Write structural formulas for the following compounds.
- (a) C2H4Br2: δ 2.5 (d, 3H) and 5.9 (q, 1H)
- (b) C4HgCl2: δ 1.60 (d, 3H), 2.15 (m, 2H), 3.72 (t, 2H), and 4.27 (m, 1H)
- (c) C5H8Br4: δ 3.6 (s, 8H)
- (d) C4H8O: δ 1.0 (t, 3H), 2.1 (s, 3H), and 2.4 (quartet, 2H)
- (e) C4H8O2: δ 1.2 (t, 3H), 2.1 (s, 3H), and 4.1 (quartet, 2H); contains an ester
- (f) C4H8O2: δ 1.2 (t, 3H), 2.3 (quartet, 2H), and 3.6 (s, 3H); contains an ester
- (g) C4H9Br: δ 1.1 (d, 6H), 1.9 (m, 1H), and 3.4 (d, 2H)
- (h) C6H12O2: δ 1.5 (s, 9H) and 2.0 (s, 3H)
- (i) C7H14O: δ 0.9 (t, 6H), 1.6 (sextet, 4H), and 2.4 (t, 4H)
- (j) C5H10O2: δ 1.2 (d, 6H), 2.0 (s, 3H), and 5.0 (septet, 1H)
- (k) C5H11Br: δ 1.1 (s, 9H) and 3.2 (s, 2H)
- (l) C7H15Cl δ 1.1 (s, 9H) and 1.6 (s, 6H)
(a)
Interpretation:
The structural formula of the given compound has to be proposed with the help of given molecular formula and its
Concept introduction:
The
Chemical shift: The NMR spectrum of any compound is taken with reference to a standard compound called reference compound. Generally, tetramethylsilane (TMS) is taken as the reference compound. The methyl protons of TMS are equivalent and produces only one sharp peak at the rightmost end of the scale.
The distance between the TMS signal and the signals produced by the compound is called the chemical shift. Chemical shift basically measures the shift in the signal position of the compound with respect to the reference signal.
Chemical shift in delta scale is given as,
Explanation of Solution
The given molecular formula (a) is
There are 2 peaks observed in the given
A doublet is observed for 3 hydrogens at around
Another quartet peak for 1 hydrogen at around
Based on the above
(b)
Interpretation:
The structural formula of the given compound has to be proposed with the help of given molecular formula and its
Concept introduction:
The
Chemical shift: The NMR spectrum of any compound is taken with reference to a standard compound called reference compound. Generally, tetramethylsilane (TMS) is taken as the reference compound. The methyl protons of TMS are equivalent and produces only one sharp peak at the rightmost end of the scale.
The distance between the TMS signal and the signals produced by the compound is called the chemical shift. Chemical shift basically measures the shift in the signal position of the compound with respect to the reference signal.
Chemical shift in delta scale is given as,
Explanation of Solution
The given molecular formula (b) is
A doublet is observed for 3 hydrogens at around
A multiplet is observed for 2 hydrogens at around
One triplet peak is observed for 2 hydrogens at around
Another multiplet is observed for 1 hydrogen at around
Thus, the structure of the compound (b) is 1,3-dichlorobutane:
(c)
Interpretation:
The structural formula of the given compound has to be proposed with the help of given molecular formula and its
Concept introduction:
The
Chemical shift: The NMR spectrum of any compound is taken with reference to a standard compound called reference compound. Generally, tetramethylsilane (TMS) is taken as the reference compound. The methyl protons of TMS are equivalent and produces only one sharp peak at the rightmost end of the scale.
The distance between the TMS signal and the signals produced by the compound is called the chemical shift. Chemical shift basically measures the shift in the signal position of the compound with respect to the reference signal.
Chemical shift in delta scale is given as,
Explanation of Solution
The given molecular formula (c) is
This molecule only one singlet is observed for 8 hydrogens at around
Therefore, the structure of the compound (c) is given below and this molecule symmetrical.
(d)
Interpretation:
The structural formula of the given compound has to be proposed with the help of given molecular formula and its
Concept introduction:
The
Chemical shift: The NMR spectrum of any compound is taken with reference to a standard compound called reference compound. Generally, tetramethylsilane (TMS) is taken as the reference compound. The methyl protons of TMS are equivalent and produces only one sharp peak at the rightmost end of the scale.
The distance between the TMS signal and the signals produced by the compound is called the chemical shift. Chemical shift basically measures the shift in the signal position of the compound with respect to the reference signal.
Chemical shift in delta scale is given as,
Explanation of Solution
The given molecular formula (d) is
A triplet is observed for 3 hydrogens at around
One singlet is observed for 3 hydrogens at around
Another quartet is observed for 2 hydrogens at around
Thus, the structure of the compound (d) is,
(e)
Interpretation:
The structural formula of the given compound has to be proposed with the help of given molecular formula and its
Concept introduction:
The
Chemical shift: The NMR spectrum of any compound is taken with reference to a standard compound called reference compound. Generally, tetramethylsilane (TMS) is taken as the reference compound. The methyl protons of TMS are equivalent and produces only one sharp peak at the rightmost end of the scale.
The distance between the TMS signal and the signals produced by the compound is called the chemical shift. Chemical shift basically measures the shift in the signal position of the compound with respect to the reference signal.
