3.9.11

Proton NMR II

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Making Spectra Clear

The choice of solvent before the spectra is recorded makes the process easier. The process of integration after also makes interpretation of the spectra easier.

Solvent choice

Solvent choice

  • The solvent choice in 1H NMR is crucial because many solvents contain 1H's.
    • If a solvent contains 1H's, they will appear in the spectrum and this will cause confusion.
  • This can be solved by using solvents without any 1H's (e.g. CCl4) or deuterated solvents (e.g. CDCl3, D2O).
Deuterated solvents

Deuterated solvents

  • Deuterated solvents are the same as many protonated solvents but each 1H has been replaced by a deuterium (2D) atom.
    • Deuterium atoms have an even nucleon number and so will not interfere with the NMR.
Integration

Integration

  • The area ratios of signals in spectra are hard to evaluate at first glance when signal splitting happens.
    • E.g. It is hard to compare the area ratio under a quartet and a singlet.
  • To make it easier, many NMR machines integrate the peaks to then give an accurate ratio.

Examples of 1H NMR

Below are some examples to demonstrate interpreting 1H NMR spectra.

Example 1: 1,1-dichloroethane

Example 1: 1,1-dichloroethane

  • The spectrum is shown above and the interpretation is on the next slide.
Example 1: 1,1-dichloroethane

Example 1: 1,1-dichloroethane

  • The spectrum shows two peaks representing the two different proton environments.
    • The peak on the left represents the 1H on the -CCl2H because it is deshielded.
    • It is a quartet because the adjacent carbon has three protons attached.
Example 2: Bromo-dimethyl ether

Example 2: Bromo-dimethyl ether

  • The spectrum is shown above and the interpretation is on the next slide.
Example 2: Bromo-dimethyl ether

Example 2: Bromo-dimethyl ether

  • The spectrum shows two peaks representing the two different proton environments.
    • Both peaks are singlets because neither of them are adjacent to any carbons with any protons.
Example 3: Ethanol

Example 3: Ethanol

  • The spectrum is shown above and the interpretation is on the next slide.
Example 3: Ethanol

Example 3: Ethanol

  • The spectrum shows two peaks representing the two different proton environments.
    • The peak on the left represents the 1Hs on the -CH2OH because it is deshielded.
    • The splittings are a triplet and a quartet as expected.
Jump to other topics
1

Physical Chemistry

1.1

Atoms, Molecules & Stoichiometry

1.1.1Relative Masses1.1.2The Mole1.1.3Mass Spectrometry1.1.4Empirical & Molecular Formulae1.1.5Balanced Equations1.1.6Molar Volume1.1.7End of Topic Test - Amount of Substance
1.2

Atomic Structure

1.2.1Fundamental Particles1.2.2Isotopes & Mass Number1.2.3Electron Shells, Sub-Shells & Orbitals1.2.4Electron Configuration1.2.5Ionisation Energy1.2.6Factors Affecting Ionisation Energies1.2.7Trends of Ionisation1.2.8Specific Impacts on Ionisation Energies1.2.9Electron Affinity1.2.10End of Topic Test - Atomic Structure1.2.11A-A* (AO2/3) - Atomic Structure
1.3

Chemical Bonding

1.3.1Ionic Bonding1.3.2Covalent & Dative Bonding1.3.3Shapes of Molecules1.3.4Intermolecular Forces1.3.5Intermolecular Forces 21.3.6Electronegativity1.3.7Bond Length, Bond Energy, & Bond Polarity1.3.8Metallic Bonding1.3.9Physical Properties1.3.10End of Topic Test - Bonding1.3.11A-A* (AO2/3) - Bonding
1.4

States of Matter

1.4.1Simple Covalent Molecules1.4.2The Ideal Gas Equation1.4.3States of Matter1.4.4Particle Diagrams1.4.5The Liquid State1.4.6Giant Ionic Lattices1.4.7Giant Metallic Lattices1.4.8Giant Covalent Structures1.4.9Graphene & Fullerene1.4.10Recycling
1.5

Chemical Energetics

1.5.1Calorimetry1.5.2Bond Enthalpies1.5.3Enthalpy Changes1.5.4Hess' Law1.5.5Born-Haber Cycles1.5.6Born-Haber Cycle Calculations1.5.7Entropy1.5.8Free Energy1.5.9End of Topic Test - Energetics
1.6

Electrochemistry

1.6.1Electrochemical Cells1.6.2Electrochemical Series1.6.3Commercial Application1.6.4Nernst Equation1.6.5Redox
1.7

Equilibria

1.7.1Dynamic Equilibrium & Le Chatelier1.7.2Kc1.7.3Kp1.7.4pH1.7.5The Ionic Product of Water1.7.6Weak Acids & Bases1.7.7Introduction to Solubility Equilibria1.7.8Solubility Equilibria Calculations1.7.9Free Energy of Dissolution1.7.10pH and Solubility1.7.11Common-Ion Effect1.7.12End of Topic Test - Kp & Electrochemistry1.7.13A-A* (AO2/3) - Electrochemical Cells
1.8

Partition Coefficient

1.8.1Kpc
1.9

Reaction Kinetics

1.9.1Collision Theory1.9.2Orders, Rate Constants & Equations1.9.3Rate Graphs1.9.4Rate Determining Step1.9.5Maxwell-Boltzmann Distribution1.9.6Catalysts1.9.7Homogeneous Catalysts1.9.8Heterogeneous Catalysts1.9.9End of Topic Test - Kinetics1.9.10End of Topic Test - Rate Equations1.9.11A-A* (AO2/3) - Rate Equations
2

