Organic Chem 9 Flashcards
what is chromatography used for?
to separate different substances in a mixture
principle of chromatography
a mobile phase will carry a dissolved mixture through a stationary phase. The separation occurs, as some of the components of the mixture tend to be held by the stationary phase and move more slowly than those that mix well with the mobile phase
mobile phase
a solvent
stationary phase
paper or thin layer of aluminium oxide
TO SEPARATE A MIXTURE OF INDICATORS USING CHROMATOGRAPHY
those that do not dissolve easily in the solvent
will come out of the solution and appear on the paper as a spot
TO SEPARATE A MIXTURE OF INDICATORS USING CHROMATOGRAPHY
those that dissolve well
will be carried up the paper further and will eventually appear as spots on the paper at different intervals
TO SEPARATE A MIXTURE OF INDICATORS USING CHROMATOGRAPHY
how to get results
by finding Rf values
TO SEPARATE A MIXTURE OF INDICATORS USING CHROMATOGRAPHY
Rf=
distance travelled by solvent front
TO SEPARATE A MIXTURE OF INDICATORS USING CHROMATOGRAPHY
first step
solvent added to the bottom of the glass jar, to a depth of about 1 cm and allow to stand for a while
TO SEPARATE A MIXTURE OF INDICATORS USING CHROMATOGRAPHY
why do you allow to stand
to allow the tank to become saturated with the solvent’s vapour
TO SEPARATE A MIXTURE OF INDICATORS USING CHROMATOGRAPHY
what do you do to the paper
make a line near the top with a pencil and another near the bottom
TO SEPARATE A MIXTURE OF INDICATORS USING CHROMATOGRAPHY
next step - making a small concentrated spot of mixture
a small spot of mixture of indicators was placed on the line with a capillary tube and dried with a hair dryer. repeat several times
TO SEPARATE A MIXTURE OF INDICATORS USING CHROMATOGRAPHY
putting paper into jar
place in glass jar with spot side down, do not immerse spot, paper just touches solvent, attach paper to glass rod using sellotape
TO SEPARATE A MIXTURE OF INDICATORS USING CHROMATOGRAPHY
everything is set up
allow to run until the solvent reached the line at the top of the paper
TO SEPARATE A MIXTURE OF INDICATORS USING CHROMATOGRAPHY
when solvent reaches top
paper is removed and dried
TO SEPARATE A MIXTURE OF INDICATORS USING CHROMATOGRAPHY
what does not allow for accurate results?
the particles of the stationary phase are not small and uniform in size 1
USING THIN LAYER CHROMATOGRAPHY
what do TLC plates have the stationary phase as
a layer of aluminium oxide or silica gel spread thinly and evenly over aluminium foil
USING THIN LAYER CHROMATOGRAPHY
what does the foil provide
support for the stationary phase
USING THIN LAYER CHROMATOGRAPHY
why is it more efficient than paper chromatography
the particles in the stationary phase are smaller and uniform in size, more accurate separation of the components in the mixture
USING THIN LAYER CHROMATOGRAPHY
what speeds up saturation of jar with solvent
a piece of filter paper was cut to fit around the walls of the glass jar
USING THIN LAYER CHROMATOGRAPHY
what was first added?
industrial methylated spirits was added to allow it to saturate the paper and give a depth of about 1cm
USING THIN LAYER CHROMATOGRAPHY
after spirits added
jar is covered and let stand for a wile
USING THIN LAYER CHROMATOGRAPHY
what do you do the plate
line drawn at the top and the bottom of the plate
USING THIN LAYER CHROMATOGRAPHY
after line drawn
a small drop of the mixture is placed on the line at the bottom of the plate and dried using a hairdryer
USING THIN LAYER CHROMATOGRAPHY
where do you put the plate
the plate was stood in the jar making sure that the spot was above the solvent level
USING THIN LAYER CHROMATOGRAPHY
after everything has been set up
the chromatogram was allowed to run until the solvent had risen to the pencil line at the top of the plate
USING THIN LAYER CHROMATOGRAPHY
when it has reached the top
plate removed and allowed to dry
USING THIN LAYER CHROMATOGRAPHY
why is filter paper placed around the walls of the glass jar
to speed up saturation of the tank with solvent vapour
USING THIN LAYER CHROMATOGRAPHY
why are two lines drawn on the TLC plate
one line is needed to indicate where the samples start from, and the other to indicate the distance travelled by the solvent front, which enables the Rf values to be calculated
USING THIN LAYER CHROMATOGRAPHY
when is it possible to separate components of a mixture using thin layer chromatography?
