How could you use 'H NMR to help you decide which product you made in the acid-catalyzeddehydration of 1-methylcyclohexanol. Be as detailed as possible in your answer.CH₂-OHH₂O*CH₂CH3

These two molecule can be differentiated based on the 1H NMr signals in alkenic region and aliphatic…

Answered: How could you use 'H NMR to help you…

How could you use 'H NMR to help you decide which product you made in the acid-catalyzed 1-methylcyclohexanol. Be as detailed as possible in your answer. dehydration of CH₂ OH H₂o CH₂ CH₂

Chemistry

10th Edition

ISBN:9781305957404

Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Chapter1: Chemical Foundations

Section: Chapter Questions

Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...

See similar textbooks

Related questions

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

Q: How can the following molecule be synthesized by reductive amination (with NaBH4)? Note that there…

A: Carbonyl compounds react with primary amine to form imine which can be reduced by NaBH4 to form…

Q: A sample of edible oil was subjected to analysis using mass spectrometry (MS). The following mass…

A: As per the given structures, the molecular formulae of the two mentioned compounds are:…

Q: Which of the following best differentiate the acetanilide from p-nitroacetanilide?…

Q: Compound P has molecular formula C5H9ClO2. Deduce the structure of P from its 1H and 13C NMR…

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

Q: Reduction of 2-Methylcyclohexanone Background In this experiment, 2-methyleyclohexanone will be…

A: Given reaction:

Q: Propose a structure for an alcohol with molecular formula CsH120 that has the 'H NMR spectrum given.…

A: In 1HNMR, the multiplicity depends on the peak area ratio. Singlet indicates only one peak. Triplet…

Q: Draw the structure of ethonic acid, then circle the protons on the structures and correlate the…

A: The objective of the question is to analyse the spectrum of ethanoic acid.

Q: Indicate the shift of carbon bonded to an alcohol (-CH2-OH) (in ppm) in a ¹3C NMR spectrum.

A: The shift of carbon bonded to alcohol in a 13C NMR lies around 50-65. So the correct alternative…

Q: 11 10 9 8 7 6 ppm 1H1H 5 4 2Н 3 ЗН 2 О

A: The question is based on the concept of organic spectroscopy. We need to analyse the spectral data…

Q: The 'H NMR spectrum of 2-chloroacetamide (CICH,CONH) shows three signals at 4.02, 7.35, and 7.60…

A: NMR data is used to determine the structure. The difference in the environment gives different…

Q: Which of the compounds below has a pka that most closely matches the pka of butanethiol? O…

A: pKa It is the value with which the acidic strength is determined. pKa=-log(Ka) Lower the value of…

Q: Describe a chemical procedure to separate a mixture of benzyl alcohol and o-cresol and to recover…

A: The difference in the solubility of two compounds in aqueous medium, ether, alkali or acid is…

Q: When a compound with molecular formula C11H14O2 undergoes acid-catalyzed hydrolysis, one of the…

Q: A compound has the molecular formula of C3HgO. It exhibits 4 peaks in its ¹H NMR spectrum. These…

A: The question is based on the concept of organic spectroscopy. We need to analyse the spectral data…

Q: What is the 1H-NMR and 13C-NMR spectrum for heptane-3-thione

Q: The following 'H NMR spectrum is shown in two questions. "nmrsim presentation 1 1 C:Bruker…

A: In case of 1H-NMR spectrum, no. of peaks obtained is dependent on the no. of different types of…

Q: The 'H NMR, 13C NMR and mass spectra of an unknown compound provide the following information:…

Q: Compound X (molecular formula C10H12O) was treated with NH2NH2, −OH to yield compound Y (molecular…

A: Given: Molecular formula of compound X= C10H12O Molecular formula of compound Y= C10H14

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

A: First, calculate the double bond equivalent, it is given by: DBE = C + 1 - H2 - X2 + N2= 8 + 1 - 92…

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

A: C5H12O DBE is 0. Therefore the compound is alcohol. From DEPT -135 compound is having a CH…

Q: Phenacetin is an analgesic compound having molecular formula C10H13NO2. Once a common component in…

A: Structure of phenacetin from its 1H NMR and IR spectra is

Q: 12 10 ਮ PPM

A: 1H NMR spectrum contains six signals. These six signals indicates six proton environments in the…

Q: draw the 1H and 13C NMR spectrum of the compound 1-(4-methoxyphenyl)-2-methylpropan-1-ol

A: The molecule given is 1-(4-methoxyphenyl)-2-methylpropan-1-ol.

Q: Possible compounds: p-chlorobenzoic acid acetaldehyde trimethylamine styrene glucose benzoic acid…

A: These are qualitative organic tests to determine the functional groups that are present in the…

Q: A compound with the molecular formula C4H82 gives a ¹H NMR spectrum with the following three…

A: ->The number of signals in 1HNMR spectrum is equal to total number of non-equivalent hydrogen…

Q: In the proton NMR spectra of aldehydes and ketones, the protons bonded to carbons adjacent to the…

Q: Starting with cyclohexanone and ethanol as the only organic reagents, use any inorganic reagents to…

Q: Attached is the H NMR for an unknown aldehyde reacted with acetophenone (in an aldol reaction) The…

A: The structure of the unknown molecule can be derived by analyzing the results obtained from proton…

Q: When compound X (C15H17N) is treated with bezenesulfonyl chloride and aqueous potassium hydroxide,…

A: To determine the structure of X based on the given data.