Inorganic Chemistry

2.1

The Periodic Table

2.1.1The Periodic Table2.1.2Trends in the Periodic Table2.1.3End of Topic Test - Periodicity & Trends2.1.4Ceramics2.1.5Period 3 Elements & Oxides2.1.6Period 3 Oxides2.1.7End of Topic Test - Period 3
2.2

Group 2

2.2.1Group 2 Chemistry
2.3

Group 17

2.3.1Introduction to Halogens2.3.2Reactions of Halogens2.3.3Chlorine & Chlorate(I)2.3.4End of Topic Test - Group 172.3.5A-A* (AO2/3) - Periodicity, Group 2 & 17
2.4

Transition Metals

2.4.1General Properties2.4.2Titrations2.4.3Shapes of Complex Ions2.4.4Variable Oxidation States2.4.5Ligands2.4.6Colours of Ions2.4.7Stereoisomerism of Complex Ions2.4.8Cisplatin2.4.9Ligand Substitutions & Kstab2.4.10End of Topic Test - Transition Metals2.4.11A-A* (AO2/3) - Transition Metals
2.5

Nitrogen & Sulfur

2.5.1Nitrogen & Ammonia2.5.2Formulated vs Manure Fertilisers2.5.3Nitrogen Containing Fertilisers2.5.4Fertilizers & Eutrophication2.5.5Common Atmospheric Pollutants & Their Properties2.5.6Catalytic Converters2.5.7Atmospheric Oxides
3

Organic Chemistry & Analysis

3.1

Introduction to Organic Chemistry

3.1.1Naming Conventions3.1.2Mechanism3.1.3Isomerism3.1.4End of Topic Test - Introduction to Organic Chem
3.2

Hydrocarbons

3.2.1Fractional Distillation3.2.2Cracking3.2.3Combustion3.2.4Chlorination3.2.5End of Topic Test - Alkanes3.2.6Introduction to Alkenes3.2.7Reactions of Alkenes3.2.8Polymerisation Reactions3.2.9End of Topic Test - Alkenes3.2.10Arenes3.2.11Evidence for Structure of Arenes3.2.12Reactions of Benzene3.2.13End of Topic Test -Arenes
3.3

Halogen Derivatives

3.3.1Properties of Haloalkanes3.3.2Substitution Reactions of Haloalkanes3.3.3Environmental Impacts of Haloalkanes3.3.4End of Topic Test - Halogenoalkanes
3.4

Hydroxy Compounds

3.4.1Types of Alcohol3.4.2Oxidation 13.4.3Oxidation 23.4.4Elimination3.4.5Acids & Esters3.4.6Acyl Chlorides & Acylation3.4.7Phenols & Their Reactions3.4.8End of Topic Test - Alcohols
3.5

Carbonyl Compounds

3.5.1Carbonyls3.5.2Hydrogen Bonding & Carbonyls3.5.3Aldehydes & Ketones3.5.4Tri-Iodomethane Reaction3.5.5End of Topic Test -Carbonyls
3.6

Carboxylic Acids & Derivatives

3.6.1Properties of Carboxylic Acids3.6.2Esters3.6.3Acyl Chlorides3.6.4End of Topic Test - Carboxylic Acids
3.7

Nitrogen Compounds

3.7.1Nature & Preparation of Amines3.7.2Basicity & Nucleophilicity3.7.3Amides3.7.4Reactions of Amino Acids3.7.5Amino Acids
3.8

Polymerisation

3.8.1Properties of Addition Polymers3.8.2Condensation Polymerisation3.8.3Effects of Side-Chains on Polymers3.8.4Hydrolysis of Ester & Amide Groups3.8.5Proteins3.8.6DNA3.8.7Adhesive & Conducting Polymers3.8.8End of Topic Test - Amines & Proteins
3.9

Analytical Techniques

3.9.1Chromatography3.9.2High-Performance Liquid Chromatography3.9.3Gas Chromatography3.9.4IR Spectroscopy3.9.5Uses of IR Spectroscopy3.9.6Mass Spectrometry3.9.7Mass Spectrometry Analysis3.9.8Nuclear Magnetic Resonance3.9.9Carbon-13 NMR3.9.10Proton NMR I3.9.11Proton NMR II3.9.12End of Topic Test - Analytical Techniques3.9.13A-A* (AO2/3) - Analytical Techniques
3.10

Organic Synthesis

3.10.1Chirality & Drug Synthesis3.10.2Organic Synthesis3.10.3Examples of Synthetic Routes3.10.4End of Topic Test - Organic Synthesis

Practice questions on Proton NMR II

Can you answer these? Test yourself with free interactive practice on Seneca — used by over 10 million students.

  1. 1
    Three examples of suitable solvents for <sup>1</sup>H spectrometry:Fill in the list
  2. 2
    What is a good alternative to protons to use in the solvent for proton NMR spectroscopy?Multiple choice
  3. 3
    What is the common goal of both integration and using proton-free solvents?Flashcard
  4. 4
    A peak splits into a triplet.<br>What does this mean?Multiple choice
  5. 5
    Where would we expect to find the proton in the group -CHCl<sub>2</sub>- on a proton NMR spectrum and why?Multiple choice
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Proton NMR I

End of Topic Test - Analytical Techniques