NOMENCLATURE OF ORGANIC COMPOUNDS DPP-1

1

Chemistry Ex. Navodayan Foundation

NOMENCLATURE OF ORGANIC COMPOUNDS DPP-1

Q.1. Select parent chain in the following :

(a) (b) (c) (d)

(e) (f) 23 )Et(CHCH (g) (h) EtCBu

Me|

Pr|

Q.2. Competition between alicyclic and aliphatic for selection of parent chain :

(a) (b)

(c) (d)

(e)

(f) (g)

73HCn

BuisoC

Me

Br

Hanging and flanging rule

Cl

2


Molecule having double bond, triple bond and functional group.

Q.3. Select parent chain :

(a) (b) (c) (d)

(e) (f) (g) (h)

(i) (j) (k) (l)

(m)

Q.4. Numbering of parent chain :

(a) (b) (c) (d)

(e) (f) (g) (h)

(i) (j) (k)

(l) (m) (n)

(o) 323 CHCHCHCHCCCH (p) 323 CHCHCHCHCCCH

(q) (r)

CC

nHCCCC

|

|CCHCH

73

23

OH

OHCHO

CHO

CNC

CNC

CNC

COOHC

COOHCCl

BrC

COOHC

COOH

OH

COOH

Lowest locant and minimum sum of locants rule

Cl Br

2NOF

I

Cl

Cl 2NOBr

3OCH 2NO

2NH

Cl

C

2NO

3OCH

CCCCCCC

2NHCl

3


Compound having functional group

Q.5. Write IUPAC name of following

(a) (b) (c) OHCCCC (d)

(e) (f) (g)

Parenthesis rule

Di, Tri, etc. numerals and Sec, Tert, do not considered

in alphabetical order.

Normal, iso, neo considered in alphabetical order

Q.6. Write IUPAC name of following compounds-

(a) (b) (c)

(d) (e)

(f) (g)

(h) (i)

groupfunctionalatingminterChain

groupFunctionalatingminterChain

atingminterchainNon

etcCOOR,CONHCOX,COOH,CHO,CN 2

groupfunctionalatingminterchainNon

etc||C,SH,OH

O

C

C

CHOCCCC

C

C

CCCCC

CHO CHO

CCCCC

Br

BrBr

CCCCCCCCCC

CC

CCC

CC

C

CCCCCCCCCC

C

CCCC

C

CCCCCCCCCCC

CCC

C

C

4


Q.7. Write IUPAC name of following compounds:

(a) HCOOH (b) 2)COOH( (c) 22 )COOH(CH (d) 22 )COOHCH(

(e) (f) (g) (h)

(i) (j) COOHCF3

(k) 33 COCHOCOCH (l) ClCHCOCHOCOCHClCH 2222 (m) COOCO

(n) 323 CHCOCHOCOCH (O) ClCHCOCHOCOCF 223 (p) COOCO

(q) 32CHCHCOOCO (r) (s) (t)

(u) (v) (w) (x)

(y) COClCH3 (z) CHCOClCl2


(a) (b)

(c) (d) 3223 CHCHOCH

O

CCH||

(e) CH

O

CCHH

Br

CCH||

| 23 (f) 3223 CHO

O

CCH

Cl|CCHOCHCH

||

HOOC COOH

CC H H

HOOC

COOH

CC H

H

COOH

HOOC

COOH

Acid Anhydride

'R

O

CO

O

CR||||

Open chain

Simple (R =R’) Alkanoic anhydride

Mixed (R=R’) Alkanoic alkanoic anhydride

Simple Alkanedioic anhydride

Complex Cycloclkane dicarboxylic anhydride

Cyclic

O

O

O

O

O

O

O

O

O

O

O

O

Cl

O

O

O

O

O

O

CHCHCHCHCH 223

OCBr 3CH

3CH

COCl

COBr

3CH

3CH

OH

O||C

O

O

OCH3

Br

5


(g) (h) (i)

(j) 2223 NH

O

CCHCHCH|| (k) 223

3

NH

O

CCHH

CH|CCH

|| (l) 3223 CHNH

O

CCHCHCH||

(m) Br

HC

N

O

CH

Cl

CH

CH

CCH|

||

||

523

3 (n) (o)

(p) 223 NHCHCH (q) 2223 NHCHCHCH (r) 33

2

CHH

NH|CCH

(s) 323

23

CHH

)CH(N|CCHCH (t) 352

52

523

CH

HC

HC|C

CH|NHC

| (u)

