15. Propose a structure for a compound, C6H₁40, with the following ¹3C NMR spectral data: Broadband decoupled ¹3C NMR: 23.0, 68.4 S DEPT-90: 68.4 8 DEPT-135: positive peaks at 23.0, 68.4 ; no negative peaks

15. Propose a structure for a compound, C6H₁40, with the following ¹3C NMR spectral data: Broadband decoupled ¹3C NMR: 23.0, 68.4 S DEPT-90: 68.4 8 DEPT-135: positive peaks at 23.0, 68.4 ; no negative peaks

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter13: Structure Determination: Nuclear Magnetic Resonance Spectroscopy

Section13.12: Dept 13c Nmr Spectroscopy

Problem 22P

See similar textbooks

Related questions

Q: Using the equations H₂(g) + F₂ (g) → 2 HF (g) AH = -79.2 kJ/mol C(s) + 2 F₂ (g) → CF4 (g) AH° =…

Q: The heat of vaporization AH, of acetonitrile (CH3CN) is 29.8 kJ/mol. Calculate the change in entropy…

A: Mass of acetonitrile = 5.9 g Temperature = 81.6°C or 354.6 K

Q: The decomposition of N2O5 to NO2 and O2 is first order with respect to the reactant N2O5 and first…

Q: Consider 2.00 L of an ideal gas in a sealed container (no gas particles can enter or leave) at 20.0…

Q: For the following electrode, obtain the equation that relates the potential it develops as a…

Q: 13. Propose structures for compounds that fit the following ¹H NMR data: a. C,H, Br a. 3H doublet at…

A: To determine the structure of given formulas: 1) First of all determine degree of unsaturation from…

Q: 2. Let's look at the electron-ionization Rel. Intensity 100 80 60 40 20 0.0 10 mass spectra of…

Q: Air is approximately 80.05 N2 and 20.0 % O2 by volume. Find the partial pressures of N2 and O2 if…

A: A question based on mole fraction. Percentage of mixture of N2 and O2 gases in air and the total…

Q: What reagents are necessary to carry out the conversion shown? NH₂ CN O NH3; H3O+ O LIAIH4; H₂O O…

Q: Using the equations 2 C6H6 (1) + 15 O₂ (g) → 12 CO₂ (g) + 6 H₂O (g)AH° = -6271 kJ/mol 2 H₂(g) +…

Q: 7:52 2 NO2(g) decreases from 1.5 x 105 at 430°C to 23 at 1000°C. From these data, calculate the…

A: K1 = 1.5 x 105 T1 = 430°C = (430 + 273.15)K = 703.15 K K2 = 23 T2 = 1000°C = (1000 + 273.15)K =…

Q: The rate of a certain reaction is given by the following rate law: rate=k [N₂] ³ [03] Use this…

Q: A certain reaction is first order in N₂ and second order in H₂. Use this information to complete the…

Q: Identify the relationship between the following pair of compounds(identical, enantiomers, or…

Q: Consider the phase diagram below and the heating curve below. A substance is at points on the phase…

A: Phase diagram: The phase diagram represents the different phases of the substance and the pressure…

Q: decomposition of N2O5 to NO2 and O2 is first order with respect to the reactant N2O5 and first order…

A: Given -> Order of reaction =first order Rate constant (k) = 6.82 × 10-3 s-1 Initial moles of…

Q: Procedure: Place 6.2 mL of 1-butanol into a 100 mL round bottom flask. Add 10 mL of 48 % hydrobromic…

A: Given that: Volume of C4H10O = 6.2 mL The starting material is 1-butanol and the product is…

Q: What is the pH of a solution made by mixing 25.00mL of .1500M NaOH with 25.00mL of .2500M HClO2?…

A: Given -> Volume of NaOH = V1 = 25.00 ml Molarity of NaOH = M1 = 0.1500 M Volume of HClO2 = V2 =…

Q: q S CH3OH НО OH conc. H₂SO4 conc. H₂SO4 H₂SO4

A: Sulphuric acid is a strong dehydrating agent which abstract water from alchol to form alkene.

Q: 4. Balancing an equation for a redox reaction in basic conditions. Aqueous sodium hypochlorite…

Q: Rank the following carboxylic acid derivatives in decreasing order (most to least) of reactivity…

A: Acid chloride is the most reactive followed by ester and amide is the stable. Carboxylate ion is…

Q: 3. Analysis of a 12.04-g sample of a liquid compound composed of carbon, hydrogen, and nitrogen…

A: Percentage mass = (mass of element / mass of compound)× 100

Q: What mass of solid NaCH,CO₂ (molar mass= 82.0 g/mol) should be added to 1.00 L of 0.350 M CH₂CO₂H to…

A: Given -> Molar mass of NaCH3CO2 = 82.0 g/mole Molarity of CH3COOH = 0.350 M pH of buffer = 5.03…

Q: Calculate the pH of 50mls of 0.1100M arginine to which 20 mls PH of 0.1005M Hcl have been added.