Q: 4. How many absorptions will the following compound have in its 1H-NMR spectrum?

Q: The oxidation of 3-pentanol to 3-pentanone was performed in the lab and an IR was taken of the…

A: IR spectroscopy is a technique that detects the presence of different functional groups present in…

Q: The ¹H NMR spectrum of a compound with formula C7H140 gives a singlet at 9.2 ppm. Which of these…

A: A compound characteristics:Molecular formula: C7H14O3 Compound…

Q: When heated with chromic acid, compound A forms benzoic acid. Identify compound A from its 1H NMR…

A: Benzoic acid is formed when compound A is heated with chromic acid.

Q: Reaction of p-nitroaniline with sodium nitrite and hydrochloric acid at 0 °C, followed by treatment…

A: The objective of the question is to understand the chemical reaction that occurs when p-nitroaniline…

Q: How could you use 1H NMR spectroscopy to distinguish the following esters?

Q: Following are the NMR spectra of three isomeric esters with the formula C7H14O2, all derived from…

A: (a) The set of peaks centering on about 1.9 ppm is expanded and shown as an inset on the full…

Q: Show how to convert cyclopentanone to these compounds. In addition to cyclopentanone, use any other…

A: Reduction reactions the gaining of an electron, a gain of hydrogen, loss of oxygen. Cyclopentanone…

Q: A ¹H NMR spectrum is shown for a molecule with the molecular formula of CsH10O2. Draw the structure…

A: Given,The molecule: C5H10O2

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

How could you use 'H NMR to help you decide which product you made in the acid-catalyzed
dehydration of 1-methylcyclohexanol. Be as detailed as possible in your answer.
CH₂
-OH
H₂O*
CH₂
CH3

Expert Solution

This question has been solved!

Explore an expertly crafted, step-by-step solution for a thorough understanding of key concepts.

SEE SOLUTION Check out a sample Q&A here

Step 1: How to differentiate

VIEW

Step 2: NMR analysis

VIEW

Solution

VIEW

Step by step

Solved in 3 steps with 2 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

CH3 5. Which type of spectroscopy (IR, 'H NMR, and/or "C NMR) would be good to distinguish between benzoic acid and acetonitrile? State what you would observe for each compound in each type of spectroscopy and whether that type of spectroscopy would be a good way to distinguish between the two compounds.
The 1H NMR spectrum of N,N-dimethylformamide shows three singlets at2.9, 3.0, and 8.0 ppm. Explain why the two CH3 groups are not equivalentto each other, thus giving rise to two NMR signals.
1. Identify the compound (C4H₂O₂) that gives the following ¹H NMR spectrum. 3H 2H PPM 3H
Given here are 1H-NMR and 13C-NMR spectral data for nine compounds. Each compound shows strong absorption between 1720 and 1700 cm-1 and strong, broad absorption over the region 2500–3300 cm-1. Propose a structural formula for each compound.
When heated with an acidic solution of sodium dichromate, compound A forms benzoic acid. Identify compound A from its 1H NMR spectrum. Note: The ppm values for the multiplet shown in the inset ranges from 2.8-3.0 ppm and not 1.1-1.3 ppm as shown.
The 200- MHz ¹H NMR spectrum of 2-propanal (shown) has three distinctive resonances: 89.5 (1H, singlet), 2.2 (2H, quartet), 1.0 (3H, triplet) Part A Assign each resonance to the structure. 2.2 2H q 9.5 1.H S 1.0 3H H O CH₂CH3 Reset
Interpret 1H NMR of Ethanoic Acid
An IR spectrum, a 13C NMR spectrum, and a 1H NMR spectrum were obtained for an unknown structure with a molecular formula of C8H10O2. Draw the structure of this compound.
Using your reaction roadmap as a guide, show how to convert 3-hexyne into propanal. All of the carbon atoms of the target molecule must be derived from the starting material as efficiently as possible. Show all intermediate molecules synthesized along the way. 3-Нехупе Propanal
Reaction of p-cresol with two equivalents of 2-methylprop-1-ene affords BHT, a preservative with molecular formula C15H24O. BHT gives the following 1H NMR spectral data: 1.4 (singlet, 18 H), 2.27 (singlet, 3 H), 5.0 (singlet, 1 H), and 7.0 (singlet, 2 H) ppm. What is the structure of BHT? Draw a stepwise mechanism illustrating how it is formed.
An unknown compound reacts with ethyl chloride and aluminum trichloride to form a compound that has the following 1H NMR spectrum. What is thestructure of the compound?
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: