Predict the product for the reaction shown and explain how you can use IR spectroscopy to monitor the progress of the reaction. 1. NaNH2 2. CH3CH₂CH₂Br 1-pentyne CH₂CH₂CH₂C=CCH₂CH₂CH3: absorptions at around both 3300 cm ¹ and 2150 cm will disappear from the product spectrum O CH₂C=CCH₂CH₂: absorptions will remain the same but with smaller peaks OCH₂CH₂CH₂C=CCH₂CH₂CH₂; O CH₂CH₂CECCH₂CH₂CH₂CH₂: O CH₂CH₂CH₂C=CCH₂CH₂CH3: a single absorption at around 3300 cm ¹ will disappear from the product spectrum a single absorption at around 2150 cm ¹ will disappear from the product spectrum absorptions will remain the same but become broader

Predict the product for the reaction shown and explain how you can use IR spectroscopy to monitor the progress of the reaction. 1. NaNH2 2. CH3CH₂CH₂Br 1-pentyne CH₂CH₂CH₂C=CCH₂CH₂CH3: absorptions at around both 3300 cm ¹ and 2150 cm will disappear from the product spectrum O CH₂C=CCH₂CH₂: absorptions will remain the same but with smaller peaks OCH₂CH₂CH₂C=CCH₂CH₂CH₂; O CH₂CH₂CECCH₂CH₂CH₂CH₂: O CH₂CH₂CH₂C=CCH₂CH₂CH3: a single absorption at around 3300 cm ¹ will disappear from the product spectrum a single absorption at around 2150 cm ¹ will disappear from the product spectrum absorptions will remain the same but become broader

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

ChapterL4: Proton (1h) Nmr Spectroscopy

Section: Chapter Questions

Problem 15E

See similar textbooks

Similar questions

The UV-spectrum of cyclohexanone shows absorption maxima at 189 nm and What type of transition is responsible for each of these bands? How will these absorptions change while the polarity of an added (af 279 nm. changing solvent?
What are the bonds and absorption band frequencies that help distinguish between the starting reagent and reaction product of the following IR spectrums??
How can IR spectroscopy be used to distinguish between each pair of isomers?
Explain the transitions occurring when acetaldehyde (H-CHO) is exposed to EM radiation. Also explain the two Amax obtained in its UV spectrum by giving out the corresponding spectrum
A student ran the reaction shown here separately using two different bases: once with NaOH and again with LDA. When NaOH was used, the organic product's UV-vis spectrum had a Amax of ~220 nm. When LDA was used, the product's spectrum had a max of -180 nm. In both cases, the formula of the organic product was C,H10. Explain. Br Base ? A
7. Determine the structure of the compounds below from their spectroscopy data. Sketch the 'H-NMR spectra of the following a and b compounds. Assign peaks to the structures. a) C3H10 1.2 8 (3H, triplet) 2.6 8 (2H, quartet) 7.1 8 (5H, broad singlet) b) C4H7BrO 2.11 8 (3H, singlet) 3.52 8 (2H, triplet) 4.40 8 (2H, triplet) Cs Scanned with CamScanner
8. Given the ¹H NMR spectrum provided, give the structure of the molecule. The IR shows two strong peaks at 1750 cm¹ and 3400 cm¹. The molecular formula is C3H6O2. Integrations are given below. —|- 10 1H 9 8 6 7 Chemical Shift (ppm) 1H 5 2H 3 2H 2
4. Explain how you could use IR spectroscopy to follow each reaction below. (a) (b) OH 1. BH3. THF 2. NaOH, H₂O2 PCC OH
1. An aliphatic ketone absorbs at 1,715 cm-1. What is the frequency of this vibration in hertz, which is cycles per second or just per second, reciprocal seconds? 2. What is the energy equivalent of this stretching vibration in kcal/mole? 3. Why does 3,4-diethyl-3-hexene not have a carbon to carbon double bond stretching absorption band? 4. Why does a carbon to oxygen double bond absorption band have a greater intensity than a carbon to carbon double bond absorption band? 5. Using only IR, explain in detail how one could most easily differentiate between oct-1-ene and oct-1-yne if all carbon to carbon bonds are ignored. 6. Using only IR, explain in detail how one could most easily differentiate between butan-1-ol and butanoic acid.
į. A sample of edible oil was subjected to analysis using mass spectrometry (MS). The following mass spectra (X and Y) were obtained. The spectra represent 2,4- decadienal and squalene. Identify the spectrum of 2,4-decadienal and squalene and explain your answer. H3C. H 2,4-decadienal Squalene 81 0.2- 0.1 -41 67 95 1231 L 10352 100 200 300 400 500 m/z X 0.2- 69 0.15 - 81 0.1 - 0.05 .41 95 10949,7520sg83P8732 334136BDE234494891 100 200 300 400 500 m/z Y Scaled Intensity Scaled Intensity
19. For the following reaction, which of the following change(s) in the IR spectrum is consistent with conversion of the reactant to the product? DMSO A. absorption at 3200-3600 cm should disappear B. absorptions at 3200-3600 cm and 1100 om should disappear C. absorption at 1100 cm should disappear, a new absorption at 3100 cm should appear D. absorption at 1720 cm should appear, absorption at 3200-3600 cm should disappear E. none of these O A O B O D O E
An oxygen-containing compound shows an absorption band at 1700 cm', and no absorption at 3300 cm', 2700 cm', or 1100 cm1. Which class of compounds is suggested in the given information? A. Carboxylic Acid B. Ester C. Ketone D. Aldehyde E. Alcohol