Ch. 15 - Analytical Techniques: IR, NMR, Mass SpectWorksheetSee all chapters
All Chapters
Ch. 1 - A Review of General Chemistry
Ch. 2 - Molecular Representations
Ch. 3 - Acids and Bases
Ch. 4 - Alkanes and Cycloalkanes
Ch. 5 - Chirality
Ch. 6 - Thermodynamics and Kinetics
Ch. 7 - Substitution Reactions
Ch. 8 - Elimination Reactions
Ch. 9 - Alkenes and Alkynes
Ch. 10 - Addition Reactions
Ch. 11 - Radical Reactions
Ch. 12 - Alcohols, Ethers, Epoxides and Thiols
Ch. 13 - Alcohols and Carbonyl Compounds
Ch. 14 - Synthetic Techniques
Ch. 15 - Analytical Techniques: IR, NMR, Mass Spect
Ch. 16 - Conjugated Systems
Ch. 17 - Aromaticity
Ch. 18 - Reactions of Aromatics: EAS and Beyond
Ch. 19 - Aldehydes and Ketones: Nucleophilic Addition
Ch. 20 - Carboxylic Acid Derivatives: NAS
Ch. 21 - Enolate Chemistry: Reactions at the Alpha-Carbon
Ch. 22 - Condensation Chemistry
Ch. 23 - Amines
Ch. 24 - Carbohydrates
Ch. 25 - Phenols
Ch. 26 - Amino Acids, Peptides, and Proteins

Concept #1: General Assumption for 1H NMR Signals

Example #1: Identifying Proton Signals

Example #2: Identifying Proton Signals

Example #3: Identifying Proton Signals

Practice: How many types of electrically unique protons (peaks) are there in the following molecule?

Practice: How many types of electrically unique protons (peaks) are there in the following molecule?  

Practice: How many types of electrically unique protons (peaks) are there in the following molecule? 

Practice: How many types of electrically unique protons (peaks) are there in the following molecule? 

Practice: How many types of electrically unique protons (peaks) are there in the following molecule? 

Practice: How many types of electrically unique protons (peaks) are there in the following molecule?

Additional Problems
How many signals would you expect for the 1H-NMR and 13C-NRM spectra of the following compounds respectively?   
Protons Ha and Hb in the molecule below are………….and therefore will give rise to ……………… signal(s)
In each molecule below, identify the number of unique 1H and 13C NMR signals you would expect to observe on a spectrum and write the number in the box provided.     
How many signals would you expect to find in each range of the 1H-NMR spectrum of the following compounds? Enter a number in each box. 
How many signals would you expect to find in each range of the 1H-NMR spectrum of the following compounds? Enter a number in each box. 
For the following compound how many different signals would you see in the carbon NMR? (Assume that you can see them all.) A) 3 B) 4 C) 5 D) 8 E) 9
The 1HNMR spectrum of which of these compounds would consist of a triplet, singlet and quartet only? A) 2-chloro- 4-methylpentane B) 3-chloro- 2-methylpentane C) 3-chloropentane D) 1-chloro- 2,2-dimethylbutane E) 3-chloro- 3-methylpentane
How many 1HNMR signals would trans-1,2- dichlorocyclopropane give? A) 1 B) 2 C) 3 D) 4 E) 5
Which compound below would give rise to 4 signals in the proton NMR spectrum and 6 signals in the carbon NMR spectrum? (Assume you can separate and see all peaks.) A) I B) II C) III D) IV E) More than one of the above.
For the following compound how many different signals would you see in the proton NMR? (Assume that you can see them all)  
How many signals would you expect in the 1H NMR spectrum of the following compound? a. 4  b. 5  c. 6  d. 7  e. 8
Labeling: For each structure below, label the types of protons, using the a,b,c labeling protons. (This is only a labeling exercise.)
An unknown molecule X has 4 signals in the 1H NMR spectrum. Which of the following corresponds to molecule X?
Labeling: For each structure below, label the types of protons, using the a,b,c labeling protons. (This is only a labeling exercise.)
Labeling: For each structure below, label the types of protons, using the a,b,c labeling protons. (This is only a labeling exercise.)
Labeling: For each structure below, label the types of protons, using the a,b,c labeling protons. (This is only a labeling exercise.)
For the structure below, label the types of protons using the a,b,c labeling protons. 
How many signals would you expect for vanillin? A) 4 B) 5 C) 6 D) 7
How many signals do you expect to see in the 1H NMR spectrum of the following molecule? a) 4 b) 5 c) 6 d) 7 e) 8
How many 1H NMR signals would trans- 1,2-dichlorocyclopropane give?  
How many different  1H NMR signals are expected for the compound below?
An unidentified compound has the formula C 3H 6 and shows only one  1H NMR signal. Propose a structure.
Tell how many chemically different types of 1H nuclei are present in (CH3)C-CH2CH3?
How would you use 1HNMR spectroscopy to distinguish between the following compounds? a. I = 3 & II = 2 signals b. I = 4 & II = 3 signals c. I = 5 & II = 3 signals d. none of these
How many unique 1HNMR signals exist in the spectrum of the following compound? 
The splitting of the three 1H signals of methyl propanoate are (left to right as drawn) triplet, singlet, septet. Select one: a. True b. False 
Be sure to answer all parts.Give the number of 1H NMR signals for following compound, and then determine how many peaks are present for each NMR signal. Number of signal(s):