(v) N)CH( 33 (w) (x) (y)

(z) OH

O

CH

OH|C

O

CCH||||

3


(a) 323

2

CHCHO

O

CH

CN|C

CONH|COCH

|| (b) OH

O

C

O

CH||||

(c) Cl

O

CH

OHCH|CHOCH

||

2

2 (d) 22 NH

O

CNH|| (e) 2NH

O

CH|| (f)

(g) (h) (i) (j)

32CHOCH

O||C

O

CO||

3

52

CH

HC

N

O

C|

|| N

O

C||

3

52

CH

HC|N

NN|H

NH

NH

CN

OH

N

O

C||

3CH

3CH

2NH

OH

CCCC

COOHCOOH

COOHCOOH

COH

COOH

COOHCH 2

COOHCH 2

CCC

CN CN CN

O

O

CCF||3

6


(k) (l) (m) (n)

(o) (p) (q) (r)

(s) (t) (u) (v)

1. Derived Name : Based on source like, methane, wood sprit, urea etc.

2. Common Name : (Trivial system)

saturated open chain hydrocarbon Alkane

3. Common name of the following compounds are :-

(a) (b) (c) (d)

n – pentane n – hexane neo-pentane iso-heptyl chloride

(e) (f) OHCC

C|CC (g) (h)

vinyl –neopentane Isobutyl alcohol Benzyl chloride Benzal chloride

eCycloalkan

)BHC(cycloBi 2

CBridge

CheadBridge

)BHC(Spiro 1

BHC

IO

efixPr

)n(Normal Iso Neo

Cl

ClCH 2

2CHCl

7


(i) (j) (k) (l)

Benzochloride Benzylalcohol Benzaldehyde Bezoic acid

(m) 33 CH

O||CCH (n) CHOCHCH 2 (o) (p)

Acetone or Dimethyl ketone Acrolein Oxalic acid Malonic acid

(q) (r) 2CH (s) (t)

Succinic acid glutaric acid Adipic acid Anilene

(u) (v) (w) (x)

pyridine Pyrrole Anisol Anthracene

(y) 5656 HCNNHC (Diazobenzene)

(a1) 5223 HOC

O||CCH

O||CCH (b1)

Aceto acetic ester Lindane BHC, 666

(c1) 5256 HC

O||CHC (d1) 5656 HC

O||CHC

ethyl phenyl ketone Diphenyl ketone

(e1) Quinone (f1) Phenol

(carbolic acid/phenic acid)

(g1) Catecol (h1) Resorcinol

OHCH23CCl OCH OCHO

COOH

COOH

COOHCH 2

COOHCH 2

COOHCH 2

COOHCH 2COOHCHCH 22

COOHCHCH 22

2NH

NH|N

3OCH

ClCl

ClCl

Cl

Cl

O

O

OH

OHOH

OH

OH

COOH

COOH2CH

8


(i1) Hydroquinol (j1) Diphenyl

(k1) CHCOOHCHHC 56 Cinnamic acid (l1) Acetophenone

(m1) 22 NH

O||CNH Urea (n1) OHCH3 Methyl alcohol

(O1) CHOCCl3 Chloral

(p1) CHOCHCHHC 56 Cinnamaldehyde (q1) COOH

COOH2CH

COOH2CH

CHO|

|

citric acid

(r1) OHCH

3CH|

COOH| Lactic acid (s1) Cresol

(t1) Cumene (u1) Furan

(v1) THF Tetra hydrofuron

(w1) Thiophene (x1) Tropylium cation

Cycloheptatrienyl cation

(a2) (b2) CH2N2

DDT diazomethane

(c2) (d2 )

Ethylene glycol Malic acid

(g2) (h2)

Fumeric acid Glucose

OH

OH

3CH

OH

CH3 3CHCH

O

O

S

CCl3 Cl

H

C

Cl

22 CHCH

OH OH

COOHCH

COOHCH

COOHCH

HCHOOC

CHO

4)CHOH(

OHCH2

3COCH

9


(i2) (j2) COOHCHNH 22

TNG Glycine

(k2) (l2) 2622 NH)CH(NH

glyoxal Hexamethylanediamine

(m2) (n2)

Phthalic acid Isophathalic acid

1, 3-benzene dicarboxylic acid

(o2)

1,4 Benzene dicarboxylic acid

(Terephthalic acid)

(p2) 4CH Marsh gas (q2) Mesetylene

(r2) RSH (Thioaleohol)

(s2) (t2)

Naphthalene Acetyl salicylic acid (Aspirin)

(a3) Piperidine (b3) T.N.P.

