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- SOME
ORGANIC ones a TECHNIQUES
co
acy which deals with study of carbon compo
ih of Chemis
i and hydrogen only are called hydro,
7 el cannot be prepared in the la
red in the lab by Wobler.
> Organic Chemistry is the bran
in
> The simplest organic compout
> According tothe Vital Force theory.ove
>
Urea is the first organic compound prep’
NH,CNO reas? NH, CON, :
ammonium Cyanate Urea
ns in the ab is CH,COOH. It was prep
> First organic compound prepared from its eleme ;
> Shoslicous cont prepared fromits elements in the labis CH,. It was prepared
> The ability ofcarbon atom to form long chains or rings is known as catenation,
are inumerable due to
(QNeumcatesioncpctycfanten (2) Tetvalenyofearbon
(©) Isomerism inorganic compound ofcarbon _(d) Carbon has tendency to form muttip}
Structure and Bonding of Carbon in Carbon compounds :
The ground state electronic configuration of carbon is 1s? 2s? 2p, ! 2p, '2p0
The excited state electronic configuration of carbon is 1s? 2s! 2p,! 2p, 1 2p,!
Energy ofexcitationis 501.6 KJ mol!
Inorganic compounds carbon atom undergoes ‘SP, Sp? or sp? hybridisation,
Vvyy
% of character
Orbitals
involved | -oForbitals
Hybridisation
ate
sp one s 2 | 45
three p
one s 333 | 66.6
alle | 109° 29"
ee 30 120°
sp ones 5
ont 0. 50 ; o 180°
x
> Greater the s - characts
fer lower the ene, ‘and
t!
S The order of size of different orbitals, ane sp} sae zeae ae a
ey The change in hybrids idisation, affects the cme
aracter ofthe hybrid or rn Rar,
SP carbon> 55° carbon Sites the electronegativty
%S character a Cletroncgatvty of cary
mnMethane
ECO
Can
Bond.
energy.
(Acetylene)
7
Bibane |) 0p & 6 |fisp—sp\} 0 [1.54] 1.09 | 341.1(-)
or)
Ethene | sp? a a
(Ethylene |? s S| my 1 [134 (@)) 1.08. | 610.7)
"ps
Ethyne sp 4 6
Isp-sp\| 2
2sp-s
1.20(=)| 1.06 |827.64 (=)
In x(pi) bond formation, parallel orientation of the
two ‘P’ orbitals on adjacent atoms is necessary
for a proper sidewise overlap
In H,C = CH, molecule,both the ‘P” orbitals are
mutually parallel and are perpendicular to the plane
ofthe molecule,
Rotation about C - C bond in C= Cis restricted.
WE-1 Write the hybridised state of c1 ‘the
following compounds and shapes of each of th
molecules. iy
a) H,C=O »)CH,F 0) H-CaN
"Sol: a) sp” hybridised carbon, trigonal planar
| b)sp3 hybridised carbon, tetrahedral
c) sp hybridised carbon, linear
WE-2 What is the type of hybridization of each
carbon in the following compounds?
a) CH,CI_ b) (CH,),CO — ¢) CH,CN.
| €) HCONH, ¢) CH,CH = CHCN
Sol: a) sp? ) sp?, sp? c) sp, sp?
) sp? ) sp, sp’, sp?, sp? |
WE-3 How many sigma and pi bonds are preserit
ineach of the following molecules?
2) CH,-CH =CH, b) CH,-C=C-CH,.
©) HC = CCH = CHCH, :
67
So a) 06.¢:2; Ooy
F
;
2) Ge.c:3} Oey 16 T=2
Writing Systematic Lewis Structurs
‘The molecular formula of methyl nitrteis CH,ONO.
