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SECTION 3 - ORGANIC CHEM
ALKENES
ELECTROPHILLIC ADDITION
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Cards (27)
WHY DO ALKENES EXHIBIT E/Z ISOMERISM?
restriction
of
rotation
in
pi bond
TEST FOR ALKENE?
bromine water
WHAT RESULT WILL BE OBTAINED IF ALKENES ARE PRESENT WHILE USING BROMINE WATER?
reddish-brown
->
colourless
WHAT ARE MORE REACTIVE ALKENES OR ALKANES?
alkenes
BOND ENTHALPY OF C-C BOND?
347
kJ/mol
PREDICTED BOND ENTHALPY OF C=C BOND?
694
kJ/mol (347 x 2)
ACTUAL BOND ENTHALPY OF C=C BOND?
612
kJ/mol
BOND ENTHALPY REQUIRED FOR A PI BOND TO UNDERGO FISSION?
265
kJ/mol (612-347)
WHAT TYPE OF BOND IS WEAKER PI OR SIGMA BOND?
pi
WHAT IS THE MAIN REACTION OF ALKENES?
electrophilic addition reaction
WHAT DO ELECTROPHILES DO?
accept electron pair
WHAT ARE ELECTROPHILES ATTRACTED TO?
high electron density
(
C=C
bond)
EXAMPLES OF TYPES OF ELECTROPHILES?
positive ions
,
regions
of
partial charges
,
included
in
partial charges
EXAMPLES OF ELECTROPHILES?
Br2
,
HBr
,
NO2+
,
H2O
WHAT HAPPENS WHEN AN ELECTROPHILE REACTS WITH AN UNSYMMETRICAL ALKENE?
mix
of
products
formed
WHAT PRODUCT IS THE MAJOR PRODUCT IN ELECTROPHILIC ADDITION REACTIONS?
more stable compounds
(
primary
< secondary <
tertiary
)
WHAT
ARE ALKYL GROUPS?
alkanes
with
one
lost
H
atom
WHAT CAN ALKYL GROUPS BE REPLACED WITH?
R
GENERAL FORMULA OF ALKYL GROUPS?
CnH2n+1
WHAT ARE PRIMARY CARBOCATIONS?
one alkyl group
attached
to
positive carbon
WHAT ARE SECONDARY CARBOCATIONS?
two alkyl groups
attached
to
positive carbon
WHAT ARE TERTIARY CARBOCATIONS?
three alkyl groups
attached
to
positive carbon
HOW DOES STABILITY CHANGE WITH CARBOCATIONS?
increases down
(primary -> secondary -> tertiary)
EFFECT OF INCREASING STABILITY WITH CARBOCATIONS NAME?
positive inductive effect
POSITIVE INDUCTIVE EFFECT?
alkyl groups
contain
greater higher electron density
than
H atoms
CONDITIONS OF ELECTROPHILIC ADDITION REACTIONS?
concentrated H2SO4
,
cold
(
room temperature
)
HOW IS H2SO4 WRITTEN IN ELECTROPHILIC ADDITION REACTIONS?
H
&
O-SO2-OH