Basics of Organic Chemistry B Paaras Thakur @livedailyjee
Basics of Organic Chemistry B Paaras Thakur @livedailyjee
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More Examples of Lewis structures 19
2 Methanol or formaldehyde
I CHIH Methanol Ufo
H H unpaired
O O
fi
a n n
H
H H
between
Makingone bond
Cand O leaves one unpai
me
3 NH Ammonium ion e on each
of CandO
they pairupto form
c
i
f T ii
a second bond
o
one e is removed
from 5 valence e
g N to make it
positive charged
20
n
l
I
H
Polar Covalent Bonds & Dipoles 1
21
When a covalent bond is formed between atoms of different electronegativity, the bonding pair of electrons is not
shared equally but is attracted towards the more electronegative atom. Such a bond is said to be polarized , or
described as a polar bond, and the charge separation is represented by symbols δ− and δ+ which represent partial
negative and positive charges. Alternatively, we show the direction of bond polarity by an arrow with the
arrowhead pointing toward the negative end and a plus sign on the tail of the arrow at the positive end.
The bond is ionic only when the electronegativity difference is appreciable (typically, >1.8 on the Pauling scale);
otherwise, the bond is covalent.
Bond Dipole Moments 22
H F Hisc pH
L c
g hi H Bfd Br
14 0 µ lo9D
Non Polar Polar molecule
Molecule
U y 24
It If It
c
IF U
401 4 at'tU
U
Twopolarbonds Threepolarbonds fourPolarbonds
bothdipolescancel All dipolescancel All dipolescancel
Mr 0 MR_O µr O
In a simple molecule like HClCebu showing the polarity with St and 8 is veryeasy
or
However in more complex molecules there will be
manydifferenttypesof bondswithdiffering
degrees of polarity and the overall molecule will reflect the sum ofthese Thesimple St S
symbolism is no longeradequate and we need an alternate way to view the charge distribution
in complexorganic molecules
Example Classify each bond as nonpolar covalent or polar covalent or state that ions are formed. 28
(a) S 𑁋 H (b) P 𑁋
mH (c) C 𑁋
n F (d) C 𑁋
N Cl
M
Example Would a bond between each of the following pairs of atoms be covalent or ionic?
(a) O, H (b) C, F (c) Li, F (d) C, Mg
Example Show the polarity of each of the following covalent bonds by partial charges and by a dipole arrow.
(a) O–H (b) C–O (c) C–Mg (d) B–H
Example Classify each bond as nonpolar covalent or polar covalent or state that ions are formed. 29
(a) S8Wa
𑁋 HSt (b) P 𑁋
m H (c) CSt
𑁋b F S (d) CSt
𑁋
N Cl s
EN of P and H
Polar NonPolar Polar Polar are very close so
covalent covalent covalent covalent
there is hardlyany
Polarityin P H bond
Example Would a bond between each of the following pairs of atoms be covalent or ionic?
(a) O, H (b) C, F (c) Li, F (d) C, Mg
d de de DEI s 1.7
DEN to DEN 1.7 DEN 1.7
Ionic i Polarcovalent
i polarcovalent butstill
Polarcovalent as carbondoesn'tformionicbonds
Example Show the polarity of each of the following covalent bonds by partial charges and by a dipole arrow.
(a) O–H (b) C–O (c) C–Mg (d) B–H
8 St St s s s1 St S
O H C O C Mg B H
Group Electronegativities 30
Its often convenient to consider groups that make up particularportions of a molecule as having
their own electronegativity compatible with Pauling Seale
We will be studying lots of reactions and their mechanisms in this course and reactions involve movement of
electrons. When electrons are being moved during reactions, we need to keep a track of this in order to understand
the reaction mechanism.
Bonding Patterns & Formal charge 1
32
33
Assign formal charge to C N and O atoms in the following molecules
a te ch b
µj es ay EN d H
pi
H
e te Ye E f teYg y g Uy NEN
BL
34
S1 H O
I 1H
c b
11 o 0
d H og H
1
a He c nµ ye c Cte c N
i
H p
has 3 e
H
T
p
has
n
hlasse HY
has5 e
has e Ue
oo o O
e teach teoc.io
f g cteg.NO N
T T T X has 55
haste hasUe
has 5e
solution
a
G bing.nqe.n.ie d
d
I L de
N has 6 e Se Se
i I formalcharge
Formal charge and Bonding Patterns 35
In organic chemistry we will be dealing with lots simple and complex molecules so its important
of
to have a proper understanding bonding patterns of common atoms like C N and O
of
Dueto 4 valence e C
E
Y
EC c
forms four bonds in
Neutral state
formal charge 0 formal charge I
Due to 5 valence E
N forms 3 bonds
ni hi N
htt N
and keeps one lonepair
of e fc o Fc I
iii I
octet will be exceeded
N These bonding arrangements ensure
and N doesn't have
octet completion
empty d orbitas for that
Re I
o o o 1 1
O O 0 0
g
fC D fc I Fc I
Molecular structure shapes of organic Molecules 37
Molecules have 3Dshapes What dotheylook like Why does a moleculehave a particularshape
The search for these answers led to the development various bondingtheories These theories
of
explained the known structures and also allowed chemists to predict structures
ofnewly
discovered molecules When a predicted structure was shown tobe wrong theory was refined until
Knowledge
ofmolecularstructures is critical to understanding of their physical chemical
properties Virtually every biochemical process hinges to a great extent on the shapes of
interacting molecules Properties like smell flavour acidity basicity reactivity ele depend on
molecular structure
bondpairs
e pairs mean lonepairs
VSEPR Valence shell e pair repulsion
g
Based on simplefact that e pair repeleachother and want to stay as far awayfrom each
other as possible Electronpairs around central atom arrangethemselves in such a that
way
repulsions are minimum and structure is stable
I
Tetrahedral shapes 39
Y'npitamnesame µ.gl or
5 or
txt
It
z does Pointed towards
you
a Pointed
Pointed amully away fromyou
away 9pointed towards You
fromyou
Tetrahedral is one the most
of
common geometries
you will
study in organic chemistry
Visualize it perfectly
z e e NH Ammonia
shape Pyramidal
Geometry Tetrahedral
HD Nater Dihydrogenmonoxide
C o 1
Shape Pyramidal
Geometry Tetrahedral
Ehr
Linear Geometry 41
y S
linear
Trigonal
Planar
Geometries
Hy Ethene HCHO Methanol
42
i
P p
Seo 304 p yo Doo
Koryo 6 1
U a
U HO
Nyo HO
Nyo
U U
5092 POU Pce HMOs HN0z
ThionylChloride phosphorylchloride Phosphorous NitricAcid NitrousAcid
trichloride
Tetrahedral Tetrahedral Tetrahedral TrigonalPlanar TrigonalPlanar
Atomic Orbitals and their shapes 43
An orbital of specified energy can bethought ofeither as the space around the nucleus
of an
atom available to an e or as a mathematical formulafrom whichthe probability
offinding
an e at a particular location may be calculated
colours
whythesedifferent
These two colours represent two different phases The phasing is solely a result the mathematical
of
functions describing the orbitals One colour indicates that the function is positive in this
region of space and the other colour indicates it is negative
44
b w same phases
1 PositiveOverlap Overlap
ie constructive interference
2 Negative overlap Overlapbtw opp phases
ie destructive interference
3 Zero overlap No effective overlap of
orbitals
Natureof Covalent bonds T and IT bonding 47
SigmaBond formed by axial or end toend overlap ofatomicorbitals
Leads to greater overlap b w orbitals and hence is a stronger bond
Is Is
Two Hatoms
Internuclear axis
f
Overlapping
IT Bond formed
by parallel orsideways overlapofatomicorbits
Extentof overlap is less so IT bond is weaker than bond
s orbitals don't form it bonds
881
p
2 lobes
only of each
d orbital are participating