A: This is a simple problem of titration of weak base( arginine) by strong acid (HCl) and have to…

Q: Question) Draw the following by Chemdraw and Write the Molar mass? (±)-4-Heptanol 1-Hexanol…

A: We have to draw the structure of the given molecules and also have to give their molar masses.

Q: Imagine an alternate universe where the value of the Planck constant is 6.62607 J-s. In that…

A: de-Broglie proposed that matter such as radiation acts as both particle and wave. According to…

Q: Calculating the pH of a buffer A solution is prepared at 25 °C that is initially 0.24 M in…

Q: Which statement is correct about the pH of a 0.100M solution of KC2H302? a. The cation is neutral,…

A: The salt given is KC2H3O2 . The true statement about the pH of 0.100 M solution of KC2H3O2.

Q: A 0.785M solution of the weak acid, hypoiodous acid, HOI, has a Ka of 2.32x10-11. What is the…

Q: For the following chemical reaction, CO (g) + H₂O (g) → CO2 (g) + H2 (g) What is the Kc expression…

Q: 75. Calculate [OH-] for each solution. (a) pH = 4.25 (b) pH = 12.53 1.50 (c) pH (d) pH = 8.25 =

Q: Calorimetry In this experiment, heats A student mixes 51.0 mL of 1.890 M HCl(aq) and 47.0 mL of…

A: Given that 51.0 mL of HCl(aq) and 47.0 mL of NaOH(aq) are mixed. Given that the change in…

Q: formation of nitrosyl chloride is described by the following chemical equation: 2NO(g) + Cl₂ (g) →…

A: The formation of nitrosyl chloride is described by the following chemical equation: 2NO (g) +Cl₂ (g)…

Q: 5. If 0.850 L of a 5.00-M solution of copper nitrate, Cu(NO3)2, is diluted to a volume of 1.80 L by…

Q: -1 The molal freezing point depression constant K,=7.61 °C-kg-mol for a certain substance X. When…

Q: Hello, I needed help with this multi-step problem. I first need to create a synthesis problem that…

A: We have to provide a starting material, product and the synthesis scheme. The required strating…

Q: What is the pH of a solution made by mixing 0.500M C5H5N and 0.450M C5H5NHCI?

A: We have find out the pH of solution.

Q: Assume that a reaction takes place at 335. K and 355. K. What must the activation energy be for the…

A: Given, Temperature (T): T1 = 335 K T2 = 355 K Rate constant (k): Note: rate constant to double…

Q: When aqueous solutions of Na3PO4 and CoCl₂ are mixed, a precipita O Co²+ and Na* Na* and PO43 O Cl…

A: Since, Spectator ions are those ions which do not participate in chemical reaction and present both…

Q: A certain liquid has a vapor pressure of 92.0 Torr at 23.0 °C and 223.0 Torr at 45.0 °C. Calculate…

Q: What is the color of the complex formed from the reaction of Co2+ and quercetin? Does the complex…

A: The reaction between Co2+ and Quercetin yields a brownish yellow coloured complex at pH 6.4 using…

Q: Draw the major product of the aldol addition reaction between two of these ketones with the…

Q: How much energy, in joules per mole (J/mol), does a photon in the microwave region of the EM…

A: In the given question, frequency is given and we have to find the energy in J/mol.

Q: The rate of a certain reaction is given by the following rate law: rate=k[NO] ² [0₂] Use this…

A: Rate = k[NO]2[O2]

Q: 10. Calculate the frequency and wavenumber of the J = 32 transi- tion in the pure rotational…

A: This is a simple problem of rotational spectroscopy where we have to find out the frequency of…

Q: d. Arrange the next molecule in a chain CH₂OH OH ОН OH

A: The molecular formula of the compound given is C6H12O6.

