n Feb 3AT+4. (2 pts) Draw the structure of the major component of the Limonene isolated. Explain howyou confirmed the structure.5. (2 pts) Draw the fragment corresponding to the base peak in the Mass spectrum ofLimonene.6. (1 pts) Predict the 1H NMR spectral data of R-Limonene.Proton NMR: 5.3 pon multiplet (H Ring

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Answered: n Feb 3 A T + 4. (2 pts) Draw the…

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter30: Orbitals And Organic Chemistry: Pericyclic Reactions

Section30.SE: Something Extra

Problem 12VC

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8) CH3 CH3 O 36 Hu H CH3 CH3 Fo H H Answer the following questions, which refer to the two acetonide diastereomers shown above. a) Would you expect any difference in the number of peaks in the ¹H NMR spectra of each acetonide? (Y or N). b) Would you expect any difference in the number of peaks in the 13C NMR spectra of each acetonide? (Y or N) c) Would you expect any difference in the integral values for the peaks in the ¹H NMR spectra of each acetonide? (Y or N) d) Would you expect any difference in the multiplicities for the peaks in the ¹H NMR spectra of each acetonide? (Y or N). e) Would you expect any difference in the chemical shifts for the peaks in the ¹H NMR spectra of each acetonide? (Y or N)
10. An organic compound (MF; C3H100) exhibited the following 'H NMR special data: 62.5 (3H, s), 3.8 (314, s), 6.8 (2H, d, J 8 Hz), 7.2 (2H, d, J 8 Hz) ppm.
Can you detemine the substitution pattern on the aromatic ring from the following H NMR spectrum? Integrations for the signals are shown in blue. wlwwwulu 6.6 TTTE 8.6 8.4 8.2 8.0 7.8 7.6 7.4 7.2 7.0 6.8 ppm O A. Disubstituted: 1,3 O B. Trisubstituted: 1,2,4 O C. Disubstituted: 1,4 O D. Disubstituted: 1,2 O E. Monosubstituted 26 0 00 L
2. (9 points total) Each of the following Grignard reagents undergo reaction with CO₂ (solid). Grignard reagents: Number of ¹H NMR signals in the reaction product: CI A MgBr MeO B MgBr OMe MgBr Me MgCl a. (8 points) How many ¹H NMR signals do you expect to see in the spectrum of each product? Assume that the products are pure and that the carboxylic acid peak is present. Please write directly in the boxes. b. (1 point) Which Grignard reagent (A, B, C, or D) will lead to the product with the fewest ¹3C NMR signals?
I got this quesiton wrong on my exam and I don't understand why. Could you please explain?
t: How does deuteroacetone-do show up on the carbon NMR spectrum? a quartet at 30 ppm and a singlet at 206 ppm O a singlet at 30 ppm and 206 ppm a triplet at 30 ppm O a singlet at 30 ppm Oa septet at 30 ppm and a singlet at 206 ppm
Compound A shows a molecular peak of 56 in Mass Spectrum. When compound A is treated with HBr and peroxides, it produces compound B, which shows twin molecular peaks with weights 136 and 138 in 1:1 ratio. The 'H NMR spectra of both compounds shown below. Identify the structures of A and B in the respective boxes. 2H Compound A 'H NMR of Compound A (integration is listed next to peaks) لد HBr peroxides 2H PPM 'H NMR of Compound B (integration is listed next to peaks, expansions in above) М 1H Compound B PPM 6H 6H
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.
The 1H NMR spectrum of bullvalene at 100 C consists only of a single peak at 4.22 . Explain.
Ketones undergo a reduction when treated with sodium borohydride, NaBH4. What is the structure of the compound produced by reaction of 2-butanone with NaBH4 if it has an IR absorption at 3400 cm-1 and M+=74 in the mass spectrum?
Nitriles, Râ€“=Câ‰¡N, undergo a hydrolysis reaction when heated with aqueous acid. What is the structure of the compound produced by hydrolysis of propanenitrile, CH3CH2Câ‰¡N, if it has IR absorptions from 2500â€“3100 cm-1 and at 1710 cm-1, and has M+=74?
After the reduction of camphor with NaBH4 experiment, you took a 1H-NMR of your product sample. The sample ave the following 1H-NMR singlas with the given integrations (2.314 and 9.497). Determine the product ratio of isoboreneol to borneol in this particular mixture.

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