how do alkanes display isomerism
cis-trans; restricted rotation about rigid bond; only cyclic alkane as ring structure prevents free rotation of C-C bond
enantiomer; 1 chiral C, no plane of symmetry
total no. of stereoisomers = 2n, n=no. of chiral C
why bp, mp of alkanes increase as no. of C increase?
↑ amount of energy required >
overcome ↑ strength of id-id attraction b/w molecules >
as no. of e- per molecules ↑
straight vs branched
branching of carbon chain, > spherical >
< SA of contact b/w adjacent molecules >
< amount of energy required >
overcome ↓ strength of id-id attraction b/w molecules
why alkanes insoluble in polar but soluble in non-polar solvents?
energy evolved from formation of id-id attractions b/w alkane, H2O molecules insufficient >
compensate energy required to overcome stronger H bonds b/w H2O molecules
why density of alkanes increase as no. of C increases?
↑C increase, mass, vol both ↑ >
↑ mass > ↑ vol as >
↑ strength of id-id attraction b/w molecules pulls molecules closer >
become > compact, > dense
> branching, < density
prepare CnH2n+2
CnH2n + H2 -> CnH2n+2
rxn:reduction
r&c:H2(g), Ni catalyst, heat
why alkanes generally unreactive, including towards polar reagents?
electronegativity
C, H = electronegativity >
C-H bond non-polar >
non-polar C-H unreactive to polar reagents >
strength
large amount of energy required >
break C-C, C-H bonds
thus strong heating, photochemical initiator required for reaction to occur
describe free radical substitution(FRS)
IPT
r&c: limited X2(g), UV light
Initiation
X-X homolytic fission -> 2Xo free radicals
catalysed by UV light
Propagation
limited X2(g)
Xo FR react w/ alkane, take H atom -> HX + FR alkane missing H atom >
FR alkane react w/ X2, take H atom -> alkyl halide + Xo FR
excess X2(g)
alkyl halide keeps reacting w/ Xo -> HX + FR alkyl halide >
FR alkyl halide react w/ HX -> di-alkyl halide + Xo FR...
Termination
rxn ends when FRs react tgt to form stable pdt
why FRS not a good way to synthesise halogenoalkanes?
substitution of H atom random >
mixture of mono-subbed, poly-subbed pdts formed >
< yield of required pdt
how reactivity of FRS differ w/ diff halogens?
group down halogen group, reactivity decreases >
BE(bonds broken) - BE(bonds formed) = enthalpy change of rxn >
X-X bonds stronger, H-X bonds weaker >
enthalpy change of rxn > endothermic, < energetically preferred
what are uses of alkane?
commercial fuel;
as natural gas, (a) formed by decomposition of organic matter by methanogens/ (b) fossils as organic matter decomposes underground
+ve: (a) renewable vs fossil fuels
-ve: contributes to global warming
as liquified petroleum gas(LPG)
propellants/refrigerants;
CnH2n+2 replace CFCs
+ve: doesnt deplete ozone, reduce global warming
-ve: flammable