Log out Go to App
Go to App

Learning Materials

Features

Discover

Chapter 12: Q43E (page 385)

Propose structures for compounds that meet the following descriptions:

  1. An optically active compound C5H10Owith an IR absorption at 1730 cm-1.
  2. A non-optically active compound C5H9N with an IR absorption at 2215cm-1.

Short Answer

Expert verified

All the absorptions seen in alkanes is due to the C-C and C-H bonds.The C-H bonds show absorption in the region 2850 to 2950 cm-1 and the C-C bonds are seen in the region 800 to 1300 cm-1.Most of the organic compounds exhibit these absorptions as they comprise saturated alkane portion.

Step by step solution

01

IR spectroscopy

All the absorptions seen in alkanes is due to the C-C and C-H bonds.The C-H bonds show absorption in the region 2850 to 2950 cm-1 and the C-C bonds are seen in the region 800 to 1300 cm-1.Most of the organic compounds exhibit these absorptions as they comprise saturated alkane portion.

02

Proposing the structure of the compound with different description

(a)The optically active compound with the formula C5H10O that absorbs at 1730 cm-1can be given as:

Optically active compound

The IR absorption at this region is due to the saturated aldehyde. The name of the compound is 2-methylbutanal.

(b)The non optically active compound has a formula C5H9N that absorbs at 2215 cm-1 can be given as:

The absorption at this frequency is due to the cyanide functional group. The given compound is trimethylacetonitrile.

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.

Start your free trial

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

Question: Where might the following compound have IR absorptions?

Question: Camphor, a saturated monoketone from the Asian camphor tree, is used among other things as a moth repellent and as a constituent of embalming

fluid. If camphor has M+=152.1201 by high-resolution mass spectrometry,

what is its molecular formula? How many rings does camphor

have?

Write molecular formulas for compounds that show the following molecularions in their high-resolution mass spectra, assuming that C, H, N,and O might be present. The exact atomic masses are: 1.00783(1H), 12.00000(12C) , 14.00307 (14N) , 15.99491(16O) .

(a) M+ = 98.0844

(b) M+= 123.0320

Where might the following compounds have IR absorptions?

Question: The infrared spectrum of the compound with the mass spectrum shown below lacks any significant absorption above 3000cm-1. There is a prominent peak near 1740cm-1and another strong peak near 1200cm-1.Propose a structure consistent with the data.
See all solutions

Recommended explanations on Chemistry Textbooks

Chemical Reactions

Read Explanation

Chemical Analysis

Read Explanation

Nuclear Chemistry

Read Explanation

Inorganic Chemistry

Read Explanation

Ionic and Molecular Compounds

Read Explanation

Kinetics

Read Explanation
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