Draw the structure that fits the following data. Molecular formula: C6H12O 1H NMR spectral data: 13C NMR spectrum:
PLEASE HELP
A compound is given with the molecular formula , , and having various chemical shift values. The structure of the compound can be deduced by calculating the degree of unsaturation (DU) in the compound and using the given NMR data.
The number of signals obtained in NMR is also depend on the different type of protons present in the compound. Thee splitting pattern is given by rule and intensity of the peak is shown by the pascals triangle.
• NMR stands for nuclear magnetic resonance which is a useful spectroscopic technique for determining the type of protons and the number of protons in the compounds.
• A set of protons which are present in same chemical environment, that is, present between the same group of atoms are said to be chemically equivalent protons. All chemically equivalent proton generates 1 signal or 1 peak in .
• A set of protons which are present in different chemical environment, that is, present between the different group of atoms are said to be chemically non-equivalent protons. All chemically non-equivalent proton generates distinct signal in .
• Chemical shift generally depicts the resonance frequency of the nucleus under various electron distribution environment in a compound under magnetic field.
• Splitting of peak: It is also referred as spin-spin splitting. It follows rule, where n is the number of adjacent protons.
As proton NMR shows different chemical shifts for various protons in a compound similarly, shows different chemical shifts value for chemically non-equivalent carbons.
Chemical shift range for is higher than that of proton NMR and the range is from .
Degree of unsaturation (DU) can be calculated as follows:
Here,
The value of DU can be used to arrive at following predictions about the structure of the compound:
Similarly, for higher values such predictions can be made.
Calculate the degree of unsaturation present in the given compound having molecular formula as follows:
DU is calculated as one hence, either a double bond or a ring structure is present in the given compound.
Interpret the chemical shift values given for . The chemical shift values in ppm from the given NMR are estimated as follows:
The chemical shift is given for four carbons, out of which for three the values implies the presence of carbon which is bonded to carbon itself, that is, and the value around implies the presence of carbonyl carbon.
Interpret the chemical shift values given for as follows:
The chemical shift indicates the presence of methyl protons, this implies two methyl groups are present in the structure with the carbon containing one two hydrogens.
The chemical shift indicates the presence of methylene protons, this implies two methylene groups are present in the structure with the carbons containing more than two chemically different protons.
indicates the presence of proton which is attached with the carbons having more than two chemically different protons.
represents the peak of aldehydic proton.
Write the structure of the compound that best suits which the given data as shown below:
Ans:Hence, the correct structure of the compound is as follows:
Draw the structure that fits the following data. Molecular formula: C6H12O 1H NMR spectral data: 13C...
Draw the structure that fits the following data. Molecular formula: C6H12O 1H NMR spectral data: 13C NMR spectrum: PLEASE HELP the structure that fits the following data. Molecular formula: C6H12O H NMR spectral data: ppm 0.90 1.53 2.34 9.72 Integration6 4 1 1 Multiplicity triplet multiplet multiplet doublet C NMR spectrum:
Draw the structure that corresponds to the following molecular formula and proton decoupled 13C NMR-DEPT spectral data set (attached protons in parentheses): Molecular Formula: C4H6O Spectral data: ? 27.2 (3H), ? 127.8 (2H), ? 136.4 (1H), ? 197.7 (zero H).
Provide the most likely chemical structure that corresponds to each set of spectral data 2. Formula: C6H120 IR: 2960 cm-- (strong), 2874 cm 2 (medium), 1716 cm2 (strong, sharp) "H NMR: 2H, doublet (2.312 ppm); 1H, multiplet (2.133 ppm); 3H, singlet (2.123 ppm); 6H, doublet (0.926 ppm) 13C NMR: 208 ppm, 53 ppm, 30 ppm, 24 ppm, 22 ppm 3. Formula: C4H100 IR: 3339 cm (broad, strong), 2957 cm (strong), 2874 cm (medium) "H NMR: 6H, doublet (0.9 ppm); 1H,...
Propose a reasonable structure based on the molecular formula, the 1H NMR, and the proton–decoupled 13C NMR data below. The unknown compound has a molecular formula of C7H16O and * = CH2 by DEPT. Propose a reasonable structure based on the molecular formula, the 'H NMR, and the proton-decoupled 13C NMR data below. The unknown compound has a molecular formula of C7H160 and * = CH2 by DEPT. 'H NMR 3H 8H 13C NMR 2H (CH3)4 Si 26 VIH them...
Provide the most likely chemical structure that corresponds to each set of spectral data (2.5 pts each). Please show your work, though: even if you do not arrive at the correct answer, you can earn partial credit. Formula: C6H12 IR: 2965 cm-1(strong), 3028 cm-1(medium) 1H NMR: 6H, triplet (1.0 ppm); 4H, quintet (1.8 ppm); 2H, triplet (5.4 ppm) 13C NMR: 22 ppm, 39 ppm, 125 ppm Formula: C6H12O IR: 2960 cm-1(strong), 2874 cm-1(medium), 1716 cm-1(strong, sharp) 1H NMR: 2H, doublet...
Draw the structure of the compound that is consistent with the H NMR data below. Do not draw any hydrogens in your solution. It must be drawn as a true skeletal structure molecular formula chemical shift (ppm) relative Integration multiplicity C12H180 1. 10 6 doublet 1. 23 1 multiplet | 2. 272 triplet 3.51 doublet 3.62 triplet 7.12-7. 48 5 multiplet 2 2
2. Use the 'H NMR and IR data to determine the structure of the following compounds and name them. Compound A Molecular formula: CroH IR absorptions at N/A H NMR data: 1.3 (singlet, 9H), 7.0 to 7.5 (multiplet, 5H) ppm Compound B Molecular formula: CHO IR absorptions at 1H NMR data: 1735-1745, 1050 cm 0.93 (doublet, 6H), 1.52 (multiplet, 2H), 1.69 (multiplet, 1H), 2.04 (singlet, 3H), and 4.10 (triplet,2H) ppm Compound C Molecular ion: IR absorptions at 1710 cm 1H...
Give the structure that corresponds to the following molecular formula and 1H NMR spectrum: C7H12Cl2 : δ 1.07 (9H, singlet): δ 1.83 (2H, doublet); δ 5.77 (1H, triplet).Draw the structure of the compound that is consistent with the 1H NMR data below. Do not draw any hydrogens in your solution. It must be drawn as a true skeletal structure.
1H NMR 6. Propose a structure for the compound CzH.O with the following 'H NMR spectral data. 2H 1H 3H 1110 H ppm 7. Propose a structure for the compound C2H60, with the following 'H NMR spectral data. (Note this is the same molecular formula as the previous question) ppm 8. Propose a structure for the compound C,He with the following 'H NMR spectral data. SH2H 1H ppm 9. Propose a structure for the compound CxHyN with the following 'H...
DRAW STRUCTURE Click the "draw structure" button to launch the drawing utility. Identify the structure of S (molecular formula C7H14O2). Compound S the odor of rum, (1H NMR data (ppm) at 0.93 (doublet, 6 H), 1.15 (triplet, 3 H), 1.91 (multiplet, 1H), 2.33 (quartet, 2 H), and 3.86 (doublet, 2 H) ppm. Compound S: