Propose a structure consistent with each set of data Compound B:Molecular formula: C9H10O2 IR absorption at 1669 cm−1 1H NMR data: 2.5 (singlet, 3 H), 3.8 (singlet, 3 H), 6.9 (doublet, 2 H),and 7.9 (doublet, 2 H) ppm

Propose a structure consistent with each set of data Compound B:Molecular formula: C9H10O2 IR absorption at 1669 cm−1 1H NMR data: 2.5 (singlet, 3 H), 3.8 (singlet, 3 H), 6.9 (doublet, 2 H),and 7.9 (doublet, 2 H) ppm

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter19: Aldehydes And Ketones: Nucleophilic Addition Reactions

Section19.SE: Something Extra

Problem 79AP: Compound A, MW 86, shows an IR absorption at 1730 cm-1 and a very simple 1H NMR spectrum with peaks...

See similar textbooks

Related questions

Q: Compound A has molecular formula C5H10O. It shows three signals in the 1H-NMR spectrum - a doublet…

A: 1 First see the double bond equivalent DBE:- DBE=C+1-H2…

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

Q: Compound C has a molecular ion in its mass spectrum at 146 and a prominent absorption in its IR…

A: To find: The structure of Compound C

Q: Given here are 1H-NMR and 13C-NMR spectral data for nine compounds. Each compound shows strong…

Q: Treatment of compound C (molecular formula C4H8O) with C6H5MgBr, followed by H2O, affords compound D…

Q: Identify the structure of compound C (molecular formula C11H15NO2), which has an IR absorption at…

A: Nuclear Magnetic Resonance is the most effective way of detecting the structure of any compound. In…

Q: 3. Propose a structure for Compound X which has a molecular formula CoHz0 with an IR absorption at…

Q: What is the structure of a compound of molecular formula C10H14O2 that shows a strong IR absorption…

Q: An unknown compound C of molecular formula C6H12O32 exhibits a strong absorption in its IR spectrum…

Q: Compound C has a molecular ion in its mass spectrum at 146 and a prominent absorption in its IR…

A: The IR absorption at 1762 cm-1 suggests the presence of carbonyl ester bond.The molecular ion peak…

Q: A compound with molecular formula C6H12O2 exhibits two singlets in its 1H NMR spectrum, at d 1.4…

A: Answer -

Q: Propose a structure consistent with each set of data.a. Compound A:Molecular formula: C8H10OIR…

A: (a)Given,Molecular formula: C8H10O IR absorption is at 3150-2850cm-11H NMR data: 1.4 (triplet, 3H),…

Q: Propose possible structures consistent with each set of data. Assume each compound has an sp3…

A: (a) The molar mass of the molecule that needs to be identified is 72 g/mol. The absorption at…

Q: Propose a structure for a compound of molecular formula C3H8O with an IR absorption at 3600–3200…

A: Calculation of double bond equivalence: DBE = C +1 – (H + X – N) / 2 Here, C is the number of carbon…

Q: 35. Compounds A. and B. are closely related and have formulas of C₁0H₁2O and C₁1H140 respectively.…

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

Q: Compound E with a molecular formula C3H7CIO shows a prominent band in its IR spectrum at 1690 cm-1.…

Q: Identify the structures of A and B, isomers of molecular formula C10H12O2, from their IR data and 1H…

A: The structures of A and B, isomers of molecular formula C10H12O2 has to be determined.

Q: 1. Deduce the structure for a compound with the molecular formula, C8H8O2 and with 1H-NMR and IR…

Q: Propose a structure consistent with each set of data Compound A: Molecular formula: C8H10OIR…

A: Given information, Compound A: Molecular formula: C8H10OIR absorption at 3150−2850 cm−11H NMR data:…

Q: An unknown compound (C3H2NCl) shows moderately strong IR absorptions around1650 cm-1and 2200 cm-1.…

A: The splitting of signals takes place because of the difference in the environment. The splitting of…

Q: Treatment of 2-methylpropanenitrile [(CH3)2CHCN] with CH3CH2CH2MgBr, followed by aqueous acid,…

