Which of the following compounds produces TWO doublets in the $^1H$ NMR spectrum?
A - HSC - SSCE Chemistry - Question 19 - 2024 - Paper 1
Question 19
Which of the following compounds produces TWO doublets in the $^1H$ NMR spectrum?
A.
H3C
H O
||
H3C - C - CH3
|
Cl
Cl
C.
Cl - CH ... show full transcript
Worked Solution & Example Answer:Which of the following compounds produces TWO doublets in the $^1H$ NMR spectrum?
A - HSC - SSCE Chemistry - Question 19 - 2024 - Paper 1
Step 1
Determine the structure of each compound
96%
114 rated
Only available for registered users.
Sign up now to view full answer, or log in if you already have an account!
Answer
Analyze each structure to identify the number of unique hydrogen environments, which will indicate potential split patterns in NMR.
Step 2
Analyze compound A
99%
104 rated
Only available for registered users.
Sign up now to view full answer, or log in if you already have an account!
Answer
Compound A has the structure where the carbon atom is attached to an OH group and two chlorine atoms. It results in two doublets due to the unique environments of hydrogen on adjacent carbon atoms.
Step 3
Analyze compound B
96%
101 rated
Only available for registered users.
Sign up now to view full answer, or log in if you already have an account!
Answer
Compound B shows a symmetrical arrangement that does not create unique environments for two sets of protons; thus, it will not lead to two doublets.
Step 4
Analyze compound C
98%
120 rated
Only available for registered users.
Sign up now to view full answer, or log in if you already have an account!
Answer
Compound C features two similar groups of protons but the presence of chlorine does not create the required splitting; hence it does not produce two doublets.
Step 5
Analyze compound D
97%
117 rated
Only available for registered users.
Sign up now to view full answer, or log in if you already have an account!
Answer
Compound D contains identical hydrogen environments on adjacent groups, leading to three peaks rather than two doublets.
Step 6
Conclusion
97%
121 rated
Only available for registered users.
Sign up now to view full answer, or log in if you already have an account!
Answer
Through this analysis, compound A is confirmed to produce two doublets in the 1H NMR spectrum.