Allhydrogens are connected to C - atom and the
‘order of atomic connections in the above example
is Cono
Total valence electrons can be counted as :
H=1x3=03
C= 4x1=04
O=>6x2=12
N= 5x1=05
24
Ist Partial Structure
6 bonds (shared pairs ) equivalent to 12 electrons
H
w—-f-o-N- ‘Oo
H
2nd Partial Structure
provision ofan octet for all atoms (except hydrogen
atom) by using remaining 12 electrons
H
a
H
0>
>
Final Structure
Atom which have fewer electrons than 8 use
unshared pairs on adjacent atoms to form double
or triple bond to complete the octet.
It is most stable structure for methyl nitrite
becauschydrogen atoms have duplet and all other
atoms have octet
H
Ht BH
4,
H
Calculation of Formal Charge
Formal charge, Q; = GN - No. of bonds- No. of
unshared electrons
methyl nitrite has two resonance structures
Structure - IT
The structure -I with no formal charges is more
stable than the structure -II with formal charges.
In the Structure - II
The formal charge on oxygen atoms
+1
5-3-2-0
T=6-1-6=-1, M=
formal charge on nitrogen ator
Structural Representation of Organic
Molecules :
Structures of organic
in several ways. The
structure, dash structure,
bond line structure.
Example ofcomplete structural
H
H- é ¢-H Nc
(eb
densed structural formula
HC=CH CH,OH
compounds are represented
Lewis structure (or) dot
condensed structure and
| formula
H
HOH
Examples of con
a
can be further condensed to CH, (Cx,
5
Se of bond lin representation
7. x
(cyelopropane) :
The various ways ofrepresenting 2- bromo butang
are:
Cu,
ts Sy
CH,CHCH,CH,
Br
Incyclic compounds, the bond -line formulae may
be givenas follows
Cl
CH,
“CH;
(chlor eylohexane)
Examples of Bond Line Structures :
oO
1,3-butadiene
)
es Propane
ce
or (oes 1,3-diene
Y
desnethynex 2-7
CH,CH, H,C=CH,
Bee : (ethyne) (methanol)
(ethane) (ethene)STS
H
Dashed wedge
Bond in the (Bond away
plane of paper Cy"!!! | from observer)
se N\ Solid wedge
H
iH (Bond towards
observe)
Organic compounds
Acycli O;
chat compounds Cyclic or Closed chain
‘or Ring compounds
Saturated Un saturated ~Homocyeli |
ye arbor lic or leter i
wimcatene OR "EE —
pounds
Alicyclic Aromatic Aromatic ‘Non- Aromatic
compounds compounds compounds ‘compounds
Benzenoid Non-Benzenoid
compounds compounds
Acyclic Compounds : > Other than aromatic cyclic compounds are called
Non cyclic compounds are called acylic compo alicyclic compounds
Saturated : Forexample,
oe
CH,CH,CH,CH, CH;—CH—CH,
Butane Isobutane
Unsaturated
ca Cyclopropane Cyclobutane Cyclohexene
2 Aromatic compounds :
Cie Sree =CH > Allaromatic compounds are cyclic, planar
CH,CH,CH=CH, cH, > The cee anes in the aromatic ring undergo
3 seats sp’ isation.
1-Butene * 3,3-Dimethy-I-butyne |, Aromatic compounds obey Huckel rule,
Cyclic compounds : (4n+2)ne"
> Contains atleast one ring or closed chain of atoms} Where n=0,1,2)...ete
These are of two types. , containing benzene rings are
> Homocyetic compounds have same atomsinring |” A oe aed
| » Carbocyclic compounds have carbon atoms only
ring.
snMASTER JEI eed nate
Qo ©
Benzene Naphthalene
Phenanthrene
> Aromatic compounds which do not contain a
benzene ring are called non-benzenoids,
Forexample,
OOO
Azulene —Tropene Cyclohepta-
trienyl cation
> Hetero cyclic compounds contain hetero ‘atom in
ring
/\ i
4 Tetrahydro
Oxirane Azirane
furan
Aromatic Hetero Cyclic Compounds :
O86
4 Thiophene Furan Pyridine
Pyrole
Homologous Series :
> Aseries oforganic compounds containing same
Seneral formula and same functional group and any
{wo successive compounds differ by CH, unit
> 1. Homologues can be prepared by: similar
methods,
2. Homologues show similar properties,
CRUE errs
a)
3. Homologues show gradatioy
properties, :
4. Successive members differ by,
molecular formula and molecular
5.Allhomologues have the same
General Rules for IUPAC No,
Carbon Compounds : d
TUPAC names usually consists of
‘many cases two parts) (1)Root word (2)
(3) prefix(es) :
Root Word :It represents the number of
‘atoms inthe longest chain. Generalroot word
No.of carbon atoms | = nt
in the chain
1
2
3
4
5
6
7
8
9
10
2) Sufix: The sufix may be
®) Primary suffix andb) secondary suffix,
Primary suffix: Indicates saturation or
‘unsaturation
RW Tsufix yy,
Saturated a
cco ~
Unsaturated = Lae
C=C ay rene alkene
“CaC ook alkyns
; Incase of more than one Cac orCec.
Rodification ofroot word takes Place
Novof Normal Maia
carbons root word root word
4 but. buts
5 Pent Penta
5 hex. hhexa-
feue are more than one C= Cog Cth
terms di Wiandtetraete.are used bap, the
Primary sufi
@:4@»
reece ee
as Ay
CH,=CH- CH= CH,
AC name : 1, 3- butadiene”
tp) Secondary Suffix : It i
secon scene ton
‘ primary suffix . The final ‘ein the mine
fix is dropped for a secondary sufix beginnin’,
“with a vowel (a, €, i, 0, u ) but itis retained for
"secondary suffix beginning with aconsonant.
Class
[Aichol
Aldehydes eat
Ketones -oic acid
[Carboxylic acids} ~ -one
Esters -oate
|Acid chlorides -oyl chloride
/Acid amides -amide
Icyanides nitrile
{Isocyanides -Carbyl amine
3) Prefixes : (a) 1° prefix: It tells us about the
nature of carbon chain i.e. whether it is open chain
oreyelic ring.
The commonly used primary. prefixes are cyclo,
bicyclo, spiro ete.,it is meant for alicyclic
compounds.
Examples:
Cyclopropane Cyclobutane
2prefix: These indicate the substitution of other
groups (not regarded as functional groups) in place
ofhydrogen atoms in the compound.
Group
-NO,
-NO
TIES eda
Types of Carbon and Hydrogen
Atoms:
There are four types of carbon atoms and
three types of hydrogen atoms.
Primary (1°) carbon : Acarbon atom attached to
one or no other carbon atoms.
‘Secondary (2°) carbon : A carbon atomattached
to two other carbon atoms.
Tertiary (3°) carbon : Acarbon atom attached to
three other carbon atoms.
Quarternary (4°) carbon : A carbon atom attached
to four other carbon atoms.
Hydrogens attached to primary, secondary and
tertiary carbon atoms are termed as primary,
secondary and tertiary hydrogen atoms respectively.
Secondary (2°)
CH. s
lee (pee ay
CH p— CCH CH,
CHs Tertiary (3°)
Quaternary (4°)
¢ Total number of 1° hydrogen atoms : 15
Total number of 2° hydrogen atoms: 2
Total number of 3° hydrogen atoms: 1
‘Alkanes : Alkanes or paraffins are saturated
hydrocarbons. The general formula : C, Haya:
The word'alk’ indicates the chain length while the
suffix ‘ane’ indicates saturation.
Molecular formula IUPAC name
CH, Methane
OHe Ethane
‘Alkyl groups are monovalent groups obtained by
removing one hydrogen atom ofalkanes.
