Chapter 12: Q1P (page 595)
Complete the following conversion table:
4000 | 1800 | 1670 | 1620 | 400 | ||||
2.50 | 3.40 | 3.13 | 4.87 | 25.0 |
Short Answer
4000 | 2941.17 | 3095.97 | 2053.38 | 1800 | 1670 | 1620 | 400 | |
2.50 | 3.40 | 3.13 | 4.87 | 5.55 | 5.98 | 6.17 | 25.0 |
Chapter 12: Q1P (page 595)
Complete the following conversion table:
4000 | 1800 | 1670 | 1620 | 400 | ||||
2.50 | 3.40 | 3.13 | 4.87 | 25.0 |
4000 | 2941.17 | 3095.97 | 2053.38 | 1800 | 1670 | 1620 | 400 | |
2.50 | 3.40 | 3.13 | 4.87 | 5.55 | 5.98 | 6.17 | 25.0 |
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Get started for freeQuestion: A C-D (carbon–deuterium) bond is electronically much like a C-H bond, and it has a similar stiffness, measured by the spring constant, k. The deuterium atom has twice the mass (m) of a hydrogen atom, however.
(a) The infrared absorption frequency is approximately proportional to , when one of the bonded atoms is much heavier than the other, and m is the lighter of the two atoms (H or D in this case). Use this relationship to calculate the IR absorption frequency of a typical C-D bond. Use as a typical C-H absorption frequency.
(b) A chemist dissolves a sample in deuterochloroform () and then decides to take the IR spectrum and simply evaporates most of the . What functional group will appear to be present in this IR spectrum as a result of the impurity?
Question: (a) Use the mass spectrum to propose a molecular formula. How many elements of unsaturation are there? (b) Use the IR spectrum to determine the functional group(s), if any. (c) Propose one or more structures for this compound. What parts of the structure are uncertain? If you knew that hydrogenation of the compound gives n-octane, would the structure still be uncertain? (d) Propose structures for the major fragments at 39, 67, 81, and 95 in the mass spectrum.
Chapter-9 covered a synthesis of alkynes by a double dehydrohalogenation of dihalides. A student tried to convert trans-2,5-dimethylhex-3-yne by adding bromine across the double bond and then doing a double elimination. The infrared and mass spectra of the major product are shown here.
For each hydrocarbon spectrum, determine whether the compound is an alkane, an alkene, an alkyne, or an aromatic hydrocarbon, and assign the major peaks above (to the left of) 1600 cm-1 . More than one unsaturated group may be present.
Question: A common lab experiment is the dehydration of cyclopentanol tocyclopentene.
a. Explain how you could tell from the IR spectrum whether your product was pure cyclopentene, pure cyclopentanol or a mixture of cyclopentene and cyclopentanol. Give approximate frequencies for distinctive peaks.
b. Explain why mass spectrometry might not be a good way to distinguish cyclopentene from cyclopentanol.
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