13: Organic Chemistry Basics ✅ Flashcards

1
Q

electrophilic addition

definition

A

electron-rich region attacked by electrophile;
followed by addition of small molecule;
forming a single product

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2
Q

nucleophilic addition

definition

A

electron-deficient region attacked by nucleophile;
followed by addition of small molecule;
forming a single product

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3
Q

free-radical reaction mechanism

explanation

A

initiation: breaking covalent bond using energy from natural UV light; forms two free radicals
propagation: free radicals attack reactant molecules, producing more free radicals
termination: two free radicals react with each other to form a product molecule

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4
Q

free radical substitution

definition

A

a substitution reaction involving free radicals as a reactive intermediate using a free radical reaction mechanism

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5
Q

nucleophilic substitution

definition

A

a nucelophile displaces another nucleophile

the displaced nucleophile is the ‘leaving group’

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6
Q

homolytic fission

definition

A

each atom in a molecule takes an electron from their covalent bond to form two free radicals;
the covalent bond is broken

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7
Q

heterolytic fission

definition

A

the more electronegative atom in a molecule takes both electrons from their covalent bond;
positive and negative ions are formed;
the covalent bond is broken

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8
Q

initiation

definition

A

breaking covalent bond in a free-radical reaction mechanism using energy from natural UV light;
forms two free radicals

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9
Q

propagation

definition

A

free radicals attack reactant molecules in a free-radical reaction mechanism, producing more free radicals

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10
Q

termination

definition

A

free radicals react with each other in a free-radical reaction mechanism, to form a product molecule

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11
Q

free radical

definition

A

a species with one or more unpaired electrons

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12
Q

hydrocarbon

definition

A

a compound made up of carbon and hydrogen atoms only

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13
Q

sp³ hybridised

A

refers to carbon atoms that have formed four σ bonds

tetrahedral arrangement with bond angles of 109.5°

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14
Q

sp² hybridised

A

carbon atoms that use only three of their electron pairs to form a σ bond

trigonal planar arrangement; 120°

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15
Q

sp hybridised

A

Carbon atoms that have used only one of their electron pair to form a σ bond

linear arrangement with bond angles 180°

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16
Q

arrangement of sp³ hybridised molecule

A

tetrahedral with 109.5° bond angle

17
Q

arrangement of sp² hybridised molecule

A

trigonal planar with 120° bond angle

18
Q

arrangement of sp hybridised molecule

A

linear with 180° bond angle

19
Q

optical isomer / enantiomer

definition

A

A molecule with a non super-imposable mirror image

20
Q

homologous series

definition

A

a group of organic compounds that have the same functional group, the same general formula and the same chemical properties

21
Q

unsaturated hydrocarbons

definition

A

hydrocarbons which contain carbon-carbon double or triple bonds

22
Q

elimination reaction

definition

A

a reaction in which a small molecule (such as H₂O or HCl) is removed from an organic molecule

23
Q

hydrolysis

definition

A

a reaction in which a compound is broken down by water, dilute acids or alkalis

24
Q

condensation reaction

definition

A

a reaction in which two organic molecules join together and in the process eliminate small molecules (such as H₂O or HCl)

25
the two types of hybridised carbons that force the molecule to adopt a planar configuration
sp² hybridised → trigonal planar arrangement sp hybridised → linear arrangement
26
structural isomerism | definition
when compounds have the same molecular formula but different structural formulae
27
three types of structural isomerism
1. chain isomerism 2. functional group isomerism 3. positional isomerism
28
chain isomerism
when compounds have the same molecular formula, but their longest hydrocarbon chain is not the same | caused by branching
29
positional isomerism
differences in the position of a functional group in each isomer | functional group can be located on different carbons
30
functional group isomerism
When different functional groups result in the same molecular formula, functional group isomers arise ## Footnote isomers have very different chemical properties because they have different functional groups
31
stereoisomerism | definition
when molecules have the same structural formula but their atoms are arranged differently in space
32
two types of stereoisomerism
1. Geometrical (cis/trans) isomerism 2. Optical isomerism
33
geometrical (cis/trans) isomerism
found in unsaturated/ring compounds compounds have different physical and chemical properties
34
optical isomerism
when a carbon atom in a molecule is bonded to four different groups of atoms (chiral centre)
35
characteristics of enantiomers
* non super-imposable mirror images of each other * differ in their ability to rotate the plane of polarised light - one enantiomer will rotate it clockwise and the other anticlockwise * for every chiral centre, there are 2^n enantiomers in total
36
origin of geometrical (cis/trans) isomerism in unsaturated compounds
free rotation of the bonds about the C=C bond is not possible due to the presence of a π bond | groups attached to the C=C carbons remain fixed in their position