Alcanes Flashcards
What is general formula for alkanes? How about for alkyl R grps and saturated alkane rings?
alkane: CnH2n+2
alkyl R grp: CnH2n+1
alkane ring: CnH2n
Give possible explanation why alkanes hv low mp, bp
- alkanes hv simple molecular structure
- low amt energy needed to overcome weak id-id attract n
=> low mp,bp
Why is there diff in bp in branched chain alkanes and corresponding straight chain isomers (of same molecular formula)?
- extent of surface area of contact: greatest for straight chain and smallest for most branched chain
- extent of distort n of e- cloud: highest for straight chain, lowest for most branched chain
- extent of intermolecular id-id attract n: greatest for straight chain, smallest for most branched chain
=> energy required to overcome imf of attract n: greatest for straight chain, least for most branched chain
Explain solubility of alkanes in non-polar and polar solvents
- Soluble in non-polar eg benzene
bcos energy released fr form of id-id attract n btw alkane molecules & solvent molecules enough to overcome id-id attract n btw alkane molecules & that btw solvent molecules - Insoluble in polar eg water
bcos energy released fr form of id-id btw alkane molecules & solvent molecules inadequate to overcome id-id attract n btw alkane molecules & pd-pd/H bond (for solvent eg water) btw solvent molecules
Why are alkanes non-polar?
C & H atoms hv almost similar electronegativity
Why r alkanes generally unreactive?
- saturated & non-polar
- no region of low or high e- density, so unreactive towards polar reagents
- Strong C-C or C-H bonds (require large amt energy to break)
What 2 main reactions do alkanes undergo?
- Combustion
- Free radical substitution (FRS)
What is the general eqn for complete combustion of alkane? So what are general pdt?
What is a possible eqn of incomplete combustion of methane? So what r the pdt?
CxHy + (x+0.25y)O2 –> xCO2 + 0.5yH2O
(CO2 & H2O r pdt)
possible eqn:
CH4 + 1.5 O2 –> CO + 2H2O
(CO2, H2O AND CO r pdt)
What are free radicals?
highly reactive species (atom or grp of atoms) w an unpaired e- formed by homolytic fission
Define homolytic fission
breaking of covalent bond btw 2 atoms so each atom retain oni 1 of shared e-, causing radical form n
Define heterolytic fission
breaking of covalent bond btw 2 atoms so 1 atom retain both shared e-, causing form n of ions
What does a full and half arrow represent?
full arrow: transfer of 2e- (pair of e-)
half arrow: transfer of one e-
Describe FRS mechanism using rxn of propane w limited Br to form bromo-1-propane
Name: Free radical sub n
Initiation:
homolytic fission (2 half arrow) of Br-Br under UV light –> 2Br ·
Propagation: (radical + molecule -> another radical)
1) H-CH2CH2CH3 + Br · –> ·CH2CH2CH3 + HBr
2) ·CH2CH2CH3 + Br2 –> Br-CH2CH2CH3 + Br ·
Termination: (3 eqn! A+A, B+B & A+B)
2Br · –> Br2
·CH2CH2CH3 + Br · –> CH3CH2CH2Br
·CH2CH2CH3 + ·CH2CH2CH3 –> CH3CH2CH2CH2CH2CH3
(in other situations where C radical is in the middle, u write formula sth like this:
CH3CHCH3
|
CH3CHCH3
)
Assuming equal probability of H being substituted, how to determine ratio of mono sub pdt formed?
- Draw out structure of alkane for easy visualisation
- determine H atoms that gives specific pdt and group them
eg sub for Ha gives 1-chloropropane, sub for Hb gives 2-chloropropane - take no of Ha & Hb atoms and put them into a ratio to get the final ratio
If eg Cl is limited vs excess, how does it affect product of FRS?
- Limited: major pdt is monosub
- Excess: disub, trisub, tetrasub oso obtained