when one of the components is attracted to significantly different extents by the stationary phase and/or the mobile phase
USING THIN LAYER CHROMATOGRAPHY
when two substances are found to have identical Rf values, what does this mean?
the two substances may be the same, but further evidence is necessary to establish this conclusively
2 social and applied aspects of TLC
used in the pharmaceutical industry to determine the purity of drugs
used in forensic science to separate colours in dyes extracted from fibres
USING COLUMN CHROMATOGRAPHY
stationary phase and where does it go
silica gel, placed in a long glass tube (column)
USING COLUMN CHROMATOGRAPHY
what prevents the material from running out
glass wool at the end
USING COLUMN CHROMATOGRAPHY
solvent for non-polar substances
ethanol
USING COLUMN CHROMATOGRAPHY
solvent for polar substances
water
USING COLUMN CHROMATOGRAPHY
how and why is silica kept saturated
kept saturated with the solvent to prevent it from drying out
USING COLUMN CHROMATOGRAPHY
where does the mixture go?
added to the top of the column
USING COLUMN CHROMATOGRAPHY
how does it separate
the components are adsorbed to a different extent along the column
elution
passing solvent through the column
eluent
solvent
USING COLUMN CHROMATOGRAPHY
first step
the solid phase extraction column was flushed through with methanol using the plunger of the syringe
USING COLUMN CHROMATOGRAPHY
second step
the column is then flushed through with water
USING COLUMN CHROMATOGRAPHY
what do you do with the mixture
a sample was placed on top of the column to a depth of 1mm
USING COLUMN CHROMATOGRAPHY
methanol solution
added to the syringe
USING COLUMN CHROMATOGRAPHY
once everything is set up
mixture flows down through column
USING COLUMN CHROMATOGRAPHY
separation
separation occurs as the mixture appears as bands of different colours
USING COLUMN CHROMATOGRAPHY
final step
different components of the mixture were collected in separate beakers
USING COLUMN CHROMATOGRAPHY
when is it possible to separate components of a mixture using column chromatography?
when one of the components is attracted to significantly different extents by the stationary phase and/or the mobile phase
USING COLUMN CHROMATOGRAPHY
what is the purpose of the syringe in this experiment?
to allow the solvent to be forced through the column under pressure, thereby achieving a rapid separation
USING COLUMN CHROMATOGRAPHY
why is an adapter necessary?
to enable the syringe to be fitted exactly into the column, without this, it is not possible to force the liquid through the column under pressure
USING COLUMN CHROMATOGRAPHY
why is it necessary to flush the column with methanol and then water before using it?
methanol will remove any residual organic material from the column, water will then remove any remaining methanol
TO SEPARATE A MIXTURE OF INDICATORS USING CHROMATOGRAPHY
why is the gas jar not used for a time after the solvent has been added?
to allow time for the tank to become saturated with solvent vapour
TO SEPARATE A MIXTURE OF INDICATORS USING CHROMATOGRAPHY
why are two lines drawn on the paper
one line is needed to indicate where the samples start from, and the other to indicate the distance travelled by the solvent front, which enables the Rf values to be calculated
TO SEPARATE A MIXTURE OF INDICATORS USING CHROMATOGRAPHY
when 2 substances are found to have 2 different Rf values in an experiment carried out under the same conditions, what does this mean?
