Answered: Determine the correct structure of the…

Determine the correct structure of the compound, which shows following 13C NMR DEPT-135 data is 13C NMR DEPT-135: negative peaks at δ30.2, 31.9, 61.8, 114.7 ppm; positive peak at 130.4 ppm.

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter21: Benzene And The Concept Of Aromaticity

Section: Chapter Questions

Problem 21.28P: Propose a structural formula for the analgesic phenacetin, molecular formula C10H13NO2, based on its...

See similar textbooks

Related questions

Q: Identify the structures of isomers A and B (molecular formula C8H9Br).

Q: Identify this compound with molecular formula C9H10O IR peak at 1742 cm-^1,H nmr data (ppm) at…

Q: 17. Provide a structure that is consistent with the data below. C9H9N IR (cm-1): 1Η NMR (ppm): 13C…

Q: What is the structure of the compound with the formula C10H14O, if it shows a strong broad IR signal…

A: We have given data that match with the compound is 4-tert-butylphenol. The explanation is provided…

Q: Propose a structure for a carboxylic acid with molecular formula CGH1002 by interpreting the…

Q: 5. Determine the structure of the following compound based on its molecular formula, IR and 'H NMR.…

A: Using the data from the IR spectrum and 1H- NMR spectrum, structure of the molecule has been deduced…

Q: A compound of molecular formula C9H1203 has two strong infrared absorptions between 1100 and 1250…

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

Q: What is the structure of the compound if its formula is C5H10O, it exhibits 13C-NMR signals…

A: 13C NMR is commonly known as Carbon-13 nuclear magnetic resonance or carbon NMR. It is analogous to…

Q: Identify the structures of isomers H and I (molecular formula C8H11N).a.Compound H: IR absorptions…

A: (a) Molecular formula is C8H11N Information from IR spectrum: The IR absorption at 3365 and 3284…

Q: A compound has a molecular formula of C8H8O The following spectra (1H NMR, Carbon 13 NMR, IR was…

A: IR spectra is the spectra that uses the IR radiation to excite the molecule where the IR spectrum is…

Q: From the given values of ¹H-NMR data, predict the structure of the organic compound with the…

A: Firstly we find the double bond equivalent of the compound. And then we figure out the presence of…

Q: Propose a structure for a carboxylic acid with molecular formula C6H1002 by interpreting the…

Q: 100 80- 60- 40- 20. 0. 4000 3500 3000 2500 2000 1500 1000 Wavenumber (cm") What information may be…

A: Note: 3050 cm-1 sp2 C-H stretch, 2900 cm-1 sp3 C-H stretch. Therefore the compound is olefin.

Q: Identify this compound from its proton NMR spectrum. The relative intensities of the two peaks is…

A: The DBE is double bond equivalent which gives us idea about no of double bond or ring may present in…

Q: Propose structure for the ester, C11H14O2 compound that has the following 1C NMR spectra. CDC13 200…

A: Every nuclei will have spin and if an external magnetic field is applied, there will be an energy…

Q: Give the structure for the compound with the empirical formula C3H3O2 and the following spectral…

Q: Compound A exhibits two signals in its 'H NMR spectrum at 2.64 and 3.69 ppm and the ratio of the…

A: To find: Compound A and compound B

Q: Provide a structure for the given compound. C,H1,O2; IR: 1743 cm-l; 'H NMR spectrum chemical shift,…

A: Splitting pattern in 1H NMR is assigned according to n+1 rule where n represent the number of…

Q: Propose a structure for D (molecular formula CgH,CIO,) consistent with the given spectroscopic data.…

A: Nuclear magnetic resonance which is more precisely known as NMR is used to determine the local…

Q: What is the structure of the compound if its formula is C5H10O, and C-NMR Broadband decoupled: 207,…

Q: Determine the structure of an alcohol with molecular formula C5H12O that exhibits the following…

A: To determine the structure of alcohol with molecular formula C5H12O that exhibits the given signals…

Q: Compound K: molecular ion at 88; IR peak at 3600-3200 cm-1; 1H NMR data (ppm) at 0.9 (triplet, 3H),…

Q: Identify the structures of isomers H and I (molecular formula C8H11N).a.) Compound H: IR absorptions…

A: Given:

Q: An unknown compound C (molecular formula C4H8O3) exhibits IRabsorptions at 3600−2500 and 1734 cm−1,…

