4.1 Basic Concepts and Hydrocarbons (completed) Flashcards
4.1.1 Basic organic chemsitry 4.1.2 Alkanes 4.1.3 Alkenes
What is the stem name and side chain name for these number of carbon atoms? 1 2 3 4 5
Meth; Methyl Eth; Ethyl Prop; Propyl But; Butyl Pent; Pentyl
What is the stem name and side chain name for these number of carbon atoms? 6 7 8 9 10
Hex; Hexyl Hept; Heptyl Oct; Octyl Non; Nonyl Dec; Decyl
What is the general formula for alkanes?
Cn H2n+2
What is displayed formulaof ethane?
Draw a compound showing all bonds and elements present H H | | H - C - C - H | | H H
What is the structural formula of butane?
CH3CH2CH2CH3
What chain should you use when naming organic compounds?
The longest chain
What are cycloalkanes and what is their formula?
Carbon atoms joined up in a ring with formula CnH2n
Do alkanes and cycloalkanes have the same properties?
Yes
What is a hydrocarbon?
An organic molecule that contains hydrogen and carbon only
What is a homologous series?
A series of organic compounds with same general formula with the same functional group but each successive member difference by CH2
What is the structure of alkanes?
Single covalent bonds,
Sigma bonds,
Tetrahedral shape,
109.5°
What is the equation for complete combustion?
Alkane+ Oxygen → Carbon Dioxide + Water
Balance carbons, then hydrogen, then oxygen
What is the equation for incomplete combustion?
Alkane+ Oxygen → Carbon Monoxide + Water
In very limiited conditions soot (C) is formed along with water
Why is incomplete combustion of hydrocarbon fuels potentially dangerous?
Carbon monoxide is poisonous and can kill you
To avoid this a carbon monoxide alarm can be installed
What is cracking?
Breaking down large alkanes into a smaller alkane and an alkene
What are two possible products formed when cracking pentane?
C5H12 → C3H6 + C2H6
C5H12 → C3H8 + C2H4
Why do branches in alkane chains lower the boiling point?
Branches cause less contact between molecules
Therefore weaker induced dipole dipole forces
Therefore lower boiling point
What are the conditions needed for free radical substitution?
UV light
What are the three stages within free radical substitution?
Initiation
Propagation
Termination
What is heterolytic fission?
A covalent bond is broken and both electrons are retained by one of the bonding atoms
XY → X+ + Y-
XY → X- + Y+
What is homolytic fission?
When a covalent bond is broken and each atom retains one electron creating two free radicals
XY → X• + Y•
What is the initiation stage of free radical subsitution of chlorine with ethane?
Cl2 → Cl• + Cl•
What is the propagation stage of free radical subsitution of chlorine with ethane?
Cl• + C ₂H ₆ → C2H5• +HCl
Cl2 + C2H5• → Cl• + C2H5Cl
What is the termination stage of free radical subsitution of chlorine with ethane?
Cl• + Cl• → Cl2
Cl• + C2H5• → C2H5Cl
C2H5• + C2H5• → C4H10
What would happen if in free redical substitution of bromine and ethane bromine was added in excess?
Multiple substitution of bromine groups onto the ethane molecule
What are alkenes?
A homologous series of unsaturated hydrocarbons that have the general formula CnH2n
What makes a hydrocarbon unsaturated?
At least one carbon carbon double bond
What is the bond angle and structure in C=C bonds?
120° due to overlap of p-orbitals giving trigonal planar
What is a pi bond compared to a sigma bond?
Pi bonds are formed with p orbitals overlapping and are involved in C=C bonds. Pi bonds are weaker and explains why alkenes are more reactive
What is stereoisomerism?
Molecules have the same molecular formula but occupy different positions in 3-dimensional space
Why are E/Z isomers formed?
Found in some alkenes due to the lack of rotation around the C=C bond
What is the difference in E/Z isomers?
E (entgegen) the priority is on opposite sides
Z (zusammen) the priority is on the same side
What are cis trans isomers?
A special case of E/Z isomers where the groups on each side of the double bond is the same
Z, cis
E, trans
What is hydrogenation of an alkene and what are the conditions?
Adding hydrogen to break the C=C to produce an alkane Nickel catalyst (also pt) 200°c 1000kPa (1atm)
What is an electrophile?
An electron pair acceptor
What is electrophillic addition?
When alkenes are attacked by electrophiles and undergo addition reactions
What is showed by curly arrows in mechanisms?
Transferrence of electron pair
Should start touching a bond and end where the electrons will be (bond or atom)
In the first step of an electrophilic substitution where do the curly arrows go?
From C=C bond to δ+ element
From covalent bond in electrophile to δ- element
In the second step of an electrophilic substitution where do the curly arrows go?
From electron lone pair on negative halogen to + carbon
How can you test for alkenes?
Alkenes decolourise bromine water from orange to colourless
What is the reaction to make an alcohol from an alkene?
Alkene + H2O → Alcohol
Steam 320°C
Concentrated Phosphoric Acid Catalyst
What is Markownikoff’s rule?
In addition reactions, hydrogen will add onto the carbon with the most hydrogen already on it
What is a primary secondary and tertiary carbocation?
Primary has one carbon bonded to the central carbon atom
Secondary has two
Tertiary has three
Which carbocation is the most stable?
Tertiary
What are addition polymers?
Long hydrocarbon chains from from alkenes
All atoms in the original alkene are used
How are addition polymers formed?
Double carbon bomb breaks,
Central carbon atoms forms two bonds to the next monomer
Why is it difficult to dispose of polymers?
They are fairly inert as it is basically a very large alkane
Resistant to chemical attack and non-biodegradable
Unreactive to most chemicals and bacteria
If discarded they add to the landfill problem
What are the advantages and disadvantages of burning polymers to dispose of them?
Burning saves on landfill sites and produces energy
Some chlorinated polymers produce toxic fumes (HCl)
How are polymers disposed using feedstock?
Use the waste for the production of useful organic compounds (feed stock)
New technology can convert waste into hydrocarbons
Hydrocarbons can then be turned back into polymers
Name the process used to obtain kerosene from crude oil
Fractional distillation
Which works because fractions have different boiling points
Why are straight chain isomers converted by the petroleum industry into branched chain isomers?
Branched chains have more efficient combustion
What is a free radical?
Species with an unpaired electron
What is meant by the term fractional distillation?
Separation by differences in boiling point
Why has the polymer of C2F4 very inert?
C-F bonds have high bond enthalpy
What should have the lowest number when naming compounds, methyl group or alcohol group?
Alcohol
What does the reaction of propanol with NaCl, H2SO4 produce?
Chloropropanal
NaHSO4
H2O
What are aliphatic compounds?
An open carbon chain - not aromatic
e.g. butane
What are alicyclic compounds?
Aliphatic compounds bonded in a ring structure
e.g. cyclopentane
What are aromatic compounds?
Compounds formed from a benzene ring
e.g. phenol
What is the definition of a pi bond?
Sideways overlap of p orbitals
What is the definition of a sigma bond?
Overlap of orbitals between atoms