Experimental Determination Of Structure Flashcards

1
Q

What is carried out to verify the chemical structure of a substance

A

In organic chemistry a number of experimental techniques are carried out to verify the chemical structure of a substance

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2
Q

What is elemental microanalysis used to determine

A

Elemental microanalysis is used to determine the masses of C, H, O, S and N in a sample of an organic compound in order to determine it’s empirical formula

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3
Q

What does an empirical formula show

A

An empirical formula shows the simplest ratio of the elements in a molecule

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4
Q

Elemental microanalysis can be determined from

A
  • combustion product masses
  • percentage product by mass
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5
Q

What can be used to determine the accurate GFM and structural features of an organic compound

A

Mass spectrometry can be used to determine the accurate gram formula mass (GFM) and structural features of an organic compound

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6
Q

Table for calculating empirical formula

A

Element. C. H. O

%comp.

%/GFM

ans/smallest n

Ratio.

Whole number

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7
Q

In mass spectroscopy what does the peak with the highest mass/charge ratio represent

A

The peak with the highest mass/charge ratio will usually represent the un-fragmented ionised parent molecule, from which the formula mass of the compound can be determined

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8
Q

Note

A

This is NOT the highest peak it is the one furthest to the right on the x axis

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9
Q

What does knowing the mass of the parent ion and the elemental analysis allow

A

Knowing the elemental analysis (what elements are in the compound) and the mass of the parent ion allows the molecular formula for the compound to be determined

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10
Q

Eg hydrocarbon with mass of 58

A

How many carbons? 4x12 = 48
How many hydrogens? 10 x 1 =10

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11
Q

How can we identify unknown compounds

A

We can identify unknown compounds by comparing and matching their mass spectrum with mass spectra of known compounds. However care must be taken when a analysing mass spectra as different compounds can have very similar spectra

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12
Q

What is the technique of infrared spectroscopy used for

A

Infrared (IR) spectroscopy is a technique used to identify functional groups in organic molecules by analysing how they absorb infrared light

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13
Q

What happens when infrared radiation is absorbed by organic compounds

A

When infrared radiation is absorbed by organic compounds, bonds within the molecule
vibrate (stretch and bend).

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14
Q

What does the wavelength of infrared radiation absorbed depend on

A

The wavelengths of infrared radiation that are absorbed depend on the type of atoms that make up the bond and the strength of the bond.

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15
Q

X - axis infra-red spectroscopy

A

Wavenumber (cm-1) - measures frequency of vibration (higher = stronger bonds)

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16
Q

Y- axis in infra-red spectroscopy

A

Transmittance (%) - how much light passes through the sample (lower transmittance = stronger absorption)

17
Q

What happens when infrared radiator is passed through a sample of the organic compound

A

In infrared spectroscopy, infrared radiation is passed through a sample of the organic
compound and then into a detector that measures the intensity of the transmitted radiation at different wavelengths.

18
Q

Solution triangle

A

Mg
ppm. Litres

19
Q

Solid ppm triangle

20
Q

What is 1ppm

A

1ppm is 1 part per million

21
Q

What is 1mg

A

1mg is 1milligram (1/1000g)

22
Q

What is 1ppm = to

A

1ppm = 1mg per litre or 1mg per kg

23
Q

In mass spectrometry what is bombarded by high energy electron

A

In mass spectrometry, a small sample of an organic compound is bombarded by
high-energy electrons. This removes electrons from the organic molecule generating
positively charged molecular ions known as parent ions. These molecular ions then break
into smaller positively charged ion fragments.

24
Q

What is proton nuclear magnetic resonance spectroscopy

A

Proton nuclear magnetic resonance spectroscopy (proton NMR or 1H NMR) can give information about the different chemical environments of hydrogen atoms (protons or 1H) in an organic molecule, and about how many hydrogen atoms there are in each of these environments.

25
What happens as a result of absorption of radiation in the radio frequency region of the ER spectrum
Absorption of radiation in the radio frequency region of the electromagnetic spectrum causes the 1H nuclei to ‘flip’ from the lower to the higher energy alignment. As they fall back from the higher to the lower energy alignment the emitted radiation is detected and plotted on a spectrum.
26
What is the chemical shift related to
In a 1H NMR spectrum the chemical shift, δ , (peak position) is related to the environment of the 1H atom and is measured in parts per million (ppm).
27
What is the area under the peak related to
The area under the peak is related to the number of 1H atoms in that environment and is often given by an integration curve on a spectrum. The height of an integration curve is proportional to the number of 1H atoms in that environment, and so a ratio of 1H atoms in each environment can be determined.
28
What is the standard reference substance used in 1^H NMR spectroscopy
The standard reference substance used in 1H NMR spectroscopy is tetramethylsilane (TMS), which is assigned a chemical shift value equal to zero.
29
How can 1^H NMR spectra be obtained
1H NMR spectra can be obtained using low-resolution or high-resolution NMR.
30
What is the difference between high resolution NMR and low resolution NMR
High-resolution 1H NMR uses higher radio frequencies than those used in low-resolution 1H NMR and provides more detailed spectra.
31
What can happen as a result of interaction with 1H atoms in a high resolution
In a high-resolution 1H NMR an interaction with 1H atoms on neighbouring carbon atoms can result in the splitting of peaks into multiplets.
32
What does the number of 1^H atoms on neighbouring carbon atoms determine
The number of 1H atoms on neighbouring carbon atoms will determine the number of peaks within a multiplet and can be determined using the n+1 rule, where n is the number of 1H atoms on the neighbouring carbon atom
33
Low and high resolution can be
Low- and high-resolution 1H NMR spectra can be analysed, and low-resolution 1H NMR spectra can be sketched for any given compound.
34
How to convert wave number into wavelength
Wave number = 1/lambda = 1/1700 Lambda = 2.946 x10^-4 cm = 2.946 x10^-6 m