Organic Chemistry Flashcards
what is OC
study of carbon compounds other than its oxides, carbonates/hydrogencarbonates
organic means living/once lived
elements present in organic compounds
C and H always
O is common
what can C form and why
chains and rings of high molecular mass and complexity by joining together to an extent unlike any other element
C is invaraibly tetravalent in all its compounds - form 4 bonds
why are general organic reaction slow
compounds are covalent in nature
despite their properties ie low mp, insoluble, how can OCs undergo reaction
under special conditions
what are hydrocarbons
compounds of C and H only
what are source of hydrocarbons
fossil fuels since they burn exothermically and a major source of energy ‘
2 types of hydrocarbins
aliphatic- open carbon chain structure except cyclohydrocarbons
aromatic- closed chains, at least one benzene ring in structure
recall benzene structure
C6H8
what is empirical formula
smallest ratio of atoms in a molecule
whats molecular formula
actual no. and kind of atoms in a molecule
what is structural formula
actual no. kind and arrangement of atoms in a molecule
3 ways of writing structural formula
- displayed: shows all bonds
- condensed: putting all atoms around each C stom together and then separated with dots/dashs
- skeletal: all symbols for C and H removed as well as C-H bonds. all other bonds including C-C bonds shown
whats a functional group and what is the point of it
group of atoms/bond common to a class of compounds
determines characteristic chemical properties of compounds having that specific group
how are OCs classified into different homologous series
according to func. grp
steps to naming an organic compound using the IUPAC system ( for alkyl substituted alkanes)
1) -longest continuous carbon chain and name is according to no. of C atoms.
2) -number C atoms such that substituents position is on lowest possible C no.
- when numbering name of substituent must be before base name, and position of substituent must be before its name.
- func. grp appear on lowest C no.
how are halogenocompounds name
same as alkyl substituted alkanes
how are aliphatic alcohols and ketones named
same as alkenes ie modifying base name
what is the carbon no. of aliphatic aldehydes and carboxylic acid grps since they are always at the end of carbon chain
C1
how are amines named
using alkyl prefix followed by amine
if there are 2 grps then
they are put in alphabetic order
eg 2-bromo 2-methyl butane
general formula and functional group of alkenes
CnH2n
C=C
general formula and functional group of halogenoalkanes
CnH2n+1X
X
general formula and functional group of alcohols
CnH2n+1OH
general formula and functional group of aldehydes
CnH2n+1CHO
H-C=O
general formula and functional group of ketones
CnH2n+1COCmH2m+1
C bonded to to other Cs and =O
general formula and functional group of esters
CnH2n+1COOCmH2m+1
=OC-O-C
general formula and functional group of carboxylic acids
CnH2n+1COOH
O=C-OH
general formula and functional group of amines
CnH2n+1NH2
-NH2
general formula and functional group of nitriles
CnH2n+1CN
-C triple bond N
each stage in a reaction is called
and the overall reaction is the
an elementary reaction
overall equation, obtained by adding all element steps
series of steps in a reaction called
reaction mechanism
2 types of bond fission (breaking) in organic reaction
- homolytic
- heterolytic
what is homolytic fission
covalent bond broken between2 atom so each atom retains its shared electron
results in formation of highly reactive species called free radicals- having unshared electron
heterolytic fission
covalent bond between 2 atoms broken so both electrons are gained by one of the two atoms
forms ions
what is a carbanion
group of atoms with a carbon atom carrying a negative charge, -ve ion formed from heterolytic fission
what is a carbocation
group of atoms with a carbon atom carrying a positive charge, +ve ion formed from heterolytic fission as carbon loses an electron
classification of carbon atoms in a chain
primary, secondary, tertiary 1*- bonded to one other C 2*- 2 other Cs 3*- 3 other Cs methylcation- single +ve C
classification of carboncations
based on nature of the carbon atom carrying the +ve charge
order of stability of carbocations
3>2>1*>methylcation
