|

How Many Unique 1H & 13C NMR Signals Exist In The Spectrum Of The Following Compounds?

How Many Unique 1H & 13C NMR Signals Exist In The Spectrum Of The Following 
Compounds?

Transcribed Text:
Question: How many unique 1H & 13C NMR signals exist in&nb…
(66 bookmarks)
How many unique 1H & 13C NMR signals exist in the spectrum of the following compounds?
How many unique 1H NMR signals exist in the spectrum of the following compounds?
no
ene
od
How many unique 13C NMR signals exist in the spectrum of the following compounds?
sto ana
ME
بیئرل
Show transcribed image text
Expert Answer
Was this answer helpful?
3 23
57
General guidance
Concept and Reason This problem is based on the concept of NMR spectroscopy. NMR spectroscopy is a very good tool to analyze organic compounds. H – NMR signal indicates number of different sets’ of protons present in the molecule. C-NMR indicates number of different sets’ of carbon atom present in the molecule.
Fundamentals A set of protons with the same magnetic environment are called equivalent protons and give only one signal in the
H – NMR spectrum. Therefore, number of sets of protons reveal how many signals appear in the spectrum. Similarly, a set of carbon atoms with the same magnetic environment are called equivalent carbons and give only one signal in the SC-NMR spectrum. Therefore, number of sets of carbon atoms reveal how many signals appear in the spectrum.
Show less
Step-by-step
FIRST STEP ALL STEPS ANSWER ONLY
Step 1 of 10 ~
(1.a) The structure of the compound representing the value of chemical shift is as follows:
2.00
3 Signals
Part 1.a Number of H – NMR signals is 3.
Explanation Common mistakes Hint for next step This compound contains three types of hydrogen atoms. As the molecule is symmetrical, therefore, there will be only three distinct hydrogen atoms. Thus, compound will give three H – NMR signals.
Step 2 of 10 ^
(1.b) The structure of the compound representing the value of chemical shift is as follows:
11. HO
V 2.30 2.30
OH
3 Signals
Part 1.b Number of H – NMR signals is 3.
Explanation | Hint for next step This compound contains three types of hydrogen atoms. Due to symmetry, both carboxyl group and methylene group give one signal each and one distinct signal is observed for the other methylene group. Thus, compound will give three 1H-NMR signals.
Step 3 of 10 ^
(1.c) The structure of the compound representing the value of chemical shift is as follows:
IT
7.20 5 signals
Part 1.c Number of H – NMR signals is 5.
Explanation | Hint for next step This compound contains five types of hydrogen atoms. As both the substituents on benzene ring are different, different signals are obtained for every hydrogen present on the benzene ring and one separate signal is observed for the methyl group present on the benzene ring. Thus, compound will give five ‘H – NMR signals.
Step 4 of 10 ^
(1.d) The structure of the compound representing the value of chemical shift is as follows:
1
3 Signals
Part 1.d Number of H – NMR signals is 3.
Explanation | Hint for next step This compound contains three types of hydrogen atoms. Due to symmetry, same signal is observed for both the methyl groups and two separate signals are observed for the hydrogen present in the methylene group. Thus, compound will give three 1H NMR signals.
Step 5 of 10 ^
(2.a) The structure of the compound representing the value of chemical shift is as follows:
17.9 17.9 4 Signals
Part 2.a Number of 13 C-NMR signals is 4.
Explanation Hint for next step
This compound contains four types of carbon atoms. As both the substituents present on the cyclopentane ring are same, the carbon atoms are equivalent. Thus, compound will give four SC-NMR signals.
Step 6 of 10 A
(2.b) The structure of the compound representing the value of chemical shift is as follows:
25-6
142-1
25-6
3 Signals
Part 2.b Number of 13C – NMR signals is 3.
Explanation | Hint for next step This compound contains three types of carbon atoms. Due to symmetry both the carbon atoms of the methyl groups are same and the both the carbons attached via double bond are chemically inequivalent. Thus, compound will give three 13 C-NMR signals.
Step 7 of 10 ^
(2.c) The structure of the compound representing the value of chemical shift is as follows:
20
Y
120-9
21-3 3 Signals
Part 2.c Number of 13C – NMR signals is 3.
Explanation Hint for next step
This compound contains three types of carbon atoms. As both the substituents attached on benzene ring are same, there is same signal observed for both the methyl groups. Also, both the ipso carbon, carbons ortho to the methyl substituents are also equivalent. Thus, compound will give three 15C – NMR signals.
Step 8 of 10 A
(2.d) The structure of the compound representing the value of chemical shift is as follows:
U
124.6
131- 5W
Br
1306
4 Signals
Part 2.d Number of 13 C-NMR signals is 4.
Explanation | Hint for next step This compound contains four types of carbon atoms. As both the substituents attached on benzene ring are same, both the ipso carbon and carbons ortho to the bromo group are equivalent and give two signals. Carbon sandwiched between the two bromo substituents is chemically inequivalent from other carbon atoms and the carbon meta to both the bromo group is also giving a different signal. Thus, compound will give four 13C – NMR signals.
Step 9 of 10 ^
(2.e) The structure of the compound representing the value of chemical shift is as follows:
2 143 14.3 1.0 20.5
3 Signals
Part 2.e Number of 13C – NMR signals is 3.
Explanation | Hint for next step This compound contains three types of carbon atoms. As the molecule is symmetrical therefore there will be only three distinct carbon atoms Thus, compound will give three C-NMR signals.
Step 10 of 10 A
(2.f) The structure of the compound representing the value of chemical shift is as follows:
HO 1784
178-4 OH 32-7 32-7 3 Signals
Part 2.f Number of 13C – NMR signals is 3.
Explanation
This compound contains three types of carbon atoms. Due to symmetry, both the carboxylic group and both the methylene group will give two distinct signals and a distinct signal is observed for the other methylene carbon. Thus, compound will give three 13C NMR signals.
Answer
Part 1.a Number of H – NMR signals is 3. Part 1.b Number of H – NMR signals is 3.
Part 1.c Number of H – NMR signals is 5. Part 1.d Number of H – NMR signals is 3.
Part 2.a Number of 13C – NMR signals is 4.
Part 2.b Number of 13C – NMR signals is 3. Part 2.c Number of 13C – NMR signals is 3. Part 2.d Number of 13C – NMR signals is 4. Part 2.e Number of 13 C-NMR signals is 3. Part 2.f Number of 13C – NMR signals is 3.

Leave a Reply

Your email address will not be published. Required fields are marked *