haloalkanes and haloarenes Flashcards
allylic halide
X bonded to sp3 carbon adjacent to double bond carbon
benzylic halide
halogen atom bonded to sp3 carbon attached to aromatic ring
vinylic halide
halogen bonded yo sp2 carbon of a C=C
ROH+HCL (In presence of ZnCl2)
RCL+H20
ROH+NaBr+H2SO4
RBr+NaHSO4+H2O
3ROH+PX3
3RX+H3PO3
X= Cl/Br
ROH -> (presenve of Red P/X2) where X is Br or I
RX
ROH+SOCl2
RCL + HCL + SO2
free radical halogenation of alkanes gives
complex mixture of isomeric moni and poly haloalkanes
free radical halogenation of alkanes gives
complex mixture of isomeric moni and poly haloalkanes
alkene + HX product is determined using
markovnikovs rule
finkelstein rxn
RX+NaI->RI+NaX
finkelstein rxn
RX+NaI->RI+NaX
Swarts rxn
CH3Br+AgF->CH3+AgBr
ArCh3 (aromatic) + X2 (Fe/dark)->
o- and p- halotoulene
Sandmeyers rxn
.
Sandmeyers rxn
.
volatile halogen compounds have
sweet smell
volatile halogen compounds have
sweet smell
bp dec/inc with branchin
dec
why do p- isomers have high melting than o and m-
due to their symmetry, they fit better in lattice
density increases with-
increase in C atoms, X atoms and atomic mass of X atoms
density increases with-
increase in C atoms, X atoms and atomic mass of X atoms
haloalkanes are more solube in orhanic solvents or water
org solvents
ambident nucleophiles
posses two nucleophilic centres
Sn2 follows _ order kinetics
second
in sn2, how many reactants does the ror depend on?
both (2)
in which nucleophilic subs rxn is an intermediate formed
sn1
sn2 gives rise to _ product
inverted
order to reactivity in sn2
1>2>3
which type of reactants are used in sn1 rxn
polar protic
kinetics in sn1
first order
carbocation is formed in which subs. nucleophilic rxn
sn1
order or reactivity of halides in subs nucleophilic
ri>rbr>rclยปrf
racemic mix is produced in
sn1
elimination rxn basic mechanism
when a haloalkanes with beta hydrogen is heated with alc.KOH, there is elimination of H atom from beta C and an X atom from alpha C atom
saytzeff rule
alkene which has more alkyl grps attached to double bonded C atoms is the main product
RMgX+H2O
RH+Mg(OH)X
wurtz rxn
2RX+2Na->RR+2NaX
why are aryl halides extremely less reactive towards nucleophilic subs
.
chlorobenzene can be converted into phenol by ?
(i) NaOH (heat) (ii) H+
at which positions does presence of EWG increase reactivity of haloarenes
para and ortho
wurtz fittig rxn
Ar-X+Na+Rx gives Ar-R+NaX
fittig rxn
2Ar-X+2Na (dry ether) gives diphenyl
Halogen atom is ____ directing
o, p
halogen atom due to _ effect has tendency to withdrow electrons
-I
Halogenation
Ar-Cl+Cl2 (anhyd FeCl3) gives 1,4 dichlorobenzene (maj) and 1,2 dichlorobenzene
friedel crafts rxn
.
dichloromethane usage
paint remover, propellant in aerosols, process solvent in manufacture of drugs, metal cleaning finishing solvent
methylene chloride harms
human cns
use of chloroform
solvent for fats, alkaloids, iodine etc and in production of freon refrigerant r 22
prev used as anaesthetic
which poisonous gas is formed by chloroform and how
phosgene, slow oxidation by air in presence of light
phosgene=carbonyl chloride, COCl2
iodoform was earlier used as an
antiseptic
carbon tetrachloride used in manufacture of
refrigerants and propellants for aerosol cans
_ depletes ozone layer
CCl4
freons are
chlorofluorocarbon compounds of methane and ethane
most common freon in industries
freon 12 (CCl2F2)
freon 12 is produced by
swarts rxn of tetrachloromethane
chem behaviour of freons
stable, non toxic, unreactive
ddt full form
p,pโ-dichlorophenyl-trichloro-ethane
first chlorinated organic insecticide
ddt