Warning: foreach() argument must be of type array|object, bool given in /var/www/html/web/app/themes/studypress-core-theme/template-parts/header/mobile-offcanvas.php on line 20

Question: Which of the bonds shown in red are expected to have IR-active stretching frequencies?

Short Answer

Expert verified

Answer

a. In the first case, C-C bond exhibit IR stretching frequency due to different environment.

b. C-C bond has a different environment and hence, exhibits IR stretching frequency.

c. C-C triple bond has different environment thus, it has IR active stretching frequency.

d. C-H bond has electronegativity difference thus, it exhibits the difference in dipole moment. So, we have IR active stretching frequency.

e. C-C bond has a different environment. Hence, it will show IR active stretching frequency.

f. C-C bond has a different environment. Hence, it will show IR active stretching frequency

g. C-C triple bond have different environment. Hence, it will show IR active stretching frequency.

h. C-C double bond have different environment. Hence, it will show IR active stretching frequency.

i. C-H bond have different environment. Hence, it will show IR active stretching frequency.

j. C-C bond do not have have different environment. Hence, it will not show IR active stretching frequency.

Step by step solution

01

IR active bonds

If the bond between two atoms is polar, then it is IR active. The surrounding atoms/groups to an atom also decide the polarity of a bond.

02

Explanation

Bonds having non-zero dipole moments will exhibit IR absorption. Bonds present in a symmetric environment will exhibit weak absorption.

a. In the first case, C-C bond exhibit IR stretching frequency due to different environment.

b. C-C bond has a different environment and hence, exhibits IR stretching frequency.

c. C-C triple bond has different environment thus, it has IR active stretching frequency.

d. C-H bond has electronegativity difference thus, it exhibits the difference in dipole moment. So, we have IR active stretching frequency.

e. C-C bond has a different environment. Hence, it will show IR active stretching frequency.

f. C-C bond has a different environment. Hence, it will show IR active stretching frequency

g. C-C triple bond have different environment. Hence, it will show IR active stretching frequency.

h. C-C double bond have different environment. Hence, it will show IR active stretching frequency.

i. C-H bond have different environment. Hence, it will show IR active stretching frequency.

j. C-C bond do not have have different environment. Hence, it will not show IR active stretching frequency.

Unlock Step-by-Step Solutions & Ace Your Exams!

  • Full Textbook Solutions

    Get detailed explanations and key concepts

  • Unlimited Al creation

    Al flashcards, explanations, exams and more...

  • Ads-free access

    To over 500 millions flashcards

  • Money-back guarantee

    We refund you if you fail your exam.

Over 30 million students worldwide already upgrade their learning with Vaia!

One App. One Place for Learning.

All the tools & learning materials you need for study success - in one app.

Get started for free

Most popular questions from this chapter

The mass spectrum of n-octane shows a prominent molecular ion peak (m/z 114). There is also a large peak at m/z 57, but it is not the base peak. The mass spectrum of 3,4-dimethylhexane shows a smaller molecular ion, and the peak at mass 57 is the base peak. Explain these trends in abundance of the molecular ions and the ions at mass 57 and predict the intensities of the peaks at masses 57 and 114 in the spectrum of 2,2,3,3-tetramethylbutane.


Question: Four infrared spectra are shown, corresponding to four of the following compounds. For each spectrum, determine the structure and explain how the peaks in the spectrum correspond to the structure you have chosen

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.

The ultimate test of fluency in MS and IR is whether you can determine a moderately complex structure from just the MS and the IR, with no additional information. The IR and MS of a compound are shown below. Use everything you know about IR and MS, plus reasoning and intuition, to determine a likely structure. Then show how your proposed structure is consistent with these spectra.

Account for the peaks at m/z 87, 111, and 126 in the mass spectrum of 2,6-dimethylheptan-4-ol.

See all solutions

Recommended explanations on Chemistry Textbooks

View all explanations

What do you think about this solution?

We value your feedback to improve our textbook solutions.

Study anywhere. Anytime. Across all devices.

Sign-up for free