53USES
Compound and IUPAC names of alkyl groups:
ORGANIC CHEMISTRY -SOME BASIC PRINCIPLES
on
Parent | Formula of alkane | - Alblesips Z
Alken | Eo SARA) As | eR as
is Methyl
Methane | CH, CHy
Ethane | CHi,-CH, CH-CH,- Ethyl Ethyl-
Propane |CHy-CH-CH, — |CHS-CH-CH- —_Ia-Propyl Propyl—
CH,-CH-CH,
I
Burane_|CH,-CH,-CH,-CH, CHy-CH,-CH,-CH,-ln-Butyl Buty
(CH;-CH,-CH-CH,,|sec-Butyl 1-Methylpropyl—
il
Isobutane CHCH-CH, CAH Isobuty —_ J2-Methytpropyt-
CH, cH,
r
Cie fer-Butyl |1, 1-Dimethylethyl—
cH,
Alkenes :
1 A
> cata ttahydrocattons with double bond are > Alkynes :
called alkenesor clan” Drsturated hydrocarbons with Cact
> steel formula oF alkenes is, Suffix for |, Caled alkynes,
alkenes is'ene’, Longest carbon chai containing > Oeneral molec
the>C=C< group is chosen, IIUPAC syst
~ ane from alkane
COMMON
NAME || TUPAC
Olefins alkene
Ethylene ethene
Propylene Propene J
Alkenyl Group : The group derived fomanalkene
by removing a hydrogen atom is called alkeny| ~
group.
ethenyl
Propeny!
butenyl
idIkyl Halides :
Alkyl Halides and IUPAC names:
Ikylhalides are the halogen derivatives of alkanes,
Depending on the number of halogens in the
ecule they are further divided into mono, di, tr,
ives.
>» General molecular formula is Coop XorR-X,
Polyhalogen derivat
In IUPAC system they are given the name halo
alkane,
Formula “Common Name” | TUPAGNa
HBr Methyl bromide Bromomethane
CH,CH,C/ Ethyl chloride Chloro ethane
CH,CH,CH,C/ n-propyl chloride 1-Chloropropane
CH,CHCICH, Isopropyl chloride 2-Chloropropane
CH,CH,CH;CH,I n-butyliodide 1-Todobutane
cH,
2 CH Isobutyl iodide 1-iodo-2-methylpropane
cH |
|
CH;CH,C HCH, sec-butyliodide 2-iodobutane
I
|
CH,;-C-CH, tert-butyl iodide 2-iodo2-methy! propane
I
CH,
Alcohols : Ethers :
InIUPAC system, the alcohols ae called alkanols, | > TUPACname of ether is alkoxy alkane,
ie. by replacing -e from the name ofalkane by-ol | > The smaller alkyl group plus the oxygen atom is
ic,, (alkane -e+ol=alkanol) called asan alkoxy substituent.
Aliphatic hydrocarbons with -OH functional groups | > The name of the alkane is prefixed by the name of
are called alcohols. the alkoxy group and position number.
General formula is C, H,,,, OH.orR- OH > General formula is (C,H,,.,),0.
IMMON |!
FormuLa | COMMON |'qipkc Tconnion
NAME |
C-OH Methyl alcohol [Methanol 7
C-C-OH Ethylalcohol | Ethanol ethane
C-C-C-OH {n-propyl aleohol| Propanol Methyl ethyl |methony-
C-C-C-C-OH|n-butyl alcohol |Butanol ~ |ether ethane
C-C-C-OH ___|Isobutyl alcohol | 2-Methyl Diether ether Jethoxy-
| propanol sais a methane
g CH,OCH(CH,), Ey !2-ethoxy-
isopropyl {propane
CH, ether
CH, C -on t-butyl alcohol
CH,
2- Methyl - 2- Propanol
55vv
Aldehydes :
InTUPAC system, aldehydes are named after the
corresponding alkanes as alkanal by replacing
suffix~'e' with -‘al’
‘When substituents are present the carbonyl carbon
is assigned position 1.
General formula is C, H,,0
‘Aldehydes contain - CHO functional group
v
COMMON
NAME
Formaldehyde
Acetaldehyde
Propionaldehyde
aoa,
| FORMULA
HCHO
ICH,CHO
|CH,CH,CHO|
TUPAC.