Chemical shift in delta scale is given as,
Explanation of Solution
The given molecular formula (e) is
A triplet is observed for 3 hydrogens at around
One singlet is observed for 3 hydrogens at around
Another quartet is observed for 2 hydrogens at around
Thus, the structure of the compound (e) is,
(f)
Interpretation:
The structural formula of the given compound has to be proposed with the help of given molecular formula and its
Concept introduction:
The
Chemical shift: The NMR spectrum of any compound is taken with reference to a standard compound called reference compound. Generally, tetramethylsilane (TMS) is taken as the reference compound. The methyl protons of TMS are equivalent and produces only one sharp peak at the rightmost end of the scale.
The distance between the TMS signal and the signals produced by the compound is called the chemical shift. Chemical shift basically measures the shift in the signal position of the compound with respect to the reference signal.
Chemical shift in delta scale is given as,
Explanation of Solution
The given molecular formula (f) is
A triplet is observed for 3 hydrogens at around
One singlet is observed for 3 hydrogens at around
Another quartet is observed for 2 hydrogens at around
Thus, the structure of the compound (f) is,
(g)
Interpretation:
The structural formula of the given compound has to be proposed with the help of given molecular formula and its
Concept introduction:
The
Chemical shift: The NMR spectrum of any compound is taken with reference to a standard compound called reference compound. Generally, tetramethylsilane (TMS) is taken as the reference compound. The methyl protons of TMS are equivalent and produces only one sharp peak at the rightmost end of the scale.
The distance between the TMS signal and the signals produced by the compound is called the chemical shift. Chemical shift basically measures the shift in the signal position of the compound with respect to the reference signal.
Chemical shift in delta scale is given as,
Explanation of Solution
The given molecular formula (g) is
A doublet is observed for 6 hydrogens at around
One multiplet is observed for 1 hydrogen at around
Another multiplet is observed for 2 hydrogens at around
Thus, the structure of the compound (g) is,
(h)
Interpretation:
The structural formula of the given compound has to be proposed with the help of given molecular formula and its
Concept introduction:
The
Chemical shift: The NMR spectrum of any compound is taken with reference to a standard compound called reference compound. Generally, tetramethylsilane (TMS) is taken as the reference compound. The methyl protons of TMS are equivalent and produces only one sharp peak at the rightmost end of the scale.
The distance between the TMS signal and the signals produced by the compound is called the chemical shift. Chemical shift basically measures the shift in the signal position of the compound with respect to the reference signal.
Chemical shift in delta scale is given as,
Explanation of Solution
The given molecular formula (h) is
A singlet is observed for 9 hydrogens at around
Another one singlet is observed for 3 hydrogens at around
Thus, the structure of the compound (h) is,
(i)
Interpretation:
The structural formula of the given compound has to be proposed with the help of given molecular formula and its
Concept introduction:
The
Chemical shift: The NMR spectrum of any compound is taken with reference to a standard compound called reference compound. Generally, tetramethylsilane (TMS) is taken as the reference compound. The methyl protons of TMS are equivalent and produces only one sharp peak at the rightmost end of the scale.
The distance between the TMS signal and the signals produced by the compound is called the chemical shift. Chemical shift basically measures the shift in the signal position of the compound with respect to the reference signal.
Chemical shift in delta scale is given as,
Explanation of Solution
The given molecular formula (i) is
A singlet is observed for 6 hydrogens at around
One sextet is observed for 4 hydrogens at around
Another triplet peak for 4 hydrogens at around
Thus, the structure of the compound (i) is,
(j)
Interpretation:
The structural formula of the given compound has to be proposed with the help of given molecular formula and its
Concept introduction:
The
Chemical shift: The NMR spectrum of any compound is taken with reference to a standard compound called reference compound. Generally, tetramethylsilane (TMS) is taken as the reference compound. The methyl protons of TMS are equivalent and produces only one sharp peak at the rightmost end of the scale.
The distance between the TMS signal and the signals produced by the compound is called the chemical shift. Chemical shift basically measures the shift in the signal position of the compound with respect to the reference signal.
Chemical shift in delta scale is given as,
Explanation of Solution
The given molecular formula (J) is
A doublet is observed for 6 hydrogens at around
One septet is observed for 1 hydrogen at around
Another singlet peak for 3 hydrogens at around
Thus, the structure of the compound (J) is,
(k)
Interpretation:
The structural formula of the given compound has to be proposed with the help of given molecular formula and its
Concept introduction:
The
Chemical shift: The NMR spectrum of any compound is taken with reference to a standard compound called reference compound. Generally, tetramethylsilane (TMS) is taken as the reference compound. The methyl protons of TMS are equivalent and produces only one sharp peak at the rightmost end of the scale.
The distance between the TMS signal and the signals produced by the compound is called the chemical shift. Chemical shift basically measures the shift in the signal position of the compound with respect to the reference signal.
Chemical shift in delta scale is given as,
Explanation of Solution
The given molecular formula (K) is
A singlet is observed for 9 hydrogens at around
One singlet is observed for 2 hydrogens at around
Thus, the structure of the compound (K) is,
(l)
Interpretation:
The structural formula of the given compound has to be proposed with the help of given molecular formula and its
Concept introduction:
The
Chemical shift: The NMR spectrum of any compound is taken with reference to a standard compound called reference compound. Generally, tetramethylsilane (TMS) is taken as the reference compound. The methyl protons of TMS are equivalent and produces only one sharp peak at the rightmost end of the scale.
The distance between the TMS signal and the signals produced by the compound is called the chemical shift. Chemical shift basically measures the shift in the signal position of the compound with respect to the reference signal.
Chemical shift in delta scale is given as,
Explanation of Solution
The given molecular formula (L) is
A singlet is observed for 9 hydrogens at around
One singlet is observed for 6 hydrogens at around
Thus, the structure of the compound (L) is,
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