Picric acid

(c3) Pyrogallol (d3) Salisaldelyde

(e3) (Salicylic acid) (f3) (Ethyl benzene)

22 ONOCH

22 ONOCH

22 ONOCH

CHO

CHO

COOH

COOH

COOH

COOH

COOH

COOH

N|H

OH

2NO

2NO

NO2

OH

OHOH

OH

CHO

OH

COOH

22CHCH

3CHCO

O||

OHC

O||

10


(g3) Tarteric acid (h3) Vanillin

(i3) NH2 HSO3 Sulphanalic acid (j3) Toluene

(k3) T.N.T. (l3) O-xylene

(m3) m-Xylene (n3) p –Xylene

(o3) Tropolone (p3)

□□□□□

(a) D

COOH

H OH

OHH

COOH

3CH

3CH

2NO

2NO

NO2

3CH3CH

3CH

3CH 3CH

3CH

OH

CHO

3OCH

11


#ANSWER-KEY#

1. (a) 4-methyl octane (b) 4-methyl nonane (c) 4-methyl octane

(d) 3-methyl-4-ethyl heptane (e) 3, 5-dimethyl octane (f) 3-methyl pentane

(g) 2, 4-dimethyl-4-phenyl heptane (h) 4-ethyl-4, methyl octane

2. (a) Propyl cyclohexane (b) Cyclopropyl butane (c) Butyl cyclobutane

(d) 3-chloro-1-cyclopentyl pentane (e) 1-bromo-2-propyl cyclopropane

(f) 1, 1-diethyl cyclohexane (g) 1, 2-cyclobutyl ethane

3. (a) 2-methyl-3-propyl buta-1, 3-diene (b) 2-(1'-methyl propyl) but-1-en-3-yne

(c) 3-butyl-4-ethyl hexa-1, 5-diene (d) 3-propyl heptan-2-ol

(e) 3, 4-diethyl octan-2-ol (f) 3-ethyl hexene

(g) 2-ethyl-3-propyl butanedial (h) Propane-1, 2, 3-tricarbonitrile

(i) 3-bromo-2-chloro-butane-1, 2, 4-tri carboxylic acid (j) Cyclopropane carboxylic acid

(k) Cyclopentyl cyclobutene (l) 3-cyclohexyl cyclopentanol

(m) 2-butenyl cyclobutane carboxylic acid

4. (a) Chlorocyclopentane (b) 2-bromopentane (c) 2-chloro-3-methyl-4-nitrohexane

(d) 1, 3-dimethyl cyclohexane (e) 3-ethyl-4-methyl hexane (f) 1-bromo-5-chloro pentane

(g) 2-methyl-4-nitro pentane (h) 1-fluoro-2-iodo cyclopentane

(i) 1-methoxy-2-methyl cyclopentane (j) 1-amino-2-nitro cyclopentane

(k) 2-chloro-4-cyclopropyl-5-methoxy-3-methyl-4-nitro heptane

(l) 2, 2, 3-trimethyl pentane (m) 2-(2'-aminoethyl)-3-(2"-chloro propyl) buta-1, 3-diene.

(n) Hept-2-en-4-yne (o) Hept-4-en-2-yne (p) Hept-2-en-5-yne

(q) 3, 3-dimethyl pent-1-en-4-yne (r) 3-cyclopentyl-3-ethyl non-4-enyne

5. (a) 4, 4-dimethyl pentanal (b) 2-ethyl-3, 3-dimethyl butanal (c) Butanol

(d) 2-methyl pentanal (e) 2-methyl-6-ethyl nonane

(f) 2, 3, 3-trimethyl pentane (g) 3-ethyl-4, 4-dimethyl heptane

6. (a) 2, 3-bis(bromoethyl) buta-1, 3-diene (b) 3-bromomethyl-4-isopropyl heptane