Q: A 0.785M solution of the weak acid, hypoiodous acid, HOI, has a Ka of 2.32x10-11. What is the…

A: The concentration of weak acid, hypoiodous acid, HOI = 0.785 M The value of equilibrium constant for…

Q: 6. Given: N₂(g) + 1/2O2(g) = NO(g); K.-7.6x10³ and 2 NO₂(g) = 2 NO(g) + O₂(g); K=1.1x10 What is AG…

Q: The enthalpy of combustion of benzoic acid (C6H5COOH) is commonly used as the standard for…

Q: A 6.00 L tank at 9.95 °C is filled with 6.98 g of dinitrogen difluoride gas and 11.7 g of sulfur…

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

15. Propose a structure for a compound, C6H₁40, with the following ¹3C NMR spectral data:
Broadband decoupled ¹3C NMR: 23.0, 68.4 S
DEPT-90:
68.4 8
DEPT-135:
positive peaks at 23.0, 68.4 ; no negative peaks

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

VIEW

Step 2

VIEW

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

3-Chlorocyclopropene, on treatment with AgBF4, gives a precipitate of AgCl and a stable solution of a product that shows a single 1H NMR absorption at 11.04 Î´. What is a likely structure for the products, and what is its relation to HĂ¼ckelâ€™s rule?
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.
A 13C NMR spectrum of commercially available 2,4-pentanediol, shows five peaks at 23.3, 23.9, 46.5, 64.8, and 68.1 . Explain.
Compound A, a hydrocarbon with M+=96 in its mass spectrum, has the 13C spectral data given below. On reaction with BH3, followed by treatment with basic H2O2. A is converted into B, whose, 13C spectral data are also given below. Propose structures for A and B. Compound A Broadband-decoupled l3C NMR: 26.8, 28.7, 35.7, 106.9, 149.7 DEPT-90: no peaks DEPT-135: no positive peaks; negative peaks at 26.8, 28.7, 35.7, 106.9 Compound B Broadband-decoupled 13C NMR: 26.1, 26.9, 29.9, 40.5, 68.2 DEPT-90: 40.5 DEPT-135: positive peak at 40.5 ; negative peaks at 26.1, 26.9. 29.9, 68.2
A compound of unknown structure gave the following spectroscopic data: Mass spectrum: M+=88.1 IR: 3600 cm-1 1Î—NMR: 1.4 Î´ (2 H, quartet, J=7 Hz); 1.2 Î´ (6H, singlet): 1.0 Î´ (1 H, singlet); 0.9 Î´ (3 H, triplet, J=7 Hz) 13CNMR: 74, 35, 27, 25 Î´ (a) Assuming that the compound contains C and H but may or may not contain O, give three possible molecular formulas (b) How many protons (H) does the compound contain? (c) What functional groups(s) does the compound contain? (d) How many carbons does the compound contain? (e) What is the molecular formula of the compound? (f) What is the structure of the compound? (g) Assign peaks in the moleculeâ€™s 1HNMR spectrum corresponding to specific protons.
Compound F, a hydrocarbon with M+=96 in its mass spectrum, undergoes reaction with HBr to yield compound G. Propose structures for F and G, whose 13C NMR spectral data are given below. Compound F Broadband-decoupled 13C NMR: 27.6, 29.3, 32.2, 132.4 DEPT-90: 132.4 DEPT-135: positive peak at 132.4 ; negative peaks at 27.6, 29.3, 32.2 Compound G Broadband-decoupled 13C NMR: 25.1, 27.7, 39.9, 56.0 DEPT-90: 56.0 DEPT-135: positive peak at 56.0 ; negative peaks at 25.1, 27.7, 39.9
The mass spectrum and 13C NMR spectrum of a hydrocarbon are shown. Propose a structure for this hydrocarbon, and explain the spectral data.
How would you use NMR (either 13C or 1H) to distinguish between the following pairs of isomers?
Identify the compound with molecular formula C6H10O that gives the following DEPT 13C NMR spectrum:
The 'H NMR spectrum of compound A (C3H100) has four signals: a multiplet at 8 = 7.25-7.32 ppm (5 H), a singlet at d = 5.17 ppm (1 H), a quartet at d = 4.98 ppm (1 H), and a doublet at ô = 1.49 ppm (3 H). There are 6 signals in its 13C NMR spectrum. The IR spectrum has a broad absorption in the -3200 cm-1 region. Compound A reacts with KMNO4 in a basic solution followed by acidification to give compound B with the molecular formula C7H6O2. Draw structures for compounds A and B.
A compound has the molecular formula: C4H8O2 and gives the following C-13 NMR spectrum. Provide the most likely functional groups for each signal. nmrsim presentation 1 1 C:Bruken Topspin3.5pl7 examdata -170.7658 150 100 d 170.8 (O CH3) ; 60.4 (OCH2); 20.8, 14.1 (2 x C=0) 8170.8 (0 CH₂); 60.4 (OCH₂); 20.8, 14.1 (2 x CH3). 8 170.8 (CH3); 60.4 (C-0); 20.8, 14.1 (2 x OCH₂) 8170.8 (C=0); 60.4 (OCH₂); 20.8, 14.1 (2 x CH3). 8170.8 (C) ; 60.4 (O CH2); 20.8, 14.1 (2 x O CH3) -60.4293 50 -20.7902 -14.1385 [ppm] [+]