‘methanal
ethanal
ropanal
v
butanal
CH, CH CHO
cis >
2-methyl_ Iso-Butyraldehyde
Propanal
Ketones :
TUPAC name's alkanone
In TUPAC system longest chain containing the
ketonic group is taken as the parent chain,
Inketones >C= 0 group is present,
Inketones the carbonyl carbon s linked with two
alkyl groups
In TUPAC system, ketones are named after the
Corresponding alkanes sufix is replaced by the
suffix- one.
vy
vv
> The general formulas (C, Hy,4)CO or RCO. |”
i common) Tope] |>
NAME) TUPAC
“Acetone |Propanone
LyMethy! [pena | |.
Propyl {none
ketone >
Carboxylic acids :
TUPAC name isalkanoic acids (alkane -oic- acid),
The name is derived by replacing ‘e' of the
corresponding alkane by -oic acid,
General formula is RCOOH or C, H,,., COOH
(CH,CH,CH,CHO >
n- Butyraldehyde >
"| Propionic
acid
Butyric
Acid chlorides:
TUPACname isalkanoyl chloride,
Itis derived from the corresponding
replacing'e' with ‘oyt halide,
FORMULA)
HCOCr methanoyl|/
chloride
CH,COCI — |Acetyl chloride ethanoy!
poi chloride
CHSCH,COCHPropiony!
chloride
Amines :
egrets amines are the alkyl derivatives of
Monoalkyl derivatives of i
Primary a are called
Dialkyl derivatives ofatnmon
ies (RNID, ninare cad secondary
Trialkyl derivatives ofammon; i
nen Smmonia are called tertiary
TUPAC name of primary aming is
Secondary amine is N -alkyt any
tertiaryamine is N, N-dialkylaminoatkangMethylamine
i than-
H,NH> met!
ce amine
secondary
ines:
q arNHCH, Dimethy! amine | N-methy!
methan-
amine
’ ‘Tertiary,
— |Amines: : :
— cayN ___|Trimethylamine | N,N-
dimethyl
: methan -
amine
is
Nitro compounds :
> The functional group is -NO,. If'N' of NO, is
Jinked to the alkane it is named as nitro alkane.
> If'0' of - NO, group is linked to the alkane it is
named as alkyinitrite.
uLA| COMMON | yupac
FORM = NAME) |p
[CH;NO, — (Methylnitrate | nitro-
methane
CH.NO, _ | Ethylnitrile nitro -
ethane
IC;HjNO, | Propyinitrate | nitro-
propane
Nomenclature of Branched Chain
Alkanes:
To sumup IUPAC name ofan organic
compound consists of following arragement word-
root suffixes and prefixes.
v
For example,
akiess
1 4
io Br
She0n6
4-Bromo Cyclo Hex an one
prefix prefix iv ds ds
va
Longest Chain Rule:
Carbon chain containing more number of carbon
atoms is considered as longest carbon chain
root word is given based on the number of carbon
atoms of longest carbon chain
Lee Die 5.3
CH;—CH;—CH—CH;—CH,
4 5g
CH;—CH;—CH,
correct selection (6C atoms)
1 2 3 4 5
CH;—CH;-CH—CH;—CH,
CH;—CH;—CH,
wrong selection (5C atoms)
Iftwo different chains of equals lengths are possible
» the chain with maximum number of side chains or
alkyl groupsis selected.
For example:
Pies Qe 1B 4.
CH;—CH;~ CH—CH—CH;— CH;—CH,
She oy
CH, (CH-CH-CH,
CH,
correct selection (Longest chain of 7C atoms with
three branches)
Aki 2- iSkeidd st $7861) 7
CH;—CH;— CH—CH—CH;- CH—CH,
cH, Gi CECB,
CH,
wrong selection (Longest chain of 7C atom with
two branches)
. Lowest Number or Lowest Sum Rule.
Numbering of the carbons in the parent chain as 1,
2, 3... ete. starting from the end which gives the
least number to the carbon atoms carrying the
substituent(s).
Ss Ss
eae er Mey ree eee es Ea
C—t—c—c c—C—C—C
(correct) (wrong)
‘When several substituents are involved, the lowest
number means (i) lowest sum of numbers (ii) lowest
individual numbers (iii) lowest number for the first
37[FORMULA
primary
K ines?
AHANH, —[Methylamine | methan-
) amine
secondary
Amines? : :
QH,NHCH,, [Dimethyl amine | N-methyl
: methan-
: amine
‘tertiary
Amines: a ..
{Hp N.—_|Trimethylamine | N,N-
| dimethyl
methan -
amine
Nitro compounds :
> The functional group is -NO,. If'N' of NO, is,
linked to the alkane it is named as nitro alkane.
> If'0' of-NO, group is linked to the alkane it is
named as alkylnitrite.
COMMON
FORMULA RANE TUPAC
CH,NO, _|Methylnitrate | nitro-
methane
C.HNO, |Ethylnitrile nitro -
ethane
CHjNO, |Propylnitrate _| nitro-
propane
Nomenclature of Branched Chain
Alkanes:
> Tosumup IUPAC name ofan organic
compound consists of following arragement word-
root suffixes and prefixes.
For example,
2 3
l 4
oO: Br
Ser
4Bromo Cyclo Hex an one
ay os Yes Seney
2prefix Iprefix RW PS SS
vo
Longest Chain Rule :
Carbon chain containing more number ofcarbon
atoms is considered as longest carbon chain
root word is given based on the number of carbon
atoms of longest carbon chain
1 vs 3
CH;—CH;—CH—CH;—CH,
4 ‘5. 6
CH,—CH;—CH,
correct selection (6C atoms)
1 2 3 4 5
CH GH CR CH CH,
CH;—CH;—CH,
wrong selection (SC atoms)
Iftwo different chains of equals lengths are possible
, the chain with maximum number ofside chains or
alkyl groupsis selected.
For example:
Letgedue 34
CH;—CH;— CH—CH— CH;- CH;—CH,
SLs 56.5 2
CH, ‘CH-CH-CH,
cH,
correct selection (Longest chain of 7C atoms with
three branches)
WAL 2. Sen SAe TS AGE OT,
CH;—CH;— CH—CH—CH;— CH;—CH,
CH, .GH-CHCH,
CH,
wrong selection (Longest chain of 7C atom with
two branches)
Lowest Number or Lowest Sum Rule.
‘Numbering of the carbons in the parent chain as 1,
2, 3..... etc. starting from the end which gives the
least number to the carbon atoms carrying the
substituent(s).
es Vee] Ogi) Be ea
c—ct—c-c.. c—t—c—c
(correct) (wrong)
When several substituents are involved, the lowest
number means (i) lowest sum of numbers (ii) lowest
individual numbers (iii) lowest number for the first
4
57nl CRUISE,
WS ert
named group, inthe order of preference,
Nomenclature of Orga
pounds Containing Function,
s ss ~COOM > $0,H'> Cogg.
e-goe-e-gatig COCI> CON, > CH s cy .
222 *:3. 2 6
2454613 (wrong numberi Priority order: CO> OH > SH > Nxp 20)
iority I,
Rees M N=N>NO,> NOs y
> Priority Principles If the compound jg oly
x ooay: functional compound, thescection ofthe pa
saat i the: Ice, x
2434611 (correct numbering) functional group follows the sequen :
Acids > acid derivatives except nitrile 5
TIL. Presence of More Than One Substituents ; nitriles > aldehydes > ketones > alcohols :
>» Ifthe same: substituent is repeated in the: chain that amines> ether> double bond > triple bong,
's indicated by prefixes such as di, tri, tetra ete. >. The longest parent carbon chain is sclectee insuch
indicate, ‘number ofsuch groups or atoms an position way that the functional group bearing carbon,
of carbon atom on which they are present are to be inclided init even though itcontaing lesser numibes
eee of carbon atoms,
CH,
Hyc—C—cHy, CH,
CH, CH,
(2, dimethyl propane) 5 as” sy
Be 1C—H,C—H,C—C = CH,
IV. Alphabetical Order: correct chain
droge or moresubsivens ar presntonthe paren 6cH,
chain , they are named in the alphabetical order 3
along with their appropriate postions, SoH
cH, CH;-cH, Teag it ce
Tee ales gh gf Tg: ng HyC—H,C—H,c—C CH,
C—~CH—CH—CH~CH— CH~CH, Wrong chain
4-ethyl-2-methyl heptane
> The numbering ofatoms inthe ent chain is pi
v. Kumbering ofCarbon Atoms ‘ in such a way that carbon atoms aeeiten
Alkyl group substituents containing sub branches | inert 00D geste ones ining.
srepaitedssubsituted ay groupsin which tn > ihe Patent chainishydrooa see
{arbon atom ofthe branched substituent attache ‘ene! and ‘yne! Then ae deg cluding both
directly to longest carbon chain should be always | tet ade caseiflowess sco" Of Preference
numbered 1, St sum rule is same,
> The numbering is done as shown below: *EEC-CH, Cc,
1
y—CH- CH Hs~ CH—CH~CH>-CH=- cH,
FGI Si Gece FT 9 peat teen spe
ICH,
CH orc, B.
30H, Hs
5-2, 2-dimethylpropyl) nonane ]
1 CH~CHs-C=cH—cy
3-ethyl pent-2-ene >eee
ie
c= C—C—CH = CH,
CH,
3,3-dimethylpent-1-cn-4-yne
CH;
: CH;— C—GH = CH—CHO
Hy
4,4-dimethyl-2-pentenal
HC= C—CH,OH
2-propynol or prop-2-yne-1-ol
Gis CBs
CHy— CH— CH—CH;~c =
3,4-dimethyl pentane nitrile
cu F CH ¢—cH,
°
pentane-2, 4-dione
cue CHy~CH-CHs-Cocn,
NH.
4-amino-2-hexanone
CHS CH CH COOCAH,
cH,
ethyl 2-methyl butanoate
CH, -CH, ~ 0 ~ CH, ~ CH,CI
2- chloro =1- ethoxy ethane
cH,
CHy—O—F— CH
cH,
2-methoxy-2-methylpropane
Writing the Structure of the Compound Whose
Name is Given :
Observe the root word and write the continuous
carbon chain.
Number the carbon atoms in a suitable way and
attach the functional groups, substituents and
multiple bonds at their respective carbon atoms.
Carbon has tetravalency, Attach the required
number ofhydrogen atoms at each carbon atom to
Salisfy its tetra valency. Now the structure is
completed,
°8: 3~Bromo~2~Methylpentan-2~ol
8) As per the rootword pent we have
C—C—c—c—¢
Pad 3g 8
ah 4.4
b)Asper the name ©“F—F—C—C
CH, Br
©) To satisfy the tetravalency of each carbon atom
hydrogen atoms are added to each carbon atom as
Per requirement,
H OCH,Br
Hence, the structure is complete,
Rules for IUPAC Nomenclature of Alicyclic
Compounds :
The following rules are generally followed.
The names of alicyclic compounds are obtained by
adding the prefix ‘cyclo’ to the name of the
Corresponding hydrocarbon (alkane, alkene or
OO
Cyclobutane Cyclohexene CyclohexYne
Iftwo or more alkyl groups or other substituent
are present in the ring, their positions are indicated
by arabic numerals, ie., 1,2, 3, 4,... ete. While
numbering the carbon atoms of the ring, the
substitutent which comes first in the alphabetical
order is given the lowest number provided it does
not violate the /owest locant rule. For example,
1 L
5, 6 2
sl
4 3
¥
1,2-Dimethyl- _ 3-Ethyl-1,1-dimethyl
cyclopentane cyclohexane
Ifthe ring contains more or equal number of carbon
atoms, ring is considered as parent compound.