- alkyl grps have an electron releasing effect called inductive effect (+I effect)
- release electrons towards (not complete transfer, some cloud/charge) towards +ve C atom
- results in distribution of +ve charge to other atoms, which increases its stability
- as no. of alkyl grps around C+ increases so does stability due to more +ve charge spread
the more _ the carbocation, the more _ its formed
stable
readily
nucleophiles. what are they and their structure
electron rich species which attack electron deficient site in molecule
has at least 1 lone pair of electrons to donate to form a covalent bond with electron deficient atom
in general, nucleophiles are
eg
negatively charged ions or neutral molecules with an atom having atleast 1 lone pair
eg CN-, NH3
electrophiles are
electron deficient species which attack electron rich site of molecule
can be positiv
what they are and eg of electrophiles
can be +vely charged ions of neutral molecules which are short of electron to have an octet
eg H+, BF3
how many types of organic reactions
6
substitution
atom/grp of atoms replaced by another
addition
atoms/grp get added across multiple bond to form single product
elimination
atom/grps removed from adjacent carbon atoms to form a multiple bond
eg dehydration of alcohols water lost
hydrolysis
break down of bond/molecule by water
oxidation
addition on oxygen atoms to molecule and/or removal of hydrogen atoms from molecule
reduction
removal of oxygen and/or addition of hydrogen
alkanes form homologous series with general formula …
they are called saturated hydrocarbons because
sources:
CnH2n+2
carbon to carbon single bonds
crude oil/petroleum mainly, natural gas mainly methane
cycloalkanes are sat or unsat?
what is their structure?
saturated closed ring of carbon atoms
why dont cycloalkanes follow alkane general formula
2 end carbon atoms in an alkane chain bond to eachother to form closed ring. hence there are 2 less hydrogen atoms in it compared to corresponding alkane
why are alkanes generally unreactive
due to electronegativity difference between C and H is small. so they are non polar so cant be attacked by nucleo/electro philes
complete and incomplete combustion of alkanes
comp-they burn in excess oxygen to form CO2 and H2O
incomp- burn in insufficient oxygen to form CO and H2O
why is alkane incomp combustion of dangerous nature
CO is toxic gas it binds with haemoglobin and prevents O2 being carried around body by blood
hydrocarbon burning as fuels releases oxides of nitrogen into air leading to
acid rain
how are nitrogen oxides formed. give equations also for acid rain formation
N2 and O2 in air combine to form NO which gets oxidised to form NO2 in high temp and pressure of engine
N2+O2–>2NO colorless gas
NO+1/2O2–>NO2 brown
2NO2+H2O+1/2O2–>2HNO3
cars with catalytic converters in exhaust system what reactions follow after warming
-oxidation of CO to CO2
-reduction of nitrogen oxides to N2 gas
2NO+2CO–>N2+2CO2
-oxidation of unburnt hydrocarbons to form CO2 and H2O
what is a problem catalytic converter cant solve
cant control CO2 emission which is a greenhouse gas hence global warming
condition for alkanes to undergo substitution with halogens
UV light
what happens when alkanes undergo substitution with halogens
hydrogen atoms in alkane get replaced successively by a halogen atom to give a mixture of products
reaction mechanism for when alkanes undergo substitution with halogens
takes place via formation of free radicals so the mechanism called Free Radical Substitution
3 steps of Free Radical Substitution
1) initiation
2) propagation
3) termination
explain the initiation step when methane is substituted with chlorine
chorine molecule undergoes homolytic fission in presense of UV to form chlorine free radicals
explain the propagation step when methane is substituted with chlorine
- chlorine radical being reactive (extra e) attacks alkane (nucleophilic attack) resulting in homolytic fission of a C-H bond to form a new radical and a HCl (halide) molecule (e given to C and H gained by Cl)
- then the methyl radical attacks a Cl2 again forming substitution product and a chlorine free radical (e given to 1 Cl, other Cl gained by C)
- since a chlorine free radical is released in 2nd step the 1st can happen again etc chain