given all this information draw the strucutre.

Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
icon
Related questions
Question

given all this information draw the strucutre. 

Compound A has a molecular formula of C,H0. What is the Unsaturation Number (UN) or Double-Bond
Equivalent (DBE)?
UN/DBE:
Based on the UN/DBE you calculated, could there be a double bond in compound A?
yes
no
Based on the UN/DBE you calculated, could there be a ring in compound A?
yes
no
Based on the molecular formula and the UN/DBE you calculated, check all the functional groups that could be present in
compound A.
O ester
V alcohol
O ring
O benzene ring
O ketone
O nitrile
O alkyne
O carboxylic acid
O amine
О ерохide
V ether
O alkene
O aldehyde
Examine the IR spectrum provided for compound A.
The peak at ~3300 is due to residual amount of water in the sample and therefore it will not be considered.
The peaks below 1500 cannot be used to make any structural assignments because they are in the fingerprint region.
In this IR spectrum you should focus on the peak ~2900-3000.
What is this peak most likely due to?
O C-H (sp)
C-H (sp?)
C=0
C-H (sp³)
OC-O or N-0
О 0-Hor N-н
Earlier, using
molecular
and
UN/DBE, you came up with a
tional groups
could be present in
compound A. Now, using the IR data you should be able to narrow this list.
Check all the functional groups that could be present in compound A.
O nitrile
O epoxide
I amine
|| ketone
O benzene ring
O aldehyde
O alkyne
O alcohol
O alkene
O ring
O carboxylic acid
V ether
I ester
Carbon spectra say a lot about the symmetry of the molecule. If two carbons in a molecule are equivalent (such as in an
isopropyl group) they only produce one signal in the spectrum. Although carbon signals cannot be integrated, the relative
size of peaks in the carbon spectrum can help determine how many equivalent carbons are present in a single signal.
Compare the number of signals in the spectrum and the number of carbons from the molecular formula for compound A.
Which of the given statements is true?
O All the carbons are nonequivalent.
O Two of the carbons are equivalent.
Three of the carbons are equivalent.
Four of the carbons are equivalent.
Evaluate the spectrum for compound A based on what you already know from the UN/DBE and IR spectrum.
Is the 13C spectrum consistent with the presence of an ether functional group?
О yes
O no
Examine the 'H spectrum of compound A.
There is a table summarizing the spectral data. Using that data, assign each peak to the type of alkyl group.
ppm
Integration
Splitting
A
3.70
2H
singlet
В
3.30
3H
singlet
1.25
9H
singlet
A
В
C
a methylene – CH,
a methyl – CH,
a tert-butyl group - C(CH,),
Answer Bank
a methyne – CH
Now, after you have determined what kind of fragments are present in the molecule, the next step will be to think about how
you would connect these fragments.
O O
Transcribed Image Text:Compound A has a molecular formula of C,H0. What is the Unsaturation Number (UN) or Double-Bond Equivalent (DBE)? UN/DBE: Based on the UN/DBE you calculated, could there be a double bond in compound A? yes no Based on the UN/DBE you calculated, could there be a ring in compound A? yes no Based on the molecular formula and the UN/DBE you calculated, check all the functional groups that could be present in compound A. O ester V alcohol O ring O benzene ring O ketone O nitrile O alkyne O carboxylic acid O amine О ерохide V ether O alkene O aldehyde Examine the IR spectrum provided for compound A. The peak at ~3300 is due to residual amount of water in the sample and therefore it will not be considered. The peaks below 1500 cannot be used to make any structural assignments because they are in the fingerprint region. In this IR spectrum you should focus on the peak ~2900-3000. What is this peak most likely due to? O C-H (sp) C-H (sp?) C=0 C-H (sp³) OC-O or N-0 О 0-Hor N-н Earlier, using molecular and UN/DBE, you came up with a tional groups could be present in compound A. Now, using the IR data you should be able to narrow this list. Check all the functional groups that could be present in compound A. O nitrile O epoxide I amine || ketone O benzene ring O aldehyde O alkyne O alcohol O alkene O ring O carboxylic acid V ether I ester Carbon spectra say a lot about the symmetry of the molecule. If two carbons in a molecule are equivalent (such as in an isopropyl group) they only produce one signal in the spectrum. Although carbon signals cannot be integrated, the relative size of peaks in the carbon spectrum can help determine how many equivalent carbons are present in a single signal. Compare the number of signals in the spectrum and the number of carbons from the molecular formula for compound A. Which of the given statements is true? O All the carbons are nonequivalent. O Two of the carbons are equivalent. Three of the carbons are equivalent. Four of the carbons are equivalent. Evaluate the spectrum for compound A based on what you already know from the UN/DBE and IR spectrum. Is the 13C spectrum consistent with the presence of an ether functional group? О yes O no Examine the 'H spectrum of compound A. There is a table summarizing the spectral data. Using that data, assign each peak to the type of alkyl group. ppm Integration Splitting A 3.70 2H singlet В 3.30 3H singlet 1.25 9H singlet A В C a methylene – CH, a methyl – CH, a tert-butyl group - C(CH,), Answer Bank a methyne – CH Now, after you have determined what kind of fragments are present in the molecule, the next step will be to think about how you would connect these fragments. O O
Expert Solution
steps

Step by step

Solved in 2 steps with 1 images

Blurred answer
Knowledge Booster
Gravimetric Analysis
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.
Recommended textbooks for you
Chemistry
Chemistry
Chemistry
ISBN:
9781305957404
Author:
Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:
Cengage Learning
Chemistry
Chemistry
Chemistry
ISBN:
9781259911156
Author:
Raymond Chang Dr., Jason Overby Professor
Publisher:
McGraw-Hill Education
Principles of Instrumental Analysis
Principles of Instrumental Analysis
Chemistry
ISBN:
9781305577213
Author:
Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:
Cengage Learning
Organic Chemistry
Organic Chemistry
Chemistry
ISBN:
9780078021558
Author:
Janice Gorzynski Smith Dr.
Publisher:
McGraw-Hill Education
Chemistry: Principles and Reactions
Chemistry: Principles and Reactions
Chemistry
ISBN:
9781305079373
Author:
William L. Masterton, Cecile N. Hurley
Publisher:
Cengage Learning
Elementary Principles of Chemical Processes, Bind…
Elementary Principles of Chemical Processes, Bind…
Chemistry
ISBN:
9781118431221
Author:
Richard M. Felder, Ronald W. Rousseau, Lisa G. Bullard
Publisher:
WILEY