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HALIDES


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[Front]


ALLYLIC CARBON
[Back]


cntd. to DOUBLY BONDED CARONS

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HALIDES - Details

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ALLYLIC CARBON
Cntd. to DOUBLY BONDED CARONS
BENZYLIC C
Cntd. to a BENZENE RING
VINYLIC CARBON
ONE OF THE CARBONS OF A DOUBLE BOND
ARYLIC C
One of the carbons of a benzene ring
2 degree halide
Halide connected to a two degree carbon
Two degree carbon
SECONDARY CARBON. connected to two carbons
ONE DEGREE CARBON
PRIMARY CARBON. has one carbon atom attached to it
TETIARY CARBON
THREE DEGREE . cntd to three other carbons
QUATENARY CARBON
Cntd to four other carbons
METHODS of preparation of halides
1) halogenation of alkanes 2) FROM ALKENE 3) halogenation of AROMATIC hydrocarbons 4) Halogen EXCHANGE method 5) from DIAZONIUM salt 6) from ALCHOHOL 7) HUNDSDEIKER reaction
CHEMICAL properties of halides
A. reaction with metals- Na, Cu, Mg B. electrophilic aromatic substitution C. ELIMNATION reactions: E1 E2, E1CB D. NUCLEOPHILIC SUBSTITUTION- at sp2 Carbon and at sp3 Carbon
RELATION : BASCISITY AND LEAVING ABILITY
WEAKER BASES ARE GOOD LEAVING GROUPS
Why is DRY ether used instead of wet in rxn with SODIUM (Na)
IF ETHER IS WET / CONTAINS WATER, THEN Na REACTS VIOLENTLY WITH WATER AND CATCHES FIRE
Category HALOGENATION OF ALKANE
FREE RADICAL SUBSTITUION
Halogenation of alkane mech. steps
S1- CHAIN INITIATION S2- CHAIN PROPAGATION S3- CHAIN TERMINATION
MOP halide from alkene
1. addn. of X2 on alkene 2. addn. of halogen acid 3. free rad. subs.
ALKENE addn. of X2 rxn. category
ELECTROPHILIC ADDN RXN.
ALKENE addn. of X2 - 1. STEREOCHEM 2. SOLVENT 3. INTERMEDIATE
ANTI ADDN Carbon tetrachloride CCl4 Cyclic halonium ion
Test of unsaturation
Unsaturated aliphatic alkene + Br2 + CCl4 ---> red brown reactant to colorless product
Addn. of halogen acid, rules, FAR/EAS 1. HBr in presence of PEROXIDE 2. HBr 3. HCl, HI, HF
1. kharash effect/ peroxide effect FAR 2. markonikov rule EAS 3. markonikov rule EAS
MARKONIKOV RULE is based on
Stability of carbocation, EAS
KHARASH EFFECT IS DUE TO
Free radical formation, FAR
FREE RADICAL SUBSTn. in alkene is.... it has ... steps, namely....
1. MOP of halide 2. 3 steps 3. ~ CHAIN INITIATION STEP ~ CHAIN PROPAGATION STEP ~chain temination step
NBS full form... where is it used... where it cant be used...
1.N- Bromo Succinimide 2.used in free radical substitution of alkene 3. can not be used in halogenation of alkane
NBS is highly slective for
BROMINATION AT ALLYLIC AND BENZYLIC POSITONS
FINKELSTEIN REACTION
RX + NaI, in presence of ACETONE, gives RI + NaX through SN2
WHY CAN FINKELSTEIN REACTION NOT BE PERFORMED WITHOUT ACETONE
Without acetone, reaction is reversible, yield decreases . acetone being an organic solvent, solvates covalent compounds better, and, NaI BEING MORE COVALENT, DISSOLVES BETTER IN ACETONE THAN THE PRODUCTS,