMR spectrum of the following compound: + Upload Choose a File Question 2 A
3