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ORGCHEM LAB
Expt. 6
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Alcohol
molecule containing the hydroxyl group that is bonded to the carbon atom of an alkyl or substituted alkyl
Hydroxyl
group contributes to the physical properties of alcohols
General formula of
Alcohol
: R-OH
Classification of Alcohols
Primary Alcohol
Secondary Alcohol
Tertiary Alcohol
Primary Alcohol
Carbon atom of the OH group is attached to only one / single alkyl group
Secondary Alcohol
Carbon atom of the OH group is attached to two alkyl groups on either side
Tertiary Alcohol
OH group is attached to the carbon atom which is connected to three alkyl groups.
Water -
0
Carbons
Primary (1º) Alcohol
- 1 carbon directly attached
Secondary (
2º
) Alcohol -
2
carbons directly attached
Tertiary (3º) Alcohol
- 3 carbons directly attached
Properties of Alcohol
Color -
Colorless
Physical State -
Liquid
Odor -
Fruity odor
Solubility with water -
soluble
(due to the presence of hydrogen in
hydroxyl
group)
Alcohol
most widely used
Alcohol
kills bacteria, fungi, but not endospores or naked viruses
Alcohol
used to mechanically wipe microbes off skin before injections of blood drawing
Alcohol
one of the best solvent
Alcohol
can be used as disinfectant and antiseptic
Alcohol
are fungisital (kills fungi)
SAR means
Structure Activity Relationship
Structure Activity Relationship
indicates that the activity of a molecule is based on its structure.
Structure Activity Relationship
Increase of #C = Increase of antimicrobial property (but only until the 8th C)
Structure Activity Relationship
Increase in primary chain length = increase in VDW = increase of ability to penetrate microbial membranes
Structure Activity Relationship
Increase in branching = decrease in VDW =
decrease
in antimicrobial property
In USP,
alcohol
is known as
ethanol
(ethyl alcohol, wine spirit)
Alcohol, USP
clear
,
colorless
,
volatile
liquid with a
burning
taste and a characteristic
pleasant
odor
Alcohol
,
USP
flammable, miscible with water in all proportions, and soluble in most organic solvents
Alcohol, USP
Commercial ethanol contains approximately
95% ethanol by volume
Rubbing alcohol
usually contains
70% ethanol
Rubbing alcohol is used as
astringent
(forms precipitate)
rubefacient
(redness to skin)
mild
local anesthetic (for
wounds
)
Dehydrated alcohol
absolute alcohol
Dehydrated alcohol
contains not less than 99% w/w of ethanol
Dehydrated alcohol
preparation
Dehydrated alcohol
very high affinity for water and must be stored in tightly sealed containers
Dehydrated alcohol
used as chemical reagent or solvent
Dehydrated alcohol
has no water (99%)
Isopropyl alcohol
primarily used as disinfectant for the skin and for surgical instruments
Isopropyl alcohol
rapidly bactericidal in the concentration range of 50% to 95%
Isopropyl alcohol
40% concentration is considered equal in antiseptic efficacy to a 60% ethanol in water solution
Adverse Drug Reaction
Nausea
Vomiting
Vasodilatory Flushing
(
redness
)
Antidote
(when exposed to
methanol
)
Adverse Drug Reaction
Ethanol
—> (alcohol dehydrogenase) —>
Acetaldehyde
—> (aldehyde dehydrogenase) —>
Acetate
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