the 2 substances are not identical
5 instrumental methods of separation and analysis
mass spectrometry gas chromatography (GC) high performance liquid chromatography (HPLC) Infra-Red spectrometry (IR) Ultra-violet spectrometry (UV)
GAS CHROMATOGRAPHY
gas is in
mobile phase
GAS CHROMATOGRAPHY
stationary phase
a high boiling point liquid spread on silica gel packed into a long coiled tube of small diameter
GAS CHROMATOGRAPHY
where is tube kept
in a temperature controlled oven
GAS CHROMATOGRAPHY
where do you put the sample
injected into the column
GAS CHROMATOGRAPHY
what is done to the column when sample is in
column is heated to vaporise the sample and it is carried through by a gas such as nitrogen or helium, as these are
unreactive gases
GAS CHROMATOGRAPHY
separation
the components of this mixture separate out at different rates as they are carried through the column
GAS CHROMATOGRAPHY
how results are recorded
as each component leaves the column, a detector records a signal and plots a chart called a gas chromatogram
GAS CHROMATOGRAPHY
how do components show up on the chromatogram
as a peak
GAS CHROMATOGRAPHY
what is it used for
to measure the level of alcohol in our blood or urine and in drug test samples from athletes
HIGH PERFORMANCE LIQUID CHROMATOGRAPHY
function
used to determine non-volatile components of a mixture
HIGH PERFORMANCE LIQUID CHROMATOGRAPHY
particles of the solid phase and what can you do
very small, pressure is used to force the mixture through
HIGH PERFORMANCE LIQUID CHROMATOGRAPHY
temperature and why
temperature not as high as GC so this prevents the decomposition of substances at high temperatures
HIGH PERFORMANCE LIQUID CHROMATOGRAPHY
pressure
the column is not as long and made of material that can withstand the high pressures used
HIGH PERFORMANCE LIQUID CHROMATOGRAPHY
where is it used
in food analysis - growth promoters in meat and vitamins in food
INFRA-RED SPECTROMETRY
organic compounds
organic compounds absorb infra-red radiation (the bonds do) and the bonds begin to vibrate
INFRA-RED SPECTROMETRY
different bonds
different bonds absorb different amounts of energy and so vibrate differently
INFRA-RED SPECTROMETRY
finger-print
the vibrations are like a fingerprint for each molecule and the molecules can be identified by checking them against a data-base
INFRA-RED SPECTROMETRY
what is it used for
to identify plastics and drugs
ULTRA-VIOLET SPECTROMETRY
what may happen when a substance absorbs ultra-violet light
an electron may be promoted o a higher energy level and a spectrum is obtained
ULTRA-VIOLET SPECTROMETRY
max absorption
max absorption usually occurs at a certain wavelength, and this helps to identify the compound and its concentration, as absorbance is related to concentration
ULTRA-VIOLET SPECTROMETRY
what is it used for?
quantitive determination of organic compounds e.g drug metabolites and plant pigments
RECRYSTALLISATION OF BENZOIC ACID AND DETERMINATION OF ITS MELTING POINT
principle
more solute is soluble in hot solvent than in cold solvent
RECRYSTALLISATION OF BENZOIC ACID AND DETERMINATION OF ITS MELTING POINT
first step
5g benzoic acid placed in a beaker and dissolved in a minimum of hot water
RECRYSTALLISATION OF BENZOIC ACID AND DETERMINATION OF ITS MELTING POINT
why a minimum of hot water
to maximise the yield - benzoic acid does not remain in solution on cooling
RECRYSTALLISATION OF BENZOIC ACID AND DETERMINATION OF ITS MELTING POINT
first filtration
this hot solution was filtered through a Buchner funnel (under suction, fast), insoluble impurities remain on the filter paper
RECRYSTALLISATION OF BENZOIC ACID AND DETERMINATION OF ITS MELTING POINT
after first filtration
filtrate was allowed to cool slowly
RECRYSTALLISATION OF BENZOIC ACID AND DETERMINATION OF ITS MELTING POINT
second filtration
excess solvent filtered off and crystals remain on filter paper and allowed to dry
MELTING POINT DETERMINATION
first step
some crystals tapped into the open end of a melting point tube, until 0.5cm full at the end of the tube
MELTING POINT DETERMINATION
thermometer
attach tube to thermometer with rubber band
MELTING POINT DETERMINATION
prepare boiling tuber
boiling tube half-filled with liquid paraffin and the tube and thermometer were placed in the boiling tube
MELTING POINT DETERMINATION
everything is prepared
place boiling tube over bunsen burner and heat, stir liquid paraffin thoroughly throughout
MELTING POINT DETERMINATION
find results
the temperature at which the crystals started to melt was noted and recorded
MELTING POINT DETERMINATION
after it is done
allow paraffin to cool to 10ºC and repeat with fresh crystals, heat more slowly and record
MELTING POINT DETERMINATION
how is melting indicated
by the formation of a visible meniscus
MELTING POINT DETERMINATION
if the crystals are pure
a sharp melting point will be recorded
MELTING POINT DETERMINATION
if the crystals are impure
a melting point range will be recorded
cracking
a process that involves breaking up long chain hydrocarbons for which there is low demand into short chain hydrocarbons for which there is high demand
2 types of cracking
catalytic cracking or thermal cracking
cracking, for every bond broken
a double bond must be formed in a product molecule
if a molecule is cracked in 2 places
there will be 3 products and 2 will have a C=C