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An in depth explanation of all of the concepts of organic chemistry semester 1 along side example problems and solutions.

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  • September 27, 2024
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  • 2023/2024
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  • Sethi
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,Chapter 2 : Bonding in
Organic Molecules


1 Lewis
.
Bonding Model


octet
rule-every atom for chemical combination to acquire se around it
-
goes


Valence e- # bonds to

2nd now atom complete octet examples
-




(4)
C 4 - H
=
no lone
pairs

1 lone




-
(5) N 3 : NEN : pair




a
(6)
O 2


(7) F I H-F :




organic molecule example :



2 bromo 3 pentanone




HBTH "
COMPLETE LENIS STATE T




>
-
organic molecules are networks of C-c and C-It bonds


· use "line notation"

· assumed there are c-H bonds , but not explicitly written


, example 1 : 2 bromo spentanone
:

Bri ⑨
line representation of

molecule above

&

:





example 2

:H: ,
·


-
H o Ni
it it
line structure ONLY applies to C-H bonds,
other bonds should be written in Lewis format

11 . Formal charge

When
>
- atom forms lesser # of bonds than the ideal of bonds it formal
an or more , gets charge

, example 3 :



None
4e lone
H =




less
bondmeansextralonepaia


formed anEbonde As




I be N normally has one lone pair in ideal conditions

, ↳ example 4:


CH2N2
um

extra pair
Fl : 0 +o +


extend
O lone




- > Better option be minimizes charge
and allows octet rule (meaning possible
as many bonds as

· - =
F( : 0+ 1 -
2 = -
1 FC : -
1 + 1 -
1 = -
1




[CH30H27t * Skeletal structure : no lone pairs and
wun




end
i FC : 0 + 1 = + 1
/




REMEMBER Lewis
:


structure & FC should match the given Molecule (FC should be minimized to allow most bond formation


7

III Molecular Shape & Bond
.
Angle

-ond




I
of e- shape
groups Examples molecular angle
-




2
group 0 = c = 0 linear 1800




3
group
H trigonal planar 1200




4
group
I
i I
tetrahedral
I
109 50
.




I



↓ LONE PAIRS
-
lone pairs example Shape angle



I 1 lone



zione
pair

pair
H-
H
pyramidal

bent
<




109 50
109 50.




.




>
- non-stable molecules are called "intermediates"


↳ example : draw a 3-D structure of ICH3NHgJt , CHENHz , CHINH




H- Hig,
H

2
_
has to be 2D

Tetrahedralsaade
H -
H
c = N -


H
+
H

*+109
To
H
. 50 H

-109 50
N

E t H
.

·

H #109 30 .
+
109 50
.

, IV . & Molecular
Bond
Polarity Polarity

>
- Bond polarity

bonds shared
·
nonpolar : e-are equally between atoms w/ same
electronegativity

polar bonds : difference in between bonded
·
electronegativity atoms, OR
polarity is due to polarization of atoms



↳ polarizable atom-distribution of e- is
readily distorted due to
larger size



> Molecular
-
Geometry

·
dipole moment : Vector sum of individual dipole


Cl
↳ example :
*
different atoms =
unsymmetrical atom
*
be bond lengths would vary
C111/1 e)
Cl

Cl

NOTE : bond dipoles written as 'F from less electronegative tomore
are
goes a negative
↳ example :
16
St
8 -
St


N -
H




H
:
: H
- CS -




"T =nonpolar
↳ example :


-F BUT ,-




nonpolar POLAR


.
V Bonding in covalent molecules




I example/bondangee
I


_
hybrid. # Orbitals mol .
Shape


Sp 2 0 linear




Sp3
sp2


I
3



4
I
⑳ 1
1200


109 50 .

I
trigonal planar


tetrahedral


16 bonds are formed with hybridized orbitals and it bonds are formed W/ unhybridized p or d orbitals

F




S He
E Sp3
j :


10/sp3 be
4 orbitalon H66H
cyy
6

I
· So
F
be
F
3 eg




Try This :
H H




I ToA
3


it

ps 4 Spe

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