A: When nitriles (-CN) react with Grignard reagent alkyl magnesium halides, they form ketones. ex:

Q: Propose a structure of compound C (molecular formula C10H12O) consistent with the following data. C…

A: Given information, Compound C: IR absorption at 1717 cm-1

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

Q: (c) Formula: C3H6O2 Spectroscopy Reference 3H Í FPM 100

Q: Identify the structures of D and E, isomers of molecular formula C6H12O2, from their IR and 1H NMR…

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 and B, isomers of molecular formula C3H5Cl3, are formed by the radical chlorination of a dihalide…

A: a. Compound A give two peaks, singlet at 2.23 ppm and singlet at 4.04 ppm. The molecular formula of…

Q: Compound A has molecular formula C5H8Br4 but shows only one singlet in the 1H-NMR spectrum. Suggest…

A: The compound is showing only single peak in H-NMR, so all the hydrogen present in the compound must…

Q: Treatment of W with CH3Li, followed by CH3I, affords compound Y(C7H14O) as the major product. Y…

A: (a) Propose a structure for Y. (b) Draw a stepwise mechanism for the conversion of W to Y.

Q: Identify the structure of compound C (molecular formula C11H15NO2),which has an IR absorption at…

A: The structure of the unknown compound is determined initially by observing the elemental analysis of…

Q: Compounds W and X are isomers. They have the molecular formula C9H8O. The IR spectrum of each…

A: The molecular formula of the compound W and X is C9H8O. The oxidation of both of these compound…

Q: A compound of molecular formula C4H8O2 shows no IR peaks at 3600–3200 or 1700 cm-1. It exhibits one…

A: The given molecular formula of the compound is C4H8O2.The double bond equivalence is calculated by –

Q: Treatment of anisole (CH3OC6H5) with Cl2 and FeCl3 forms P, which has peaks in its mass spectrum at…

A: The chemical reaction between anisole and chlorine molecule in presence of ferric chloride is given…

Q: Compound B of molecular formula C9H19N shows a noteworthy infrared absorption at 3300 cm-1. Its…

A: Molecular formula of the compound = C9H19N IR spectrum: 3300 cm-1 1H-NMR: δ 1.0 (6H), 1.1 (12H), 1.4…

Q: Compound A, MW = 86, shows an IR absorption at 1730 cm' and a very simple 'H NMR spectrum with peaks…

A: Spectroscopy gives the structure identification of a compound by the various IR and NMR techniques.…

Q: Identify the structures of each compound from the given data.

A: the chemical formula, C6H12O2 indicates that the compound consists six carbon atoms, 12 hydrogen…

Q: An unknown compound C of molecular formula C6H12O3 exhibits a strong absorption in its IR spectrum…

A: The molecular formula of the compound C is C6H12O3. Information from IR data: The IR absorption at…

Q: The molecular formula of an unknown compound is C1,H1,02. The compound gives strong peak at1745 cm-1…

A: DBE = (C+1)-H/2 +N/2-X/2 = (10+1)-12/2 = 11-6 = 5. So, it is an aromatic compound. IR spectrum :…

Q: Given here are 1H-NMR and 13C-NMR spectral data for nine compounds. Each compound shows strong…

A: The IR absorptions around 1700 cm-1 and between 2500 and 3300 cm-1 suggests the presence of…

Q: Identify the structure of compound C (molecular formula C11H15NO2), which has an IR absorption at…

A: Nuclear Magnetic Resonance is the most effective way of detecting the structure of any compound. In…

Q: Propose possible structures consistent with each set of data. Assume each compound has an sp3…

Q: A and B, isomers of molecular formula C3H5Cl3, are formed by the radical chlorination of a dihalide…

A: (a) Compound A give two peaks, singlet at 2.23 ppm and singlet at 4.04 ppm. The molecular formula of…

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

Q: Given here are 1H-NMR and 13C-NMR spectral data for nine compounds. Each compound shows strong…

A: The structural formula for the compound shows strong absorption between 1720 and 1700 cm-1 and…

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

Propose a structure consistent with each set of data

Compound B:
Molecular formula: C₉H₁₀O₂

IR absorption at 1669 cm⁻¹

¹H NMR data: 2.5 (singlet, 3 H), 3.8 (singlet, 3 H), 6.9 (doublet, 2 H),
and 7.9 (doublet, 2 H) 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

Trending now

This is a popular solution!

