Answered: Propose a structure consistent with…

Propose a structure consistent with following set of spectral data: C3H6O: IR peak at 1730 cm−1; NMR (ppm): 1.11 (triplet) 2.46 (multiplet) 9.79 (triplet)

Macroscale and Microscale Organic Experiments

7th Edition

ISBN:9781305577190

Author:Kenneth L. Williamson, Katherine M. Masters

Publisher:Kenneth L. Williamson, Katherine M. Masters

Chapter13: Mass Spectrometry

Section: Chapter Questions

Problem 3Q

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: Ethers are not easily differentiated by their infrared spectra, but they tend to form predictable…

Q: Assume that you have a compound with the formula C4H8O. a) How many double bonds and/or rings does…

A: The structure of any organic compound can be accurately determine with help of spectroscopy…

Q: Propose a structure that is consistent with following spectral data given by a compound with the…

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: Draw a structure consistent with the following set of data: a hydrocarbon with a molecular ion at…

Q: (а) The IR spectrum below shows the important absorption bands for compound A (C7H1402). Its 'H NMR…

Q: Treatment of benzaldehyde (CgH,CHO) with Zn(Hg) in aqueous HCI forms a compound Z that has a…

A: Given: Molecular ion of a compound Z = 92 IR spectra = 3150-2950 cm-1, 1605 and 1496 cm-1 From the…

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

Q: Reaction of tert-butyl pentyl ether [CH3CH2CH2CH2CH2OC(CH3)3] with HBr forms 1-bromopentane…

A: In the given reaction of tert - Butyl pentyl ether with HBr, bromide ion reacts with protonated form…

Q: Compound A has prominent infrared absorptions at 1050, 1786, and 1852 cm and shows a single…

Q: In the presence of a small amount of acid, a solution of acetaldehyde (CH3CHO) in methanol (CH3OH)…

A: Aldehyde react with alcohol and form hemiacetal molecule. Further reaction form acetal. Acetal has…

Q: A compound shows strong, very broad IR absorption in the region 3300–3600 cm-1 and strong, sharp…

A: Infrared spectroscopy (IR) involves the measurement of vibrations by the interaction of infrared…

Q: :) Propose a structure for compound A that satisfies ALL the data provided: (GIVE REASONS FOR YOUR…

A: Note : MF = C5H10 (DBE= 5-10/2+1 = 6-5 = 1). Compound A do not decolorizes the bromine solution…

Q: Propose a structure for a compound of molecular formula C7H14O2 with an IR absorption at 1740 cm−1…

A: The given compound has the molecular formula C7H14O2 and it shows an absorption band in the IR…

Q: y-Butyrolactone (C4H6O2, GBL) is a biologically inactive compound that is converted to the…

A: The molecular formula of the given compound is C4H6O2.Information from IR spectrum data:IR…

Q: A chiral hydrocarbon X exhibits a molecular ion at 82 in its mass spectrum. The IR spectrum of X…

Q: Reaction of butanenitrile (CH3CH2CH2CN) with methylmagnesium bromide (CH3MgBr), followed by…

A: The reaction involved is shown below.

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: In the presence of a small amount of acid, a solution of acetaldehyde (CH3CHO) in methanol (CH3OH)…

A: The 1H NMR spectrum contains three signals indicating three proton environments in the organic…

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

Q: Reaction of 2-methylpropanoic acid [(CH3)2CHCO2H] with SOCl2 followed by 2-methylpropan-1-ol forms…

Q: Treatment of ketone A with ethynyllithium (HC≡CLi) followed by D3O+ afforded a compound B of…

Q: Comment on the general features of the predicted (extremely simplified) 1H-NMR spectrum of lycopene…

A: 1H NMR analysis:

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: 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: In the presence of a small amount of acid, a solution of acetaldehyde (CH3CHO) in methanol (CH3OH)…

A: The given treatment leads to the formation of an acetal as follows:

Q: Propose a structure for the compounds that display IR spectra with the following peaks : A)…

A: The spectrum which is used to identify the structure or study the chemical compounds are known as IR…

Q: Treatment of compound D with LiAlH4 followed by H2O forms compound E. D shows a molecular ion in its…

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: Identify the structures of D and E, isomers of molecular formulaC6H12O2, from their IR and 1H NMR…

Q: Reaction of butanenitrile (CH3CH2CH2CN) with methylmagnesium bromide (CH3MgBr), followed by…

A: The reaction of butanenitrile with methyl magnesium bromide followed by treatment with aqueous acid…

Q: Compound C has the molecular formula C5H8O. The IR, 1H, 13C, and DEPT NMR spectra of this compound…

A: It is given that the molecular formula of a compound is C5H8O and its NMR, IR and DEPT predictions…

Q: Compound Y (molecular formula C6H10) gives four lines in its 13C NMRspectrum (27, 30, 67, and 93…

Q: Propose a structure for a compound of molecular formula C7H14O2 with an IR absorption at 1740 cm−1…

A: The given compound has the molecular formula C7H14O2 and it shows an absorption band in the IR…

Q: Compound A, C8H10O, has the IR and 1H NMR spectra shown. Propose a structure consistent with the…

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

Q: An compound that has a molecular formula of C5H11NO, has the below 1H NMR spectrum which is showen…

A: The given is an NMR spectrum for the compound having a molecular formula C5H11NO, the NMR and IR…

Q: Which compound below has a strong IR absorption at 1715 cm¹ and shows prominent peaks in the mass…

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

Q: Propose a structure consistent with following set of spectral data: C5H10O2: IR peak at 1740 cm−1;…

A: Calculation of double bond equivalent: DBE=C+1-H2=5+1-102=1 Thus it consists of one double bond. It…

Q: Propose a structure consistent with following set of spectral data: C4H8Br2: IR peak at 3000–2850…

A: Given, C4H8Br2: IR peak at 3000–2850 cm−1; NMR (ppm):1.87 (singlet, 6 H)3.86 (singlet, 2 H)

Q: 10. (a) Give reasons, arrange the following compounds in order of decreasing frequency of carbonyl…

A: For finding decreasing order, all the IR values have to be found, the carbonyl frequency decreases…

Q: An unknown compound C3H2NCl shows moderately strong IR absorptions around 1650 cm-1 and 2200 cm-1.…

A: The proposed structure of the compound =

Q: absorption triplet doublet ratio 1.2 3 1.4 1.9 septet quartet 3.5 II IV %3D

Q: Compound A is a hydrocarbon with a molar mass of 96g/mol, with the given C13 spectral data. When…

A: The 13C NMR spectrum gives information on the different electronic environments of carbon. As like…

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 following set of spectral data:

C₃H₆O: IR peak at 1730 cm⁻¹; NMR (ppm):

1.11 (triplet)

2.46 (multiplet)

9.79 (triplet)

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

Introduction

VIEW

Explanation

VIEW

Trending now

This is a popular solution!

Step by step

Solved in 2 steps

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

Propose a structure consistent with each set of data. C10H14: IR absorptions at 3150–2850, 1600, and 1500 cm−1
compound with the molecular formula C7H9N exhibits IR bands at 3450 cm-1 (medium, doublet), and 855 cm-1 (strong) and shows the following major mass spectral signals (m/z): 106 (base); 107 (M+, about 70% of base), 91 (40% of base), and 77 (about 20% of base). Deduce a reasonable structure from this data.
Propose a structure consistent with each set of spectral data: a. C4H8Br2: IR peak at 3000–2850 cm−1; NMR (ppm): 1.87 (singlet, 6 H) 3.86 (singlet, 2 H) b.C3H6Br2: IR peak at 3000–2850 cm−1; NMR (ppm): 2.4 (quintet) 3.5 (triplet) c. C5H10O2: IR peak at 1740 cm−1; NMR (ppm): 1.15 (triplet, 3 H) 2.30 (quartet, 2 H) 1.25 (triplet, 3 H) 4.72 (quartet, 2 H) d.C3H6O: IR peak at 1730 cm−1; NMR (ppm): 1.11 (triplet) 2.46 (multiplet) 9.79 (triplet)
Propose a structure consistent with each set of data.a.) C9H10O2: IR absorption at 1718 cm−1 b.) C9H12: IR absorption at 2850–3150 cm−1
Compounds B and C are isomers with molecular formula C5H9BrO2. The 1H NMR spectrum of compounds B and C are shown below. The IR spectrum corresponding to compound B showed strong absorption bands at 1739, 1225, and 1158 cm-1, while the spectrum corresponding to compound C have strong bands at 1735, 1237, and 1182 cm-1. 1.Based on the information provided, determine the structure of compounds B and C. 2.Assign all peaks in 1H NMR spectrum of compounds B and C.
Propose a structure for a compound of molecular formula C7H14O2 with an IR absorption at 1740 cm−1 and the following 1H NMR data:
Thymol (molecular formula C10H14O) is the major component of the oil ofthyme. Thymol shows IR absorptions at 3500–3200, 3150–2850, 1621, and1585 cm−1. The 1H NMR spectrum of thymol is given below. Propose apossible structure for thymol.
Treatment of benzaldehyde (C6H5CHO) with Zn(Hg) in aqueous HCl forms a compound Z that has a molecular ion at 92 in its mass spectrum. Z shows absorptions at 3150–2950, 1605, and 1496 cm-1 in its IR spectrum. Give a possible structure for Z.
Propose a structure consistent with following set of spectral data: C3H6Br2: IR peak at 3000–2850 cm−1; NMR (ppm): 2.4 (quintet) 3.5 (triplet)
Reaction of C6H5CH2CH2OH with CH3COCl affords compound W, whichhas molecular formula C10H12O2. W shows prominent IR absorptions at3088–2897, 1740, and 1606 cm−1. W exhibits the following signals in its1H NMR spectrum: 2.02 (singlet), 2.91 (triplet), 4.25 (triplet), and 7.20–7.35(multiplet) ppm. What is the structure of W?
Propose a structure of compound C (molecular formula C10H12O) consistent with the following data. C is partly responsible for the odor and flavor of raspberries. Compound C: IR absorption at 1717 cm-1
Draw a structure consistent with the following set of data: a hydrocarbon with a molecular ion at m/z = 68 and IR absorptions at 3310, 3000−2850, and 2120cm−1.