25 Nomenclature and isomerism Flashcards
alkene
suffix- ene
prefix -
alkynes
suffix- yne
prefix -
halogenoalkanes
suffix-
prefix - halo-
(fluoro-, chloro-, bromo-, iodo- )
carboxylic acids
suffix- oic acid
prefix -
anhydrides
suffix- anhydride
prefix -
ester
suffix- oate
prefix -
acyl chloride
suffix- oyl chloride
prefix -
amides
suffix- amide
prefix -
nitriles
suffix- nitrile
prefix -
aldehydes
suffix- al
prefix -
ketone
suffix-one
prefix -
alcohols
suffix-ol
prefix - hydroxy
amines
suffix- amine
prefix - amino
different types of isomerism
different functional groups
have a functional group attached to the main chain at a different point
the different arrangement of carbon atoms in the skeleton of the molecule
optical isomer
pairs of molecules that are non-superimposable mirror images
occurs when four different substituents attached to one carbon atom
(Optical isomerism is a form of stereoisomerism and occurs as a result of chirality in molecules, limited to molecules with a single chiral centre)
chiral
a chiral molecule exists in two mirror images forms that are not superimposable
chiral centre
an atom to which four different atoms or groups are bonded. the presence of such an atom causes the parent molecule to exist as a pair of nonsuperimposable mirror images
polaroid
all the vibrations are cut out except those in one plane
polarimeter
- polarised light is passed through two solutions of the same concentration, each containing different optical isomer of the same substance
- one solution will turn clockwise and another will turn anticlockwise
racemate
50:50 mixture of two optically active compounds
Synthesis of 2-hydroxypropanic acid (lactic acid)
Hydrogen cyranide and ethanal = 2-hydroxypropanenitrile
( nucleophilic addition)
2-hydroxpropanenitrile + hydrogen chloride = lactic acid
Optical isomers in the drug industry
Some drigs are optically active molecules. Many drugs work by a molecule of the active ingredient fitting an area of the cell, so only one optical isomer would fit.
But one isomer could be dangerous
1-separate isomers
2-sell the mixture as a drug
3- design an alternative synthesis of the drug that makes only the required isomer
stereoisomerism
same molecular formula
samme structure
different position of atoms in space
chirality
ability to be a optical isomerism
lactic acid
2-hydroxypropanic acid
Ibuprofen
work by = molecules of the active ingredient fitting an area of the cell
one optical isomer is effective ( the other one is harmful )
options
1-separte the two isomers
2-sell drugs as a mixture
3-desgin an alternative synthesis that isomer
(enantiomers)
An asymmetric carbon atom is chiral and gives rise to optical isomers (enantiomers), which exist as non super- imposable mirror images and differ in their effect on plane polarised light. racemic mixture (racemate)
how to make hydroxynitriles
The nucleophilic addition reactions of carbonyl compounds with KCN, followed by dilute acid, to produce hydroxynitriles.
nucleophilic addition
reduced to primary alcohols
Aldehydes can be reduced to primary alcohols, and ketones to secondary alcohols, using NaBH4 in aqueous solution. These reduction reactions are examples of nucleophilic addition.