Step by step

Solved in 2 steps with 2 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

Compound A, MW 86, shows an IR absorption at 1730 cm-1 and a very simple 1H NMR spectrum with peaks at 9.7 (1 H, singlet) and 1.2 (9 H, singlet). Propose a structure for A.
Following are 1H-NMR spectra for compounds G, H, and I, each with the molecular formula C5H12O. Each is a liquid at room temperature, is slightly soluble in water, and reacts with sodium metal with the evolution of a gas. (a) Propose structural formulas of compounds G, H, and I. (b) Explain why there are four lines between 0.86 and 0.90 for compound G. (c) Explain why the 2H multiplets at 1.5 and 3.5 for compound H are so complex.
Propose a structure consistent with each set of data Compound A: Molecular formula: C8H10OIR absorption at 3150−2850 cm−11H NMR data: 1.4 (triplet, 3 H), 3.95 (quartet, 2 H), and 6.8–7.3(multiplet, 5 H) ppm
When compound A (C5H12O) is treated with HBr, it forms compound B (C5H11Br). The 1H NMR spectrum of compound A has a 1H singlet, a 3Hdoublet, a 6H doublet, and two 1H multiplets. The 1H NMR spectrum of compound B has a 6H singlet, a 3H triplet, and a 2H quartet. Identifycompounds A and B.
Compound C has a molecular ion in its mass spectrum at 146 and a prominent absorption in its IR spectrum at 1762 cm. C shows the following 'H NMR spectral data: 1.47 (doublet, 3 H), 2.07 (singlet, 6 H), and 6.84 (quartet, 1 H) ppm. What is the structure of C?
Identify the structures of isomers A (molecular formula C9H10O).Compound A: I R peak at 1742 cm−1; 1H NMR data (ppm) at 2.15 (singlet, 3H), 3.70 (singlet, 2 H), and 7.20 (broad singlet, 5 H).
What is the structure of a compound of molecular formula C10H14O2 that shows a strong IR absorption at 3150–2850 cm-1 and gives the following 1H NMR absorptions: 1.4 (triplet, 6 H), 4.0 (quartet, 4 H), and 6.8 (singlet, 4 H) ppm?
Compound X (molecular formula C10H120) was treated with NH2NH2, ¯OH to yield compound Y (molecular formula C10H14). Match the 1H NMR spectra of X and Y to the corresponding structures of X and Y. Compound NH2NH2 Compound 'H NMR of X 6 H OH Y 1 H 5H 8. 6. 4 ppm or H NMR of Y 6 H 2H 5H 1 H multiplet multiplet 8. 6. 4. 3. 1 nnm 2. 2. 3, O:
Compound A, MW 72, shows an IR absorption at 1711 cm-1 and a 1H NMR spectrum with peaks at 2.4 8 (2 H, quartet), 2.1 8 (3H, singlet) and 1.1 8 (3 H, triplet). Propose a structure for A. Drawing
Draw the structure of a compound, C4H8O3 that exhibits IR absorptions at 1710 and 2500-3000 cm-1 and thefollowing 1H NMR signals: 11.1 (1H, singlet), 4.14 (2H, singlet), 3.63 (2H, quartet), 1.26 (3H, triplet) ppm.
Identify the structure of compound C (molecular formula C₁1 H14NO₂), which has an IR absorption at 1699 cm-¹ and the ¹H NMR spectrum shown below. ¹H NMR of C 9 2 H 2 H 11 8 7 6 5 2 H 4 6 H 3 3 H 2 1
Identify below compound from its spectral data. Molecular formula:C8H8O3 IR:3500–2500 cm−1, 1710 cm−1 1H NMR data:4.7 (singlet, 2 H), 6.9–7.3 (multiplet, 5 H), and 11.3(singlet, 1 H) ppm