A: Degree of Unsaturation describes the number of rings or or pie bond present in the structure of the…

Q: The following compound has the formula CaH,O2Br. Based on its IR and 'H NMR propose its structure.…

Q: Identify the structure and assign peaks and J values for an organic compound C4H3O with p-NMR…

A: the solution is as follows:

Q: Deduce the structures of compounds A and B, two of the major components of jasmine oil, from the…

A: IR absorbtion at 3091 - 2895 corresponds to aromatic double donds and 1743 corresponds to an ester…

Q: 2H 2H 3H 1H PPM 31A HNMR 140 120 100 80 60 40 20 PPM 31A CNMR

A: 1 HNMR : Aromatic 5 protons. Alcohol one protone. Oxygen attached carbon is having two hydrogens.…

Q: From the given values of '¹H-NMR data, predict the structure of the organic compound with the…

A: NMR is nuclear magnetic resonance useful in structure determination using proton NMR and carbon NMR.

Q: The peak at 8.28 ppm is found to disappear when the NMR sample is treated with D2O The IR spectrum…

A: The compound corresponds to the unknown is Structure 7. The IR signal at 1680cm-1 corresponds to C=O…

Q: 50. The 'H NMR spectrum of a compound shows the following signals: 8.0 ppm (doublet, 2H), 7.8 ppm…

A: We have to determine the structure of the unknown compound from the given 1H NMR data. The given 1H…

Q: What is the structure of the compound if M+ = 122, IR peaks 1500, 1600 and a strong peak near 3350…

A: Spectra applications identification of functional groups with IR spectra We can determine No of…

Q: 6. (Chapter 15 - 47b) An aromatic compound, C9H12 has the following H NMR spectrum and a peak at 750…

A: The given spectrum is represented as follows:

Q: Propose a structure consistent with following set of spectral data: C3H6O: IR peak at 1730 cm−1; NMR…

A: Nuclear Magnetic Resonance (NMR) spectroscopy is an analytical chemistry technique used to determine…

Q: 5. A compound's 13C NMR spectrum shows resonance at 205 and 125 ppm, What possible structural…

A: 13CNMR spectra determine Number of asymmetrical carbons in molecule.

Q: 180 160 140 120 40 20 100 PPM 80 60 3Η (1) 2H (d) 2H (d) 2Η (g) 2H (s) 8 РPМ

A: The question is based on the concept of spectroscopy. we have to analyse the spectral data provided…

Q: What is the structure of the compound if the mass spectrum shows M+ = 72, IR shows peak near 1720…

Q: State the 1H and 13C NMR spectra of propanal, CH3CH2CHO ?

A: NMR is Nuclear magnetic resonance spectroscopy which helps us to define different protonic…

Q: A compound exhibits the following 13C NMR spectrum. 8 220.16, 38.31, 23.31 Which of the compounds…

Q: 7. Formula: C10H14 IR shows absorptions at 3010, 2995 and 1605 cm¹. The NMR has signals at 80.88(6…

Q: organic compound B with formula C6H14O has the following: IR Spectroscopy 2974 cm-1, 1080 cm-1…

Q: Draw the structure for C5H10O with 1H NMR signals: δ 1.2 (s, 6H), 2.1 (bs, 1H), 5.0 (dd, 1H), 5.2…

Q: Please Draw the structure of the compound with all the data below and label the structure with it…

A: Given: The formula of the compound: C9H9NO3 There are 7 C-NMR signals H-NMR data: 12.7 ppm, s, 1H…

Q: Draw the structure of the molecule with the following molecular formula, C3H7CIO, and 'H NMR spectra…

A: Given molecular formula is C3H7ClO 1) Degree of Unsaturation / Double bond equivalent = 2 × C + 2 -…

Q: An unknown compound C (molecular formula C4H8O3) exhibits IR absorptions at 3600−2500 and 1734 cm−1,…

A: The structure of unknown compound C has to be given.

