Year 13 Synoptic Organics + NMR

Last updated over 1 year ago

15 questions

5

1

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

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:

Acylation

Hydrolysis

Substitution

esterification

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

propan-1-ol

Propane-1,2-diol

Propane-1,3-diol

Propane-1,2,3-triol

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

Infrared

Microwave

Radio wave

Ultraviolet

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

They involve addition

They involve substitution

As one bond is made, one bond is broken

The attack is on a planar group.

Only one of the first steps

Leads to the formation of a racemic mixture

Involves initial attack by a nucleophile

Involves initial attack by an electrophile

Leads to an elimination

Which of the molecules would exhibit optical isomerism?

W

X

Y

Z

Which of the molecules would exhibit geometric isomerism?

W

X

Y

Z

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

W only

W and X

W and Y

W and Z

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

X only

Z only

X and Y

X, Y, and Z

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

W only

W and X

W, X, and Z

X only

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:

A. chlorine

B. nitrogen

C. steam

D. not possible to state, as there should be a vacuum.

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

A. interactions with the stationary phase

B. interactions with the mobile phase

C. colours

D. solubility in the moving solvent.

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

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

Acylation

Hydrolysis

Substitution

esterification

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

propan-1-ol

Propane-1,2-diol

Propane-1,3-diol

Propane-1,2,3-triol

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

Infrared

Microwave

Radio wave

Ultraviolet

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

They involve addition

They involve substitution

As one bond is made, one bond is broken

The attack is on a planar group.

Only one of the first steps 

Leads to the formation of a racemic mixture

Involves initial attack by a nucleophile

Involves initial attack by an electrophile

Leads to an elimination

Which of the molecules would exhibit optical isomerism?

W

X

Y

Z

Which of the molecules would exhibit geometric isomerism?

W

X

Y

Z

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

W only

W and X

W and Y

W and Z

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

X only

Z only

X and Y

X, Y, and Z

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

W only

W and X

W, X, and Z

X only

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:

A. chlorine

B. nitrogen

C. steam

D. not possible to state, as there should be a vacuum.

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

A. interactions with the stationary phase

B. interactions with the mobile phase

C. colours

D. solubility in the moving solvent.

Year 13 Synoptic Organics + NMR

Year 13 Synoptic Organics + NMR

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

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: