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78 Cards in this Set

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Aldehyde: Formula

-CHO

Ketone: formula

C-C(=O)-C

Carboxylic acid: Formula

-COOH

Alkane

homologous series with formula C(n)H(2n+2)

Displayed formula

a formula showing the relative positioning of all the atoms in a molecule and the bonds between them

Functional group

The part of an organic molecule responsible for its chemical reactions

Homologous series

A series of organic compounds with the same functional group but with each successive member differing by -CH2

Skeletal formula

A simplified organic formula with H atoms removed leaving just a carbon skeleton and associated functional group

Structural isomerism

Molecules with the same molecular formula but with a different structural arrangement of atoms

Stereo isomerism

Molecule with the same structural formula but a different arrangement of atoms in space

2 things need for E/Z isomerism

1 - C=C with no free rotation


2 - Each carbon of C=C must have two different groups

Cis-trans isomerism

special type of E/Z isomerism in which there is a non-hydrogen group & a hydrogen group on each carbon of C=C

Shape of ethene

- all bond angles are 120


- molecule is planar


- no free rotation

Formation of pie bond


Reactions of alkenes: Addition of Bromine

- Br2


- room T&P

Reactions of alkenes: Addition of hydrogen halides

- e.g HBr


- room T & P

Reactions of alkenes: Hydration

- H20


- High T & P


- uses H3PO4 catalyst


- forms alcohols

Reactions of alkenes: Hydrogenation

- H2


- High T & P


- Nickel catalyst


- makes alkanes

Electrophilic addition mechanism

Mechanism of addition of hydrogen halides

why do alkenes attract electrophiles?

The double bond of C=C is a region of high electron density

Electrophile

A species capable of accepting a pair of electrons

Atom economy

Mr of desired product / Sum of Mr of all products (x100)

Percentage yield

actual yield / theoretical yield (x100)

Why is 100% yield rarely achieved?

- reaction may be at equilibrium


- side reactions may occur


- reactants may not be pure


- some reactants and products may be left behind in the apparatus

Polymer

A long molecular chain built up of monomer units

Pi bond

Reactive part of a C=C formed above and below the plane of the bonded atoms by sideways overlap of porbitals

polymer repeat unit

problems with polymers

- they are not biodegradable


- on combustion they produce toxic or acidic gases


- none renewable feedstock



Solutions to polymers

- uses plastics made from starches


- high temperature combustion with scrubbers


- sort and recycle


- crack polymers to short alkane chains and alkenes to use as feedstocks

Activation energy

The minimum energy required to start a reaction by the breaking of bonds

Enthalpy

The heat content that is stored in a chemical system

Q=

mc/\T

/\H=

-Q (in kJ) / mole

Standard conditions

T: 25oC / 298K


P: 100 kPa / 1 atmosphere


C: 1.0dm-3

Standard Enthalpy change of combustion

is the enthalpy change that takes place when one mole of substance reacts completely with oxygen under standard conditions with all reactants and products in their standard states

Standard Enthalpy change of Formation

of a compound is the enthalpy change that takes place when one mole of a compound is formed form its constituent elements in their standard states under standard conditions

Standard Enthalpy change of Reaction

is the enthalpy change that accompanies a reaction in the molar quantities expressed in a chemical equation under standard conditions and states

Why does the composition of crude oil mean it is not suitable as an energy source?

- varies from different sources


- doesn't ignite easily as contains mostly straight chained alkanes


- contains nitrogen and sulfur compounds (acid rain)

Fractional distillation

The separation of the different components of oil according to their boiling points

Catalytic cracking

- The conversion of a long chain alkene into a shorter alkane and alkene


- requires heat and Zeolite catalyst


- shorter chains are in higher demand (fuels)

2 refining crude oil techniques

- Isomerism (unbranched to branched)


- Reforming (unbranched to cyclic)


both burn more efficiently

Hess' Law

If a reaction can take place by more than one route and the initial and final conditions are the same, the total enthalpy change is the same for each route

Hess cycle for enthalpy change of combustion

Hess cycle for enthalpy change of formation

Average bond enthalpy

The average energy change that takes place when one mole of a given type of bond in molecules of a gaseous state is broken by homolytic fission

Define: Radical

A species with an unpaired electron

What type of bond fission produces free radicals?

Homolytic fission

Substitution reaction

A reaction in which an atom or group of atoms is replaced with a different atom or group


(2 reactants -> 2 products)

3 stages of a substitution reaction involving free radicals

Initiation, propagation and termination

Why do free radical substitution reactions produce a mixture of products?

Termination is a random process and many different radicals and halogenoalkanes can form in the mixture so many different termination reactions can occur

Define: Nucleophile

A species capable of donating a pair of electrons to form a new covalent bond

What is reflux?

Continuos boiling and condensing of a reaction mixture

Nucleophilic substitution mechanism

What are CFC's?

Chlorofluorocarbons are any molecules which contain C, F, and Cl only

Overall reaction of O2 with UV in atmosphere

302 <=> 203

Reaction of free radicals and ozone

R* + O3 -> RO* + O2


RO* + O3 -> R* + 2O2

Alternatives to CFC's

- Hydrocarbons


- CO2


- perfluorocarbons


- HCFC's

Examples of Nucleophiles

NH3


H2O


X-


OH-

Making ethanol by fermentation of sugars

C6H12O6 ->2CH3CH2OH+ 2CO2


Requires no oxygen, 37oC, sugar in aq and presence of yeast

Making ethanol by hydration of ethene

H2C=CH2 + H20 -> CH3CH2OH


Requires high t (300oC) & p (60atm)


H3PO4



Uses of ethanol and methanol

- alcoholic drinks, fuel, methylated spirits (solvents)


- fuel, feedstock for chemical industry



Dehydration of an alcohol

high temperatures and H2SO4

Oxidation of alcohols

- potassium dichromate (VI) solution


- colour change from orange to green/blue

Oxidation of primary alcohol

Mild - aldehyde


Stronger - carboxylic acid

Oxidation of secondary alcohol

Ketones

Oxidation of Tertiary alcohol

resistant to oxidation

Esterification

Carboxylic acid + alcohol -> ester + water




heat under reflux and conc H2SO4 catalyst




yl-oate


yl - from alcohol and oate - from acid

Define: rate of reaction

The change in the concentration of a reactant at a given time

Botlzmann distribution


Effect of temperature on Botlzmann distribution

Define: Catalyst

A substance that increases the rate of reaction without being used up in the process

Heterogeneous and homogenous catalysts

hetero - has different physical state from reactants (e.g Ni in hydration of ethene)


homo - same physical state as reactants (e.g H2SO4 in esterification)

Overall reaction of catalytic converter in cars

2CO + 2NO -> 2CO2 + N2

Define: Dynamic equilibrium

The equilibrium that exists in a closed system when the rate of the forward and reverse reactions are equal

Le Chatelier’s Principle

Le Chatelier’s Principle states that when a system in dynamic equilibrium is subjected to a change, the position of equilibrium will shift to minimise (oppose) the change.

Greenhouse effect

is the process in which the absorption and subsequent emission of infrared radiation by atmospheric gases warms the lower atmosphere and the planets surface

Greenhouse gases

3 most important - water vapour, CO2, methane


2 factors influencing contribution to global warming - lifetime in atmos, and ability to absorb radiation