Year 13 Synoptic Organics + NMR

5

Use chemical shift data from the Data Booklet to sketch the high resolution proton nmr spectrum for ethanol.  The peaks do not overlap.  Explain the number of peaks, their splitting pattern and the ratio of the areas under each set of peaks

(use this to identify the peaks)

M1     _______  (proton / hydrogen) environments  NOTE: This must be stated.    (1)

M2   _______  singlet and _______  triplet and _______  quartet (1) 

M3   Splitting is due to (_______ ) rule     (1) 

M4 (Area ratios of peaks) _______ : _______   : _______  relative order and consistent with CH3CH2OH Can be shown on annotated (displayed) formula of ethanol  (1)

M5  (Chemical shift values, δ, in ppm) Give the environment number

_______  = 2.0 - 4.0, 

_______  = 0.1 - 1.9, 

_______  = 3.0 - 4.2

Allow any single value, or range of values, within these ranges

1

Tetramethylsilane, Si(CH3)4, is used as a reference standard in nmr spectra.Suggest why it gives a very strong signal in the spectrum.

1

ate the type of radiation that is used to create the nmr spectrum

1

Consider the reaction CH₃COOC₂H₅ + CH₃OH → CH₃COOCH₃ + C₂H₅OH. This is an example of:

1

When a vegetable oil such as palm oil is hydrolysed, the alcohol produced is:

1

Which of the following types of radiation can directly result in bond breaking?

1

The first steps of two different reaction mechanisms are shown. What do both reaction mechanism steps have in common?

1

Only one of the first steps

1

Which of the molecules would exhibit optical isomerism?

1

Which of the molecules would exhibit geometric isomerism?

1

Which of the molecules would produce iodoform when reacting with iodine in alkaline solution?

Take care here, remember that this is an oxidation reaction!

https://www.chemguide.co.uk/organicprops/alcohols/iodoform.html#top

1

Which of the molecules would be oxidized to a carboxylic acid using acidified sodium dichromate(VI)?

1

Which of the molecules would form a crystalline product with 2,4-dinitrophenylhydrazine?

1

Chromatography is used to separate the components of a mixture and can be carried out in a range of different ways.

(a) A suitable example of a 'carrier gas' in gas chromatography is:

1

Tetramethylsilane, Si(CH3)4, is used as a reference standard in nmr spectra.Suggest why it gives a very strong signal in the spectrum.

ate the type of radiation that is used to create the nmr spectrum

Consider the reaction CH₃COOC₂H₅ + CH₃OH → CH₃COOCH₃ + C₂H₅OH. This is an example of:

When a vegetable oil such as palm oil is hydrolysed, the alcohol produced is:

Which of the following types of radiation can directly result in bond breaking?

The first steps of two different reaction mechanisms are shown. What do both reaction mechanism steps have in common?

Only one of the first steps

Which of the molecules would exhibit optical isomerism?

Which of the molecules would exhibit geometric isomerism?

Which of the molecules would produce iodoform when reacting with iodine in alkaline solution?Take care here, remember that this is an oxidation reaction!https://www.chemguide.co.uk/organicprops/alcohols/iodoform.html#top

Which of the molecules would be oxidized to a carboxylic acid using acidified sodium dichromate(VI)?

Which of the molecules would form a crystalline product with 2,4-dinitrophenylhydrazine?

Chromatography is used to separate the components of a mixture and can be carried out in a range of different ways. (a) A suitable example of a 'carrier gas' in gas chromatography is:

Separation is achieved in gas chromatography due to the components in the mixture having different:

Which of the molecules would produce iodoform when reacting with iodine in alkaline solution?

Take care here, remember that this is an oxidation reaction!

https://www.chemguide.co.uk/organicprops/alcohols/iodoform.html#top

Chromatography is used to separate the components of a mixture and can be carried out in a range of different ways.

(a) A suitable example of a 'carrier gas' in gas chromatography is: