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Need help, please. Using NMR only, how would you distinguish among 2-pentanone and 3-pentanone?

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

Chapter27: Amines

Section: Chapter Questions

Problem 2E

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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.

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Compound A has molecular formula C7H7X. Its ¹H-NMR spectrum shows a singlet at 2.26 ppm and two doublets, one at 6.95 ppm and one at 7.28 ppm. The singlet has an integral of three and the doublets each have an integral of two. Its 13C- NMR shows five signals. The mass spectrum of A shows a peak at m/z 170 and another peak at m/z = 172; the relative height of the two peaks is 1:1 respectively. - Identify what atom X is, explaining your reasoning - Identify Compound A, explaining your reasoning Compound A is treated with a mixture of nitric and sulfuric acids to generate Compound B. The ¹H-NMR spectrum of B shows two singlets, one at 2.52 pm and one at 8.13 ppm. The 13C-NMR spectrum of B shows five signals. The mass spectrum of B shows a peak at m/z = 260 and another peak at m/z = 262; the relative height of the two peaks is 1:1 respectively. - Identify compound B, explaining your reasoning Compound B is treated with sodium ethoxide to generate compound C. The ¹H-NMR spectrum of C shows…
Which of the following best differentiate the acetanilide from p-nitroacetanilide? p-nitroacetanilide will have 3 H-NMR peaks at around 7.26 ppm while acetanilide will only have 2. acetanilide will have have an N-H IR peak at 3200- 3400 while p-nitroactenilide won't. acetanilide will have 3 H-NMR peaks at around 7.26 ppm while p-nitroacetanilide will only have 2. p-nitroacetanilide will have have an N-H IR peak at 3200-3400 while actenilide won't.
Compound A has molecular formula C7H7X. Its 1H-NMR spectrum shows a singlet at 2.26 ppm and two doublets, one at 6.95 ppm and one at 7.28 ppm. The singlet has an integral of three and the doublets each have an integral of two. Its 13C-NMR shows five signals. The mass spectrum of A shows a peak at m/z = 170 and another peak at m/z = 172; the relative height of the two peaks is 1:1 respectively. - Identify what atom X is, explaining your reasoning - Identify Compound A, explaining your reasoning Compound A is treated with a mixture of nitric and sulfuric acids to generate Compound B. The 1H-NMR spectrum of B shows two singlets, one at 2.52 pm and one at 8.13 ppm. The 13C-NMR spectrum of B shows five signals. The mass spectrum of B shows a peak at m/z = 260 and another peak at m/z = 262; the relative height of the two peaks is 1:1 respectively. - Identify compound B, explaining your reasoning Compound B is treated with sodium ethoxide to generate compound C. The 1H-NMR spectrum of C shows…
Ф Н_ C HT I I о-т Н НIН Н. ΗΤ Н Br HH нн н н H e H. H Н нтн H H b d Н Н Н н-с ОН LH н-с-с- Н Н C-H НН HY H Н С-н Н Д.Н TH Н
Select ALL the answers that apply.NOTE: 1 incorrect choice for every number will automatically give no points for that particular number taldehyde acetone formaldehyde acetophenone benzaldehyde benzophenc Compounds that contain three or fewer carbon atoms Compounds in which one or more aromatic carbon ring systems are present Compounds with two identical groups attached to a carbonyl carbon atom
Annotate the benzophenone and Triphenylmethanol NMR's
QUESTION 42 Propose a structure for an amine with molecular formula C6H7N by interpreting the given 1H and 13C NMR data below. 1H NMR δ 2.35 ppm singlet (3) δ 7.10 ppm doublet (2) δ 8.46 ppm doublet (2)
5) For the following questions draw the structure of the compound based off of the molecular formula and NMR that is given. a) C9H20 b) C10H12O2 brs, 1H t, 12H 9.8H PPM 1,3H d, 2H d, 2H 1q.2H 1,2H Draw the structure of the compound. C₂H20 Draw the structure of the compound. C₁0H1202 PPM c) CH10O3 (compound contains two functional groups with carbonyls) Don't worry about stereochemistry of the product. s, 1H d) CsH8O3 brs, 1H 10 9.1H dt, 1H PPM J=17 Hz DOM 9.2H d, 3H 1,3H Draw the structure of the compound. C7H1003 1,2H Draw the structure of the compound. brs, 1H d, 1H dt, 2H 0 C₂H₂O₂
Question 5
The 1H NMR spectrum of 2-chloroacetamide (ClCH2CONH2) shows three signals at 4.02, 7.35, and 7.60 ppm. What protons give rise to each signal? Explain why three signals are observed.