General Chemistry Second YEAR Level
General Chemistry Second YEAR Level
General Chemistry Second YEAR Level
Group : A
Name of Experiment : PROPERTIES OF ALCOHOLS
PURPOSE
a) Examine molecular models and observe some physical and
chemical properties of selected alcohols.
INTRODUCTION
Alcohols are organic compounds containing an -OH functional group
bonded to a carbon atom. There are three classes (types) of alcohols:
primary, secondary, and tertiary as shown below. Primary alcohol:
RCH2OH the ‘R’, an alkyl group, and the –OH are attached to a
primary carbon atom, a carbon bonded to one other carbon atom
(highlighted). Secondary alcohol: R2CHOH, the 2 ‘R’ alkyl groups, and
the -OH are attached to a secondary carbon atom, a carbon attached
to two other carbon atoms from the 2 ‘R’(CH3-), 37 Tertiary alcohol:
R3COH the 3 ‘R’ alkyl groups, and the –OH are attached to a tertiary
carbon atom (highlighted), a carbon attached to three other carbon
atoms from the 3 ‘R’ (CH3-) The International Union of Pure and
Applied Chemistry (IUPAC) method of nomenclature for alcohols use
the ending ol. Change the ‘e’ ending of an alkane to ol (i.e methane
to methanol ethane to ethanol). R = represents any alkyl group
Physical Properties
Molecular State- Straight-chain alcohols with up to 12 carbon atoms
are liquids. Solubility- Alcohols with a small organic part such as
methanol or ethanol are much like water, thus miscible with water.
Alcohols with a larger organic radical are more like alkanes and less
like water. Alcohols with more than two –OH groups are more water
soluble than similar alcohols with only one –OH group. In general
each –OH group can solubilize four to five carbons Melting (Fusion),
Boiling points and Density- Straight-chain alcohols that have up to 12
carbons have boiling points that are considerably higher than the
related alkanes, Alcohols with two or more –OH groups have higher
boiling points. Because the structural similarities between alcohols
and water, their physical properties are also similar. Hydrogen
bonding has a great influence on the physical properties of alcohols.
Alcohols with short carbon chains are quite soluble in water. Their
solubility is due to intermolecular hydrogen bonding with water
molecules, as shown in Figure 1(b). However, the water solubility
of alcohols begins to decrease as the length of the
carbon chain increases. As the number of carbon
atoms increases, the non-polarity of the larger
hydrocarbon chain offsets the polarity of the –OH
group. Alcohols with longer carbon chains are
insoluble. Because they are less dense than water,
insoluble alcohols will form a layer on top of the water
surface.
Chemical Properties of Alcohols
Alcohols are neutral compounds; the hydroxyl group does not ionize. However, the alcohol
functional group is chemically reactive in other ways. Alcohols can be dehydrated.
Depending upon the reaction conditions, loss of a water molecule forms either an ether or
an alkene. Oxidation of alcohols by strong oxidants such as K2Cr2O7 in H2SO4 is possible,
but differs depending on the degree of alcohol. Examples a, b, and c below show how a
primary, secondary, and tertiary alcohol respectively respond to treatment of oxidants. If a
reaction has occurred using K2Cr2O7 in H2SO4, there is a color change from orange to
green. 39 In this experiment, an acidic sodium dichromate solution, which is orange in color
and contains Cr6+, will be used to oxidize alcohols. As the alcohol is oxidized, the Cr6+ is
reduced to Cr3+, which turns the solution a blue-to-green color. The appearance of this
blue-to-green color within one minute is considered a positive test for a primary or a
secondary alcohol