/*! This file is auto-generated */ .wp-block-button__link{color:#fff;background-color:#32373c;border-radius:9999px;box-shadow:none;text-decoration:none;padding:calc(.667em + 2px) calc(1.333em + 2px);font-size:1.125em}.wp-block-file__button{background:#32373c;color:#fff;text-decoration:none} Q 39. Question:聽Primary (1掳) alcohol... [FREE SOLUTION] | 91影视

91影视

Log out

Learning Materials

Features

Discover

Chapter 13: Q 39. (page 522)

Question:Primary (1掳) alcohols often show a peak in their mass spectra at m/z= 31. Suggest a structure for this fragment.

Short Answer

Expert verified

Answer

Structure of the fragment that shows peak at m/z = 31

Step by step solution

01

α cleavage of alcohols

Alcohols undergo fragmentation to give a dehydrated radical cation and cations and neutral radicals upon伪 cleavage.

02

Step 2: α cleavage of primary alcohols

Primary alcohols can cleave to form an alkyl radical and a carbocation containing the alcohol group. This carbocation is resonance stabilized and has an m/z value of 31.

The cleavage of a primary alcohol is shown below:

伪cleavageof primary alcohol

The cation formed is resonance stabilized; the canonical structure is shown below:

Resonance stabilization of the carbocation formed

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 91影视!

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: What are the major IR absorptions in the functional group region for each compound?

Question: Match each compound to its IR spectrum.

Question: Propose two molecular formulas for each molecular ion: (a) 102; (b) 98; (c) 119; (d) 74.

Question: Reaction of tert-butyl pentyl ether [CH3CH2CH2CH2CH2OC(CH3)3]with HBr forms 1-bromopentane(CH3CH2CH2CH2CH2Br) and compound B. B has a molecular ion in its mass spectrum at 56 and gives peaks in its IR spectrum at 3150鈥�3000, 3000鈥�2850, and 1650 cm-1. Propose a structure for B and draw a stepwise mechanism that accounts for its formation.

Question: How do the three isomers of molecular formula C3H6O(A, B, and C) differ in their IR spectra?
See all solutions

Recommended explanations on Chemistry Textbooks

The Earths Atmosphere

Read Explanation

Chemical Analysis

Read Explanation

Organic Chemistry

Read Explanation

Inorganic Chemistry

Read Explanation

Nuclear Chemistry

Read Explanation

Chemical Reactions

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.