Answered: 10. Deduce the identity of the…

10. Deduce the identity of the following compound from the 1H NMR data given and briefly explain C7H7NO3: 8 3.9 (3H, singlet), 6.9 (2H, doublet), 8.1 (2H, doublet) (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 21.30P

See similar textbooks

Related questions

Q: Compound A with molecular formula C6H10 has two peaks in its 1H NMR spectrum, both of which are…

Q: Comment on the general features of the 1H-NMR spectrum of isoamyl ester attached below

A: We can report on the structural aspect of the molecule depending on the nature of the signals like…

Q: Compound 15 is a high-boiling liquid with the chemical formula: C,H₁0O. The disappears when D₂O is…

Q: Each hydrogen of a primary amide typically has a separate 1H-NMR resonance, as illustrated by the…

A: NMR stands for Nuclear magnetic resonance which shows the peaks for hydrogen in any compound

Q: How could you use chemical shift and integration data in 1H NMR spectroscopy to distinguish between…

A: Due to the presence of six protons of two methyl groups and four protons of two methylene groups,…

Q: There is a Compound called A with the formula C13H20N2O2. In the proton NMR two triplets at 2.8 and…

A: The amino group at para position on benzene ring to ester carbonyl increases electron density on…

Q: Identify the lettered compounds in the following reaction scheme. Compounds F, G, and K are isomers…

Q: Draw the structure of an ether with formula C5H12O2 that fits the following NMR spectrum.

A: The structure of the compound C5H12O2 with the given 1H NMR data is to be proposed. The molecular…

Q: 10. Compound X has a molecular formula C3H10 and gives the 1H NMR spectrum below. What is the…

Q: C7H1204: 8 1.3 (6H, triplet), 3.4 (2H, singlet), 4.2 (4H, quartet) (ppm)

A: The NMR spectrum provides the following details about the structure of the molecules: The number of…

Q: 25 50 100 125 150 175 200 180 160 140 m/z ppm Cos-13-360 Relative htensity

Q: When 2-bromo-3,3-dimethylbutane is treated with K+ −OC(CH3)3, a singleproduct T having molecular…

A: Given: From the 1H-NMR data, the structures of T and U have to be identified. The product T is…

Q: 10. Deduce the identity of the following compound from the 1H NMR data given and briefly explain.…

A: Nuclear magnetic resonance is a technique that is used to predict the structural formula of the…

Q: please help with this question. thank you. Given that compound X has a molecular formula of…

A: To answer such kind question we first have to look into the data given. The number of signal of NMR…

Q: (a) Show, for the example of paracetamol and its meta-isomer (i.e. para- acetamidophenol and…

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

Q: Because 31P has an odd mass number, 31P nuclei absorb in the NMR and, in many ways, these nuclei…

A: The 31P nucleus contains odd mass number. The nuclei that contain odd atomic number or odd atomic…

Q: The 1H NMR spectrum of N,N-dimethylformamide shows three singlets at 2.9, 3.0, and 8.0 ppm. Explain…

A: The protons 1H NMR spectrum is taken to identify the environment of protons (H- atoms). The protons…

Q: A student mixes benzaldehyde with an unknown symmetrical ketone, compound C, in an aqueous sodium…

A: The question is based on the concept of spectroscopy. We have to identify the structure of C &D.

Q: Provide a structure for the compound with molecular formula C5H₁00 and with the following…

Q: 3) For the following questions draw the structure of the compound based off of the wmolecular…

A: Since you have asked multiple questions, we will solve the first question for you. If you want any…

Q: Compound X of the molecular formula C7H10 has the 13C NMR spectrum (5 signals) shown below. On…

A: DBE = 7- (10/2)+1 = 8-5 = 3. Therefore the compound is having one ring and two double bonds.…

Q: What is the element of unsaturation of the molecular formula? Show the math you use: 2. What are…

A: The question is based on the concept of Spectroscopy. we have to analyse the spectra provided and…

Q: Assign the H NMR spectra of compounds 1 and 2 and discuss their main differences and similarities.…

Q: Match the molecules below with their 13C NMR spectrum by writing the letter of the structure in the…

A: Nuclear Magnetic Resonance (NMR) is an instrumental technique that is used to determine the…

Q: What is the structure of the compound with the formula C10H10O4, if it shows strong IR signal near…

A: Given that, the compound shows strong IR signal near 3050 and 1730 cm-1, the 1H-NMR spectrum shows…

Q: A compound with a formula of C8H100 has the IR and NMR below. Propose a structure.