Exampleof pit pit bonding day dry in overlap
If gfgffemanfiutoietibeasueo.es
of each d orbital are
participating in overlap
Example of PIT dit bonding
formation of Ctly molecule as per VBT 4g
A bond is formed between two atoms when both contribute one electroneach
ie At 1B AMB Two half filled orbitals overlap to
1B Dl Dt give a bonded e pair
IS 25
G's configuration 2P
of C ftp
4 f It hasonly 2 halffilledorbitals so it
Es can form only 2 bonds in ground state
C off f
9 9 9 One e is excited from as Ip to
give 4 unpairedorbitals toform 4bonds
t t t t
H H H H 4 halffilledorbitalsof Cand 4H
overlap
Onebond is formed by Is 25 overlap This means that all 4 bonds are not same
threebonds are Is ap overlap 3 are similar and one is different
50
But it's experimentally confirmed that all C H bonds of Ulu are alike
So in situations like this normal VBT is not successfuland we introduce a new concept
called Hybridization
t.TL Mixing
iir
BEBEE
P orbital
EESE
p orbital
EEEEEEEEOEESE.no
orbital
s
EEEEo
3 sp orbitals 2
If I mix 2 bowls rice with 1 bowl dal and dothe cooking I get palace So different orbitals
rice and dal when mixedtogether give a new set of equivalentorbitals Cpulao
Hybridization is the process where orbitals ofslightly differentenergies like s Pd intermix
to generate a new set
of orbitals which are equivalent in energies shapeand size known
as hybrid orbitals
like Pulao in the aboveexample
52
Hybrid orbitals undergo better overlap compared to pureatomicorbitals this results in stronger
and more stable bonds
Geometry of a molecule is governed by hybridization
Hybrid orbitals form bonds and not IT bonds
O
S
t A
Be of Sp Hybrid Orbital
O t CA t CA t A I sp3 Hybrid
s Be Ry B Orbital
H H
l I
H c C H
I 1
H H
Hoo
axis
This bond is symmetrical along the internuclear
I
C C Now if I hold one carbon atom fixed and rotate the
µ
the carbonatoms
T T X other it will not affect the overlap b w
bond ie rotation about c c is allowed
hands
formed BY
you can visualize this byholding pen withcaps in your
a
sp3 sp overlap and rotate the pen while keeping the capofpen fixed
formation of Ethane GHG 56
c c
eg This pen can be considered an example of bond here
g
rotate
holdthepenbody the cap to Youdidn't faceany problem ie
Rotation about a single bond is allowed 2
we will use this concept in stereochemistry
H H
12 11
HC Cii OD
µ
H th b eye
H y
Carbon Goo
pear
H n j
what you
see
f or I Hold the front
TH at cartebaornfansdonrobtyategoo
front carbon
formation of Ethene Hy 57
I se be
will
excited
Each Carbonforms 4 bonds to2P
2 bonds C H Require 3
I
is a bond C C JHybrid
orbitals aroundState these 3 orbitals
will form
f it bond c C J Requires 1 p orbital 3 o bonds
H H H H
c
C
T
e
cu H
f H
H
IT bond results from sidewaysoverlapof porbitals When the two porbitals are parallel
the overlap is maximum If one of the carbons is rotated about the c c bond the
900 when there can be no
overlap between P orbitals decreases and becomes zero at
1T bond In other words rotation about the e is a high energy process which
does not take place at normal temperature
1
A TRICK for Hybridization
Calculate no bonds free lonepairs
of
Moreclarity on free lonepairs will comeafter
YYntifgyur.es
nanee so don't worry if youdon't
E 1200
2 v T 1 Free L P 2 sp linear
3 sp2 Trig Planar
4 sp3 Tetrahedral
5 sp3d TBP
109.50
I 6 sp d2 Octahedral
3
This is an easiermethod Detailedtheory is
covered in chemical Bonding topic and dsp2
hybridization is covered in coordination compoun
topic
Trick for calculating Hybridization 63
TRICK for Hybridization
Calculate no bonds free lone pairs
of
Moreclarity on free lonepairs will comeafter
don't
Yeventingthrees.onance so don't worry if you
T Free L P 2 sp linear
3 sp2 Trig Planar
4 sp3 Tetrahedral
5 sp3d TBP
G sp3d2 Octahedral
Calculating Hybridization in organic molecules 64
H H 3 I LP 4
eg q µ c c H c H I
µ c c H N H spz
l H
I µ
f 11
G c 4 to LD 3
20 10 L P
n
sp
2 H
s sp3
i sp2
sp2 O p I 2LP 3 sp2
As 11 sp2 o
I 40 06 5
ay ay ay
Cee
_UL Utz H
attacks P y
dps
Io zLp y
2
Cte Ips Fps U a
i sps
at
Sp Ut
at I Tey t
cha
a
ab ut cha at or
p
U
ausps Ips 2 Vsp thatyaall care sp2
65
0 UF Restallaresp carbons
Cte Utz
µqq
H or
30 0 up
stp3 Slp Isps
sp
i
sp2
dP
Cee iii cee Restallaresps
o
CHP y can
y or Vf
µ Sps
3ot2LP 4 O
i sp3 sp Asp3 o
oteff 08 spa0 To
Vhf
spa
E te or ite o
Sps H sp O
µ 30 0LP S OH
0 1 µ O N
i sp2 0
OH
the odd e isin pure p orbital sped sp2
66
Determine the hybridization around the highlighted atoms in each molecule
OH OH O
t
I throat
I Tf
b OH
NH NH fd
Seldane 0 7NH
MHz
Relenza
as CH CECH b NO
ttbcjcHz c
ctezjprVsp
pz Ipa Tsp
Ipa
sp3 sp yo
no I ao
Il
spa sp
i
sp sp I sp2 sp2
T.N.ie µµ fd
Seldane O T.N.tl
1.7142
Relenza
68
any atom that possesses it
Place formal charge over in the following structures
a CEC b H CEO c
Q N Q d UtzNH
es t
yO Y
0 Ttb MHz
11 I
I EJ't rub
un
Tan t wane
Il t
off
NH
N
Ctb 0 4 µµTNXNHz
Ctl 2
US A theobromine Melamine
Molecule A contains sp2 Howmany lonepairs in Howmany lonepairs in
and sp carbons theobromine melamine
Solution to Practice Problems 69
0
a CEC b H CEO c N Q d CtlzNHz
0
es
y o.info
t EI
yo Ill O
its ivies
u s I ab Il
X No I
O
IX N
ab Hq II in
X N
NH
Hes Mil t iiiiq
A qq.HN
8 sp2 Uts
Molecule A contains
Lonepairs _8 Lone pairs _6
and 6 sp's carbons
Quick Recap of MOT 70
MOT is very important theory to understand the phenomenon which involve molecular energy
levels Its also based on quantum mechanical model atom and
you must have
covered
of
this in detail during chemical bonding If not then brushup the basicsofMOTand then
getback here
of
fo Sigma overlap
Dt
f f f
it overlap
t
Molecular Orbitals 72
According to molecular orbital (MO) theory, when two AOs overlap, they combine to form two new orbitals called
molecular orbitals (MOs), and the electrons from the original AOs are now accommodated in the new MO(s).
Whereas AOs are localized on atoms, MOs are associated with molecules and sometimes extend over a whole
molecule.
The simplest example is the formation of the H–H bond
of a hydrogen molecule (H2 ), which involves the
interaction of the singly occupied 1s AOs of two H atoms.
When the two AOs of equal energy overlap, two MOs are
produced. One is lower in energy than the original AOs,
while the other is higher and the new MO of lower
energy becomes occupied by the two electrons (as per
Aufbau Rule) which were originally in the two AOs.
why Bonding MO is more stable Because in BMO e density blew the nuclei
is greater which reduces the repulsion b w nuclei and provides
stability
e cloud
btw 2 nuclei
Molecular Orbitals 74
why Antibonding MO are unstable In ABMO the e density b w the two nuclei is zero
and hence repulsion b w the nuclei is maximum This makes the ABMO Unstable
Molecular Orbitals 75
a c
o
y 0
O
In a 1T bond the 2 e
stay in BMO and ABM0
is empty
g yeah c
2
Increasing Bond Strength eg c N c c
B0 _2 BO 3 BO I
c sp Clsp3 ClspDtclsp2
eg Utz Utz Us at _Utz
1 53 1.55 Ao 1 Ug 1.52 Ao
same trend we find in c H bondlengths
in the table As
Bond length and Bond strength 80
shorter
sp
f a
shorter
sp 3
Shorter
I
Shorter
sp sp3
Br Br F
as
II b IF C
IT 4 U te U
pc µ CpBr gt p d's c e c
IIH th F
f Y
H F UH H
PolarMolecule Polar Molecule MR 0 PolarMolecule µr O
Polarizability 83
molecules that
a
very important property of youmust havestudied during Rajan's rules in
mical bonding let's have a quick recap ofthis as well
Since e are charged particles
they respond to electricfields In particular e in molecules are
mobile to varying degrees so their positions can shift to different extents when
any external
electric field dueto a charge is nearby
e density has shifted duetothe
a simple representation presence of ve charge nearby This
e g is called polarization ie development of ve
e e of a neutral atom and ve poles
It has a symmetrical St s
distribution e
e e
of Place a e
e charge in the absence e t
cation e
Red recharge ofany external near this e
e
Blue e cloud electricfield atom
PositivePole NegativePole
F
84
So polarization is distortion or shifting of e density due to an electricfield nearby
In the previous example the neutralatomgot polarized by the cation So cation has a polarizing
power and the neutralatom has ability to get polarized ie polarizability
Now its easy to visualise that the size of atom anion is bigthen its outermost e
very if
cloud is far from the nucleus and loosely bound So it has higher tendency to get polarized
ie higher polarizability Whereas in smalleratomsfanions the e cloud is more tightly held
thus making them less polarizable
a dipole is induced in the moleculeadding to
Upon polarization any permanentdipolealready
present
This polarization caused byexternalinfluence is temporary ie as soon as i remove that external
electricfield the atom goes back to original state symmetrical distribution of e cloud
of
85
Atomic Polarizability e
C N S O H F 7 He
1076 loIO O 80 0.66 0.55 0.20 asperCRChandbook
I 7 Br 7 U A
47 3.05 2 18 0.55 polarizability across a period
P s 4 down the group
3 13 2.90
86
St S St S
C E bonds are much more reactivethan C Cl bonds in reactions like Snf and EZ
t t which you will study later
Lesspolar MorePolar
Morepolarizable lesspolarizable
Uts
Ues Ut
Uf ut
U
b
CteCte U Ut Ut3 z
te
Carbon
t
H
U
88
Determine the geometry around all second row elements in eachof following compounds 89
a Uy
di Ctb b Ctf Cte OH c MHz d Utz N
TI b
I
a c d
µ me
quo
X
e t g h
N.lk
Determine the geometry around all second row elements in eachof following compounds 90
sp2 H
a 116 by Do c
fo d
sp
Ue If Uab
n
I Isps
Maginn
te l n't
N O H
te I
µ
sp sps SP H
sp
Trigonal Planar about Tetrahedral around SP3
Tetrahedral Tetrahedraland
central carbonatom both C andoxygen linear
o
O H 0
d 11 I o
ab ii Macey C te e
okayEmme t Utz
Cee H
ai Ig
I lay H
u Hi
o te
g eee 9 h dnue
equine.ie
What orbitals are used to form each bond in the followingmolecules 92
a UtzBelt b W B C Uy O Ctb
a I b c d
of e
Nate
Amoxicillin
g
ay H 1 sp s overlap Cys
I by I sp
2
c H c
Ut
11C B sp3 Utz
µ Bee 2 sp3 sp overlap Ttb c µ bonds s
H c Be ab sp
c O bonds sp3 sp
3 SP s overlap c te bonds are sp3 s
Be H B C bonds are sp2 sp
H H Tetrahedral
y b G H H SP
c O ai d
Haug 8cg
nel care sp
uf cee
H HY c
µ
nee cand 0 I
Tetrahedral H
are sp3 All care sp2 sp
2 Tetrahedral linear
sp Trigonal Planar
e
Till
LF O Ctl
00
sp3 Polarbonds are highlighted in green 94
sp2 a
f sp bonds 46
P I IT bonds 6
2
sp
Esp2
Intermolecular forces 95
Intermolecular between molecules Tries to keep molecules closer
Intramolecular within same molecule 7 Holds atoms together to make a molecule eg
M be attractive or repulsive but repulsiveforces come into playonly when molecules come so close
that their e clouds start overlapping This is why most time when we discuss intermolecular
of
forces they are attractiveforces bp mp
These forcesaffect physical properties molecules
of organic eg boilingpoint meltingpoint solubility
etc
St simplest example there
S
of St
St 8 forces is when we dissolve 8 S
S g St St
t Nacl in water Nat U
g g ions are surrounded by H2O g
St g
s g molecules s S
St
St
St S H2O molecule 8
Attractive forces b w cation Nat U
g Attractive forces b w anion
polarmolecules polarmolecules
97
S
ionic be O
of can through s u
Na
S st
U
g test
solubility water St 0 O H s s1
in easily H
solids
Understood forces
ly si
St
H
O H
H
dipole
ion
Watermolecules polar attract the ions
from the crystal and hydrate savate
them The forces b w water molecules
and ions are won dipole forces
Thetotal energy released during the
interaction water and ions is called
of
the HydrationEnergy
creditsErebor
Mountain
Shutterstock
Dipole Dipoleforces 98
St St St
H S H S H S St S St S St S
eg U U U H U H U H G
µgc µgC µqc
H H H
gg
These forces depend on the magnitude
ofthe molecular dipole moment for compounds of
similar ainolar mass the greater the molecular dipolemoment greater the dipole dipoleforces
Mol wt Uh 46 50.48 44 41
Abusing Uhs o Ue Uy U Cee I H Uy EN
BP K 231 248 249 294 355
Source: chem.libretexts.org
Hydrogen Bond 100
S St S St
A H 01h11F B Notany random H can form H bonds Hydrogen which is
T
Hbond already part ofa dipole can participate in tebonding with
S St S St
N O or F
N H O H
S S St S si g S St S S St S g St S
Sf g Sf g
f H N H
S St S St
O H o F H
c Hoo o
H X
O U also has E.nl comparable to N but why it
Nopolarity in this doesn't normally participate in te bonding
bond
High E N and small size of NO F create greater St
charge on their covalently bonded H
lol
Unique propertiesofHydrogen that facilitate this uniqueinteraction are electropositivity smallsize
absenceof inner e shells These properties allow X and D to approach eachother
closely
without experiencing
any severe repulsion X H D
Sofar we've discussed the forces between polar molecules but what about the forces that
operate between non polar molecules
eg noble gases alkanes Uz Br etc
Intermolecular force blue non polar molecules is Londondispersionforces or weak VanDer
Waal's forces
Theseforces are weakest and exist in all substances polar or nonpolar But since
they
are very weak we don't normallymention them in polarsubstances
These forces result from the motion of e so they are present between all particles atoms
Ions and molecules
Atanyinstant e density on one side atom
No inherent polarity of
can be greater than the e
in this atom density on opp
side
But the e in an atom this will create a
are moving randomly all momentary dipole
in the atom and this momentary
the time
dipole will polarize the neighbouringatom
104
This process spreads through all atoms in the sample and weak attractive forces b w these
induced dipole come into action These are dispersionforces or weak V D W forces
St S St S St S
ooo ooo ooo ooo ooo
Nodipole a momentary 9
Adipole
dipole is created is induced
due to randomlymoving in this atom eventually theseatoms
e cloud induce dipole in other
nearby particles
strength of
London dispersion forces Polarizability of the particles
I
depends on no
ofe which is greaterin particle
with highermolar mass
Hawk ayub f
Utz
bp 36.1 C Utz
GreaterSurfaceArea bp g 5 C
lessersurface area
107
Geckos
How walls
on
stick
Vander Wallsforces
A Gecko's foot has toepadsconsisting of about half a million
setae made keratin Eachofthesefinehairs hashundreds
of
even smaller projections
of
of nanoscale diameterscalledspatulae Credits marimalShutterstock
protruding fromtheir ends
The VanderWaals forees created b w
the spatulae and the surface In the
case
of geckofeet the spatulae are
so small and get so close to the
surface that an attractive VanderWaals
forceofaround 0 UµN develops b w
a singlespatulaand a surface
108
for eachsubstance identify the keyintermolecularforceIs and predictwhichone ofthe pair
has the higher boilingpoint
a MgUz or Pcl3 b CtlNHz Or Uff c UtzOH or Utz H
a
Mga consists
of Mg and U ions held togetherbyionic bonding forces Pcl consists
of
polar molecules so intermolecular dipole dipole forces are present Theforces in Mgelz are
stronger so it should have a higher boiling point
b AGNHz and Uff both consist of polarmolecules ofabout the same molarmass UtsMHz
has N H bonds so it can form H bonds but Utz f can'tform H bonds
Og
would BE or II be expected tohave the higher boilingpoint
Both thesemoleculeshavesame no
of of e but IU has a dipole moment
Which
of followingmolecules can exhibit H bonding a CtesuezOH b Utz o Utz
110
OH
c ClyNHz d LettsgN e UHH f it 8 CHU h
OH