59oo
os
PU acu ieee a
5 number of cat
> Tf thesde chain cont ae ot chat
atoms than ring, itis considere
POG Lk
-(I-methy! Heyl
, va cyclohexane propyl
cyclohexane pen
If the side chain contains a multiple toot es u
functional group, the alicyclic ring is treated as
substituent irrespective of the size of the ring.
NO, HH
S 3 Ll
12 2
eg: 2
g ; S
3-Cyclo 3-Nitrosyclohex Cyclofiex-2
propylprop —-I-ene -en-l-ol
-l-ene
> Substituent of the base compound is assigned
‘number 1 and then the direction of numbering is
chosen such thatthe next substituents appear in the
name in alphabetical order,
No,
7 cr O,N’ 0 o
CH,
2-chloro-I-methyl-
4-nitrobenzene
I-chloro-2,4-dinitro-
benzene
Nomenclature of Aromatic
Compounds:
UTA Laan econ
> When an aromatic compound contains two or more
fanctional groups, itis named as a derivative ofthe
compound with the principal funcitonal group at
Position.
> Ifallthe functional groups present in the benzene
ring are such which are normally treated ag
substituent groups, the various groups are arragned
in alphabetical order with the group named first in
the alphabetical order getting the lowest locant
Provided it does not violate the lowest locant rule
forall the substitutents,
OG
ay Q) (oy
Methyl Methoxy Bro
benzene benzene _benzen
Br 7 an
: Br Che
(4) ()
1,2-dibromo —_1,2-dichloro
benzene benzene
; 5
NO,
©) @ (8)
Ichloro-4- Benzene Benzene
nitro benzene carbaldehyde carboxylic
acid
1H OH ‘OCH,
1} (10) 3
1,2-Di
benzene?! Hydroxy Acet
Compound is assign:
m .
hmber 1 and then the {tection of numbering is.
chosen such that th ores
‘umber. The substi Bets the lowest
Alphabetical order "'S @Ppear in the mame th
CH, ‘
NO,
No, s
8: consider
No, .
60eich eaee a)
qe
jmed #8 24,6 trinitro toluene taking toluene | >
mpase name.Similarly
OCH;
; Ibenzene ring is named as substituent it ivnamed
as phenyl (C,H,
) Similarly an arene is named as
aryl.
F
CH,CH,OH CH,CI H=CH,
4 is d-cthyl-2- fluoroanisole.
CH,CHy
imple base name other than benzene is
wihen n0 8 a c 2-phenyl- chloro phenyl Phenyl
Widble, the positions are numbered 50 as to give ethanol methane oes
ie lowest cent the first point of difference. (Benzyl chloride)
©
F
4-ethyl-1-fluoro-
2-nitrobenzene
Isomerism: The phenomenon by which two
or more compounds possess same molecular
formulae but different physical and chemical
Properties is known as isomerism
NO,
eg?
ISOMERISM
Constitutional Stereoisomerism
or
structural Isomerism
L- chain tsomerism
Conformational Configur
| Position Isomerism isomerism isomeri
{~ Functional Isomerism
|— Metamerism Geometrical Optical isomerism.
| Ring-Chain Isom or or
Ring Chain WWoeverie: Cis-trans isomerism Enantiomerism
|_ Tautomerism
Chain Isomerism : eg: 2) Pentane has three chain isomers.
Chain isomerism arises due to differences in the CH,CH,CH,CH,CH, n-Pentane
‘arangement ofcarbon chain. Itis also known asnuclear, cH, cn,
or skeletal isomersim. Chain isomerism is found in 1 1
compounds containing more than three carbon atoms. CH;-CH—CH,—CH, CH;-C— cH,
eg: 1) Butane has two chain isomers. Isopentane bs
CH. thylbuta 5
te (enctnyiputane) Neopentane
CH;-CH;—CH—CH, CH;~CH—CH,
n-Butane(butane) Isobutane
(methylpropane)
of