A: C8H10O DBE = 8 + 1 - 10/2 = 4

Q: The compound with the closed formula C4H9Br gives the following 1H NMR data. Write the clear formula…

Q: Identify the lettered compounds in the following reaction scheme. Compounds F, G, and K are isomers…

A: Cyclohexanone reacts with the Grignard reagent to form product A which undergoes dehydration to form…

Q: following compounds using the spectroscopic techniques covered in CHE331? If so, discuss how. If…

A: Various spectroscopic techniques are used to distinguish between the two compounds.

Q: Draw the NMR spectrum expected from ethanol that has been shaken with a drop of D2O

A: NMR is Nuclear Magnetic Resonance Spectroscopy which can be used to determine the type of molecule…

Q: 5. Please indicate how you could distinguish the following molecules using all four techniques we…

A: The given two compounds have same moleculer formula so thay can not distinguished by mass…

Q: After the reduction of camphor with NaBH4 experiment, you took a 1H-NMR of your product sample. The…

A: The area of given peak in 1H NMR is known as peak integration and it is directly proportional to the…

Q: Amine A is a liquid at room temperature and pressure. When vaporised, 0.202g of the amine produces…

A: Structure N(CH3)(CH2CH3)2 Diethylmethyltertiaryamine.

Q: Draw the structure of the compound identified by the simulated 'H NMR and ¹3C NMR spectra. The…

A: Draw the structure of molecule C10H12O by 1HNMR or 13CNMR

Q: B. Deduce the identity of the following compound from the NMR data given C4H602: 1H NMR, 8 2.28 (2H,…

A: Double bond equivalent = (4+1)-6/2 = 2 So, the compound either contains two double bonds or one…

Q: cyclohexanone 1-methylcyclopentanecarbaldehyde

A: We know that the 1H- NMR spectroscopy predicts the number of chemically distinct protons present in…

Q: Set 1: cyclohexanone 1-methylcyclopentanecarbaldehyde

A: The given molecule are ketone and aldehyde respectively. Hence we can differentiate between them…

Q: The 1H NMR spectrum of N,N-dimethylformamide shows three singlets at 2.9, 3.0, and 8.0 ppm. Explain…

A: To explain this, 1) Draw the resonance structure of N,N-dimethylformamide. 2) Check whether rotation…

Q: Explain how you derive the structure of curcumin by 1H NMR and 13C NMR. (Explain in detail how many…

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

Q: Propose a structure consistent with following set of spectral data: C3H6Br2: IR peak at 3000–2850…

A: Given, C3H6Br2: IR peak at 3000–2850 cm−1; NMR (ppm): 2.4 (quintet) 3.5 (triplet)

Q: 8. (6) Deduce the identity of the following compound from the TH NMR data given and IR data. C6H8O4:…

Q: Calculate the IHD and explain (elucidate) the structure using the 1H and 13C NMR data.

Q: between the compounds or not. (i) Compounds A and B, using UV-Vis spectroscopy with a detection…

Q: Propose a structure for the compound with the formula C5H11Cl that would produce the following C13…

A: The NMR spectroscopy is an important tool for the determination of the structure of an organic…

Q: For each compound shown below,(1) sketch the 13C NMR spectrum (totally decoupled, with a singlet for…

A: 3-chloropropene For the attached compound shown, (1) sketch the 13C NMR spectrum (totally decoupled,…

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

Q: Deduce the identity of the following compound from the spectral data given. C8H10: 1H NMR, 6 1.20…

Q: Following are the IR, MS(EI), 1 H and 13C NMR for an unknown compound. a) Provide the structural…

A: IR spectra deals results from the interaction of infrared radiation with matter by absorption. IR…

Q: As a method for the synthesis of cinnamaldehyde (3-phenyl-2-propenal), a chemist treated…

Concept explainers

NMR Spectroscopy

NMR stands for Nuclear Magnetic Resonance in which the study of different molecules is done based on the interaction of radiofrequency electromagnetic radiations with the nuclei of molecules placed in a strong magnetic field. A precise study of spectra of visible light and all bands of electromagnetic radiation is called spectroscopy.

Question

10. Deduce the identity of the following compound from the 1H NMR data given and briefly
explain
C7H7NO3: 8 3.9 (3H, singlet), 6.9 (2H, doublet), 8.1 (2H, doublet) (ppm)
question 8

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

Trending now

This is a popular solution!