(c) 5, 5-diethyl-3, 3-dimethyl dodecane (d) 4-isoprppyl-5-sec. butyl decane

(e) 5-neopentyl decane (f) 1-methyl-3-propyl cyclohexane

(g) 3-ethyl-1, 1-dimethyl cyclohexane (h) 3, 4, 6-trimethyl octane

(i) 3-ethyl-5-methyl heptane

7. (a) Methanoic acid (b) Ethanedioic acid (c) Propane dioic acid

(d) Butanedioic acid (e) cis-but-2-enedioic acid (f) trans-but-2-enedioic acid

(g) 2, 3, 4-triethyl hept-5-enoic acid (h) 3-methyl cyclopentane carboxylic acid

(i) 1, 4-dimethyl cyclohexane-1, 4-dicarboxylic acid (j) 2, 2, 2-trifluoro ethanoic acid

(k) Ethanoic anhydride (l) 3-chloro propanoic anhydride

12


(m) Cyclopropane carboxylic anhydride (n) Ethanoic propanoic anhydride

(o) 3-chloropropanoic-2, 2, 2-trifluoro ethanoic anhydride

(p) Cyclohexane carboxylic cyclopentane carboxylic anhydride

(q) Cyclopropane carboxylic propanoic anhydride

(r) Butanedioic anhydride (s) Cyclohexane dicarboxylic anhydride

(t) Propanedioic anhydride (u) But-2-enedioic anhydride

(v) 2-bromo-3-methyl pentanedioic anhydride (w) 4-chloro pent-2-enedioic anhydride

(x) Cyclopentane dicarboxylic anhydride (y) Ethanoyl chloride

(z) 2, 2-dichloro ethanoyl chloride

8. (a) 2-ethyl-4-methyl pentanoyl bromide (b) 2,2-dimethyl cyclopentane carbonyl bromide

(c) 4,5-diethyl-2-methyl hept-6-enoyl chloride (d) Propyl ethanoate

(e) 5-bromo-2-methyl hexan-3-one (f) methyl-3-chloro-4-ethoxy but-3-enoate

(g) cyclohexyl-2,2,2-trifluoro ethanoate (h) Ethyl cyclohexane carboxylate

(i) Cyclopropyl cyclopentane carboxylate (j) Butanamide (k) 3-methyl butanamide

(l) N-methyl butanamide (m) 3-chloro-3-methyl-N-bromo-N-ethyl butanamide

(n) N-ethyl-N-methyl cyclohexane carboxamide

(o) N-cyclohexyl-N-cyclopentyl cyclopropane carboxamide

(p) Aminoethane or Ethanamine (q) Aminopropane or Propanamine

(r) 2-aminopropane (s) N, N-dimethyl-2-amino butane

(t) N-ethyl-N-methyl-3-amino-3-methyl pentane

(u) N-ethyl-N-methyl-1-amino cyclohexane (v) N, N-dimethyl amino methane

(w) N-cyclopentyl-N, cyclopropyl amino cyclohexane

(x) Azocyclopentane (y) 1, 4-diazo cyclohexane (z) 2-hydroxy-3-oxobutanoic acid

9. (a) Ethyl-3-carbamoyl-2-cyano-3-methoxy prop-2-enoate (b) Formyl methanoic acid

(c) 3-hydroxy-2-hydroxymethyl propanoyl chloride (d) Aminomethanamide

(e) Methanamide (f) 3-hydroxy-cyclohexane carbonitrile

(g) 3-amino-2-hydroxy-N, N-dimethyl cyclobutane carboxamide

(h) Propane-1, 1, 3-tricarbonitrile (i) Butane-1, 2, 3, 4-tetracarboxylic acid

(j) 2-hydroxy propane-1, 2, 3-tricarboxylic acid (k) Bicyclo (3,2,1) Octane

(l) Bicyclo (2,1,0) pentane (m) Bicyclo (2,2,0) hexane

(n) 7-methyl bicyclo (2,2,1) hexptane (o) 6-iodo bicyclo (2,2,2) octan-2-one

(p) Bicyclo (3,2,1) octane (q) 7,7-dimethyl bicyclo (2,2,1) heptane

(r) 7,7-dimethyl bicycle (2,2,1) hept-2-ene (s) Bicyclo (1,1,1) pentane

(t) Spiro (2,4) heptane (u) Spiro (2,2) pentane (v) 2-methyl spiro (4,5) decane

NOMENCLATURE OF ORGANIC COMPOUNDS DPP-1

Documents

Transcript of NOMENCLATURE OF ORGANIC COMPOUNDS DPP-1