ctbUfOH UtzNHz as 2 Hare bonded to N CMU and
Although Clea has no H directly bonded to an EN atom but still it shows H bonding
bcoz Hydrogen atom should have ve polarity on it to participate in H bonding This
can also be achieved if c atom is bonded to multiple EM atom as in case of Cetus
F
mn
pnfjrnee7 afonmssanaYepianar H Importance
H
1
H5 H
c 42CIC y d
C
e Ht
G H H H Z
H y o c c H
outofPlane C C C
Hd H
ttI
atoms in c c u s
one plane H c H SH
H b atomsare planar
All 6 carbons and
6 hydrogens are This moleculebelongsto
C C in sameplane Allene family
FRONT
BACK
2
whythe hydrogens on end carbonatoms in uy c Uk are in 1 planes
942 c Ctez
The p orbital overlapping T
q HorizontalPlane
for IT bond is 1 to the verticalPlane
Uj c c cHz
sp2carbonatoms
a b
In c
Note d e
ace
OH
a N or
H b
dy or
d
C M
or
7 0 d W or
e koµ or
Iko ay f free or Az
115
a No polarity Dispersionforces b Due to presenceof N
y µ there is some polarity
dipole dipole i Dipole Dipoleforces
c H bonding
Koµ d
Dipole Dipole e Dipole Dipoleforces
a b OH
f
or
Te
compact
h or
K
highersurfacearea lesser q bonding
dispersionforces onlydispersion i Higher b p
greater Dispersionforces forces
higher bp
C dipole dipole higher b p
or d w o
Higher bp Biggermolecule
greater dispersionforces
e koµ or
omg f free or I higher B P
has biggeratom I
Hbonding GreaterBp onlydipoledipole i Greater dispersionforces
Functional Groups in Organic chemistry 116
Most organiccompounds have C c and C H bonds Thesebonds are strong non polar and not
brokeneasily But apartfrom C and H organic compounds sometimes have 0 N S P and
halogens Atoms other than C and H are called Heteroatom
T
different
T T
OH N carbon ReactivePart
µ
tycoon Skeleton
0 OH
11
2
f Br
HO I
CHO
INCOOR
Highlighted groups are AG
Typeof Compound GeneralStructure Example functional Group 118
Alkane R H Uy UtzUes
Alkene
4 4 Uez cH Utz c
AlkylHalide R X ay ay Br X Halogroup
X f U Br I
O O
Ketone
11
R C R
11
Cee C cute die carbonylgroup
0 O O
11 11 11
R C OH C
Carboxylicacid cage o te ote carboxy group
0 O O
11 11 11
Esler RC o R Cee C O Ub C o
O O O
11 11 11
R c MHz C C
Amide Utz MHz
Y
O O O
11 11 11
Acidchloride R c a chest a C
u
Typesof carbon and Hydrogen atoms 120
Based on the number carbonatom connected to a particular carbonatom we classify it as
of
primary lo secondary120 tertiary 5 or quaternary Cli
C C Uy lo
l f lo Cte lo Gt3 lo
CC CC Ctf Ctl lo I I 20
c c Cc Uf
l
e
l 30 so yes quoth Uy ab
e
5 or Tertiary 61220
40 orQuaternary
1
Utz to
121
Degree of H atom Degreeof Catom to which it is connected
Cle
to 10Hydrogens g
CH 10 Hydrogen 6
CHS Ctf go
µ
20 10 20 Hydrogen 2 Utz de Uf Ctl
20 Hydrogens 2
8 20 30 Hydrogen I
Solubility 122
if the extent towhich a compound called the solute dissolves in a liquid called solvent
ie Pandit dissolve IHT
Like dissolves like ie polarcompoundsdissolve in polarsolvents and nonpolarsolutes in non polar
solvents
Haler Polar solvent as it has polarity can form H bonds
Organicsolvents Mostly are non polar e.g Cay hexane benzene or are weaklypolar
e
g UtzO Ctb
Nacl Oil oil acetone
oil layer
water f water f organicsolvent
Cay Soluble
Cay Soluble
Butane
f 110 Insoluble
Acetone
f H2O
Soluble
O 125
11
Acetone has carbons and a polar in functional groups which makes it capable
only 3 of
H bonding with water In fact acetone is so soluble in water that acetone and water
are miscible they form solution in all proportions with each other
s
s1 0 St
H H Utz OH NOH
S OH
o
µ Ls µ bond very
soluble inwater slightlysoluble Insoluble in water
b'coz carbonchain in water as c chain is very
hydrophobic is small as Cchaingetsbigger big
OH
but Khao 04
is
HO boy
note far f we d OH
carbon chain is
Benzoicacid Aceticacid
Glucose bigger but we
have 5 OH groups water Insoluble WaterSoluble
Bigcarbon
chain
the basics of
That's it for
chemistry
organic
but
abhi dost
Picture mere
hai
baaki See u in next book