Step by step

Solved in 2 steps with 1 images

SEE SOLUTION Check out a sample Q&A here

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

The compound with the closed formula C4H9Br gives the following 1H NMR data. Write the clear formula of the compound with reasons. 1.0 ppm (triplet, 3 H); 1.7 ppm (dublet, 3H); 1.8 ppm (multiplet, 2H); 4.2 ppm (multiplet, 1H)
10. Deduce the identity of the following compound from the 1H NMR data given and briefly explain. C7H7NO3: 8 3.9 (3H, singlet), 6.9 (2H, doublet), 8.1 (2H, doublet) (ppm)
14. Propose structure for a compound, C9H₁1Br that fits the following ¹H NMR data: 2.15 8 (2H, quintet) 2.75 8 (2H, triplet) 3.38 8 (2H, triplet) 7.22 8 (5H, singlet)
1) Which of the following compounds would have the following peaks on a proton NMR spectrum. a. 2-ethylbenzoic acid b. 4ethylbenzoic acid triplet at 1.75 ppm (3H) quartet at 2.25 ppm (2H) Split Quartet at 7.25 ppm(4H) Singlet at 11.00 ppm (1H) c. 3-ethylbenzoic acid d 3-phenylpropanoic acid.
Determine the structure of the compound with the following spectral data. You must show your reasoning for full credit. (8pts) You must show your reasoning. MS: M+ (164) and M++2 in 1:1 ratio 1H-NMR: 3.5  (2H, triplet) 1.65  (2H, triplet) 0.9  (9H, singlet)
Elucidate the structure for compound Busing spectroscopic data provided. B. Spectral analysis of a pure compound gave the following MS, IR data and H-NMR data (after D₂O shake). i) Provide the Molecular formula, (ii) Identify the correct structure (iii) Identify the most important (diagnostic) IR signal(s) and match each proton NMR absorption with the proton that is causing that absorbance? MS: m/z: 86 (10%); 87 (0.5); 68.07 (100.0%), 69.08 (5.4%) 1H NMR (d): 5.67 (1H, doublet, J = 18), 5.63 (1H, quartet, J= 17), 4.38 (1H, quartet), 1.63 (3H, doublet), 1.07 (3H, doublet). IR (see below) LOD TRANSHETTANCE1% D 4000 3000 2000 HAVENUMBERI-11 Wappen 1500 1000 500
Construct a structure of the given 1H NMR data signals.A. C5H12O 0.91 δ (3H, triplet) 1.19 δ (6H, singlet) 1.50 δ (2H, quartet) 2.24 δ (1H, singlet) B. C4H10O 0.90 δ (6H, doublet) 1.76 δ (1H, multiplet) 3.38 δ (2H, doublet) 3.92 δ (1H, singlet) C. C5H10O 1.09 δ (6H, doublet) 2.12 δ (3H, singlet) 2.58 δ (1H, septet)
1. Provide the IUPAC name for: CO,H OH 2. Provide the structure of E-2,5-dimethyloct-5-enoic acid. 3. a. Name the structure with the following ¹H NMR spectrum. 8 (ppm) = 12.71 (1H, s), 8.04 (2H, d), 7.30 (2H, d), 2.41 (3H, s)
The 1H NMR spectrum of phenol (C6H5OH) shows three absorptions in the aromatic region: 6.70 (2 ortho H’s), 7.14 (2 meta H’s), and 6.80 (1 para H) ppm. Explain why the ortho and para absorptions occur at lower chemical shift than the meta absorption.
Molecular formula of an unknown compound is, C10H14O. Proton NMR: 1.3 (6H, doublet), 3.2 (1H septet), 4.6 (1H singlet), 2.25 (3H, singlet) 6.7 (1H, singlet), 6.9 (1H, doublet), 7.2 (1H, doublet). What is the name of an unknown compound? 2-isopropyl-5-methylphenol 2-(p-tolyl)propan-2-ol 1-isopropyl-4-methoxybenzene 4-isopropylphenyl)methanol
2H зн 3H 2H 2H 2H 4.5 4.0 3.5 3.0 2.5 2.0 1.5 1.0 PPM Determine the structure of A based on these spectra. Indicate clearly the signals for each type of protons for NMR analysis. Compound A gives NMR and IR spectra has the formula C3H1403
A compound has the molecular formula of C3HgO. It exhibits 4 peaks in its 1H NMR spectrum. These peaks are (in 8): 3.6 (2H, t). 2.3 (1H, broad), 1.6 (2H, sextet). 1.05 (3H. t). Which of the following compounds is consistent with this data? 0 0 OMe OH OH O H.C-O-CH. О OH Ca