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spring 2024
orgonic chemistry 1
exam 1
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atom
isotopes
: atoms of same
element
but different
atomic
mass (i.e. different # of
neutrons
)
atomic
number
: # of
protons
in nucleus - defines the
element
&
nuclear
charge
(
positive
charge)
atomic
orbitals
: regions of
space
(
wavefunctions
) that describe
E
&
location
of
electrons
(
e-density
) at atoms (
negative
charge)
electron
distribution
in
atoms
(&
molecules
) largely dictates
molecular
structure
and
chemical
reactivity
valence
shell
:
outermost
(
highest
E
) occupied n shell of electrons given by
row
/
period
valence
electrons
:
electrons
in the
valence
shell
that are involved in
bonding
and
reactions
pauli
exclusion
principle
: each
electron
is described by a
unique
of
4
quantum numbers
atom electronic configuration (
Aufbau
principle): filled orbital at atom build up electron configuration in atoms by filling
lowest
E
orbitals
first
Hund's
rule
: in case of partially
degenerate
orbitals, the state of
highest
spin
multiplicity
is
lowest E
(
minimize
electron
/
electron repulsion
)
single
bonds:
sigma
bonds
double
bonds:
sigma
bond +
pi
bond
triple
bond:
sigma
bond +
2
pi
bonds
UI= #
C
- (#
H
+ #
X)
/
2
+ #
N
/
2
+ 1
octet rule is not satisfied, it is
reactive
EN value for Hydrogen:
2.1
EN value for Lithium:
1.0
EN value for Berylium:
1.5
EN value for Boron:
2.0
EN value for Carbon:
2.5
EN value for Nitrogen:
3.0
EN value for Oxygen:
3.5
En value for Fluorine:
4.0
En
increases
across
a period and
decreases
down
a group
change EN<
0.5
=
nonpolar
covalent bond
change EN =
0.5
-
1.9
=
polar
covalent bond
change EN >
1.9
= largely
ionic
bonding
Formal charge =
VE
- (
B
+
D)
resonance symbol :
<->
saturated atom:
sp
^
3
hybridization,
4
sp^3 orbitals, tetrahedral, 109.5 degrees
making one pi bond:
sp
^
2
,
3
sp^2
orbitals +
1
p-orbital,
trigonal
planar
,
120
degrees
making
two
pi
bonds:
sp
,
2
sp
orbitals +
2
p-orbitals,
linear
,
180
degrees
formula structure:
CH3CH3
condensed:
H3C-CH3
special cases for hybridization:
unfilled
(empty or singly-occupied) orbitals will be p orbitals
lone
pair
electrons
adjacent to pi-systems will want to reside in
p-orbitals
to become part of the (
conjugated
) pi-system
hydrocarbons
:
saturated
alkanes
(
single
C-C bonds)
unsaturated
alkenes
(
double
C-C bond)
alkynes
(
triple
C-C bond)
arenes
(one or more
benzene-like
rings
methane
molecular formula:
CH4
condensed formula:
CH4
ethane:
molecular formula: C2H6
condensed formula: CH3CH3
propane:
molecular formula:
C3H8
condensed formula:
CH3CH2CH3
butane:
molecular formula:
C4H10
condensed formula:
CH3(CH2)2CH3
pentane:
molecular formula:
C5H12
condensed formula:
CH3(CH2)3CH3
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