Q: Compound 2 has molecular formula C6H12. It shows three signals in the 1H-NMR spectrum, one at 0.96…

A: The molecular formula of the given compound is C6H12 . Double Bond Equivalent or Degree of…

Q: Give structures for the compounds below that show one 1H NMR signal each. C2H6O C4H9Cl c)…

Q: Propose a structure for a compound with molecular formula C3H180 that exhibits the following 'H NMR…

A: As given Compound has molecular formula C8H18O. There is one hetero atom Oxygen. Oxygen being more…

Q: What is the structure of the compound with the formula C5H12O, if it has a strong broad IR signal…

Q: Propose a structure consistent with each set of data. a.C9H10O2: IR absorption at 1718 cm−1b.C9H12:…

A: (a) The DBU calculation for C9H10O2 is as follows: DBU = 9 - 10/2 + 1 = 5 This suggests the presence…

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

Determine the correct structure of the compound, which shows following ¹³C NMR DEPT-135 data is ¹³C NMR DEPT-135: negative peaks at δ30.2, 31.9, 61.8, 114.7 ppm; positive peak at 130.4 ppm.

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

VIEW

Step 2

VIEW

Step 3

VIEW

Trending now

This is a popular solution!

Step by step

Solved in 3 steps with 1 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

The 1H-NMR spectrum of Compound C shows five signals – δ 2.38 (1H, dt), 2.72 (1H, dt), 5.34 (1H, t), 5.49 (2H, ddd), 6.27 (2H, dd) ppm. Its 13C-NMR spectrum has four signals – δ 26, 58, 127, 129 ppm. In the compound’s mass spectrum, the M+1 peak appears at m/z = 115. An M+2 peak, whose intensity is roughly one-third that of the M+1 peak, also appears. Suggest a structure for this compound.
What is the structure of an unknown compound with molecular formula C6H15N that gives the following 1H NMR absorptions: 0.9 (singlet, 1 H), 1.10 (triplet, 3 H), 1.15 (singlet, 9 H), and 2.6 (quartet, 2 H) ppm?
The 'H NMR spectrum of compound A (C3H100) has four signals: a multiplet at 8 = 7.25-7.32 ppm (5 H), a singlet at d = 5.17 ppm (1 H), a quartet at d = 4.98 ppm (1 H), and a doublet at ô = 1.49 ppm (3 H). There are 6 signals in its 13C NMR spectrum. The IR spectrum has a broad absorption in the -3200 cm-1 region. Compound A reacts with KMNO4 in a basic solution followed by acidification to give compound B with the molecular formula C7H6O2. Draw structures for compounds A and B.
Identify the compound with molecular formula C6H10O that gives the following DEPT 13C NMR spectrum:
A compound has a formula of C19H16- Five signals appear in its 1°C NMR spectrum-one at 57 ppm and the remaining four between 126 and 144 ppm. In its 'H NMR spectrum, an unresolved multiplet (15 H) appears between 6.9 and 7.44 ppm and a singlet (1 H) appears at 5.5 ppm. What is the structure of this compound?
Compound B has molecular formula C9H12. It shows five signals in the 1H-NMR spectrum - a doublet of integral 6 at 1.22 ppm, a septet of integral 1 at 2.86 ppm, a singlet of integral 1 at 5.34 ppm, a doublet of integral 2 at 6.70 ppm, and a doublet of integral 2 at 7.03 ppm. The 13C-NMR spectrum of B shows six unique signals (23.9, 34.0, 115.7, 128.7, 148.9, and 157.4). Identify B and explain your reasoning.
identify the compound with molecular formula C2H6O that gives this 1H NMR spectrum.
Identify the compound with molecular formulaC11H22O that gives the following 13C NMRspectrum:
Compound A, with molecular formula C4H9Cl, shows two signals in its 13C NMR spectrum. Compound B, an isomer of compound A, shows four signals, and in the proton-coupled mode, the signal farthest downfield is a doublet. Identify compounds A and B
What is the structure of the compound if its formula is C5H10O, and C-NMR Broadband decoupled: 207, 45, 28, and 12 ppm, DEPT-90: no signals, DEPT-135: positive signals at 28 and 12 ppm; negative signals at 45 and 16 ppm?
Compound A, with molecular formula C4H9Cl, shows two signals in its 13C NMR spectrum. Compound B, an isomer of compound A, shows foursignals, and in the proton-coupled mode, the signal farthest downfield is a doublet. Identify compounds A and B.
What is the structure of the compound with the formula C10H14O, which shows a strong broad signal near 3300 cm-1, the 1H-NMR spectrum is: 1.44 ppm (9H singlet) 4.97 ppm (2H doublet) 7.32 ppm (2H doublet)