Organic Synthesis And Analysis Flashcards

You may prefer our related Brainscape-certified flashcards:
1
Q

What compound is used as a reference for NMR (draw it)

A

Tetramethylsilane

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
2
Q

Why is TMS used as a reference (3)

A

It produces a single intense peak (all hydrogen and carbon atoms are equivalent)

It is non toxic and chemically inert

It is upfield (to the right) from nearly all peaks produced by hydrogen/ carbon atoms

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
3
Q

What is 13C nmr used for

A

To determine the number of carbon atoms in different environments

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
4
Q

What is the relationship of chemical shift values and the position of carbon atoms

A

The closer a c atom is to an electronegative atom the higher its chemical shift value

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
5
Q

What is the integration ratio

A

The area under the peaks on a 1H nmr spectrum are proportional to the number of hydrogen atoms in a specific environment

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
6
Q

What is the n+1 rule

A

The number of peaks in one cluster is one more than the number of hydrogens attached to the neighbouring carbon

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
7
Q

What is the name of something with 1,2,3 or 4 peaks

A

Singlet

Doublet

Triplet

Quartet

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
8
Q

What is the pattern of integration ratios

A

Binomial expansion

(1+x)^n where n us number of neighbouring hydrogens

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
9
Q

What does an integration of 3 or 9 usually represent

A

2 or 3 methyl groups in same environment

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
10
Q

What is the ruling in symmetrical molecules

A

Equivalent hydrogen atoms have no effect on each other so there is no splitting

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
11
Q

What solvents are used for 1H nmr

A

CCl4

CDCl3

CD2Cl2

D2O

Deterioum is used instead of hydrogen so that the hydrogen in sample isn’t confused with the one in the solvent

Refer to photo

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
12
Q

What is chromatography

A

A series of analytical techniques used to separate mixtures of compounds

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
13
Q

What is the stationary phase (3)

A

Phase that doesn’t move
It can be solid or liquid

The compounds in mixture adsorb to it

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
14
Q

What is the mobile phase

A

The phase that moves

Based on solubility the compounds move faster

Can be liquid or gas

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
15
Q

What is RF in TLC

A

Distance travelled by spot / distance travelled by solvent front

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
16
Q

What is true for rf values

A

Always less than 1

17
Q

What is the stationary phase in tlc

A

A piece of plastic coated with a thin layer of a solid like silica it alumina

18
Q

What is the mobile phase in TlC

A

A liquid solvent that moves up the plate

19
Q

Why is the line drawn in pencil

A

Ink is mixture of different inks that will also undergo tlc

Pencil is insoluble

20
Q

Why are the spots not close together

A

If they are too close they merge as they travel up the plate

21
Q

Why is the solvent below the pencil line

A

So that the sample doesn’t dissolve in the solvent before it can travel up the plate

22
Q

Why must you only use small spots

A

If it’s too big there will be too much sample so it can’t be carried by the solvent which leads to elongated smudges not clear tlc spots

23
Q

Why is the plate removed before the solvent reaches the top

A

For a clear reference of solvent front to calculate the rf values

24
Q

Why must the chamber have a lid

A

To have a saturated atmosphere of solvent so the plate doesn’t dry out

25
Q

What is the procedure of column chromatography

A

A glass tube is filled with the stationary phase (alumina or silica powder to increase surface area ) or an ion exchange resin in form of small granules

A filter or plug is used to retail the solid in the tube

Solvent is added to give or all the powder

26
Q

What is the stationary phase in column chromatography

A

Silica or alumina gel

27
Q

What is the mobile phase in column chromatography

A

A liquid solvent (eluent)

28
Q

What is the relation between retention times and solubility in column chromatography

A

The greater the solubility in the mobile phase the shorter its retention time and the faster it will come out of the column

29
Q

How do you determine whether your solvent should be polar or non polar

A

A polar sample has greater solubility in a polar solvent

A non polar sample has greater solubility in a non polar solvent

30
Q

What happens in gas chromatography

A

A column is paced with a solid or solid coated by a liquid and a gas is passed through the column under pressure at high temperature

31
Q

What is the stationary phase in gas chromatography

A

A capillary glass or metal tube filled with a solid or a liquid adsorbed onto the solid (this is the column)

32
Q

What is the mobile phase in gas chromatography

A

An inert carrier has such as helium, argon or nitrogen used to separate the volatile components of a mixture

33
Q

How is retention then recorded in gas chromatography

A

At the end of the column a range of detectors identify each components for example mass spectrometry

34
Q

What is gas chromatography mass spectrometry commonly used in (3)

A

Forensics

Environmental monitoring

Airport security system

35
Q

Why is mass spectrometry used

A

It is sensitive enough to detect minute quantities of substances

Produced spectra which can be compared to spectra of known compounds

36
Q

What is retention time based on

A

Difference in balance between solubility in the mobile phase and adsorption to the stationary phase