Chapter 12 alkanes Flashcards
What are the uses of alkanes
- main componets in natural gas and crude oil
- mainly used in fuels
What is the general formula of alkanes
CnH2n+2
Describe the bonding in alkanes
- alkaes are saturated hydrocarbons containing only carbon and hydrogen atoms joined together by single covalent bonds
- each carbon atom is joined by four other atoms in single bonds
- these are called sigma bonds
- each carbon in an alkane has four sigma bonds
What is a sigma bond
- the result of the overlap of two orbitals one from each bonding atom
- ach overlapping orbital contain one electron so the sigma bond has two electrons shared between bonding atoms
- line directly between bonding atoms
What are the shapes of alkanes and how are they determined
- each carbon is surrounded by four electron pairs in four sigma bonds
- repulsion between these electron pairs result in a tetrahedral arrangment
- each bond angle is approxmatley 109.5
- sigma bonds lallow the atoms to rotate freely
what is the effect of chain length on boiling point
- as chain length increases the molecules have a larger surface area so more surface contact is possible between these molecules
- so more londo forced between molecule so more energy equired to overcome the forces
Describe the effect of branching on boiling points of alkanes
- increased branching there are fewer surface points of contact between molecules so fewer london forces
- branches get in the way prevent the branched molecule getting as close together
- boiling point lowers as less energy to overcome fewer london forces
Describe the reactivity of alkanes
- alkanes to not react with most common reagents
- lack reactivity a C-C and C-H bonds are stron
- C-C bonds are non polar
- the electronegativity of carbon and hydrogen is so similar that the C-H bond can be considered non polar
Describe the combustion of alkane
- react with plentiful supply of oxyfen to produce carbon dioxide and water
- give ut heat and so are used as fuels
Describe the incomplete combustion of alkanes
- in limited supply of oxygen
- each CH2 need an exctra 1.5 O2 for complete combustion
- can form toxic carbon monoxide, carbon as soot and water
When can incomplete combustion occur
- closed space
- car engine
- faulty heating sytems
- inadquate ventilation
Describe the reaction of alkanes with halogens
- prescence of sunligt alkanes react with halogens
- high energy ultraviolet radiation provides energy for reaction to tak eplact
- substitution reaction as hydrogen atom has been substitued with halogen atom
What is the mecahnism for the bromination of alkanes
- radical substitution
- three stages initiation, propagation and termination
Describe initiation of radical substitution of bromine and an alkane
- reaction stas when covalent bond in a bromine molecule is broken by homolytic fission
- each bromine atom takes one electron from the pair forming two highly reactive bromine radicals
- energy provided by UV radation
Describe propagation of radical substitution of bromine and an alkane
- first step - bromine radical reacts with C-H bond in alkane
- forming a alkyl radical and a molecule of HBr
- second step - each methyl radical reacts with another bromine molecule forming the organic product bromoalkane with a new bromine radical
- new bromine radical reacts with another alkane in first propagation continue to cycle the reaction
Describe termination of radical substitution of bromine and an alkane
- two radicals collide froming a molecules with all electron paired
- bromine radicals react to form bromine
- alkyl radicals react to form alkane
- alkyl and bromine radical react to form bromoalkane
- when radicals collide and react they are removed from reaction stopping the reaction
Describe the limitations of radical substiution in bromine and alkane reaction
- further substiution - in second propagation step the brromoalkane can collide with a bromine radical substituting antoerh hydrgen atom and continue till all the hydrogen atoms have been substituted out
- subsitution at different positions in carbon chain - if carbon chain is longer we can get a mixture of isomers by substitution at different positions in the carbon chain and with further substitution more possibilities of isomers