Heterocycle nomenclature

Question 1

ole ending

Answer 1

2 double bonds

Question 2

structures of pyrrole, pyrazole, and imidazole

Answer 2

5 member rings with 2 double bonds. pyrrole has one nitrogen, pyrazole has 2 adjacent nitrogens, and imidazole has 2 nitrogens separated by a carbon

Question 3

nomenclature of 2 different heteroatoms

Answer 3

oxygen (ox), nitrogen (az), sulfur (thi); separated by a carbon. If the prefix is iso, the heteroatoms are adjacent

Question 4

saturated ring suffix

Answer 4

olidine

Question 5

one double bond ring suffix

Answer 5

oline;

Question 6

order of heteroatoms preference

Answer 6

O > S > N > P: old socks never pill

Question 7

furan

Answer 7

5-member with oxygen and 2 double bonds

Question 8

thiophene

Answer 8

5-member with sulfur and 2 double bonds

Question 9

amine

Answer 9

Nh2 ammonia derivative

Question 10

aldehyde

Answer 10

CHO

Question 11

carboxylic acid

Answer 11

COOH

Question 12

ether

Answer 12

COC

Question 13

ester

Answer 13

COOC

Question 14

amide

Answer 14

CONH2

Question 15

draw quinoline

Answer 15

structure

Question 16

draw isoquinoline

Answer 16

structure

Question 17

draw quinazoline

Answer 17

structure

Question 18

draw phthalazine

Answer 18

structure

Question 19

draw 1H-indole

Answer 19

structure

Question 20

draw 2H-indole

Answer 20

structure

Question 21

draw 2H-isoindole

Answer 21

structure

Question 22

draw 1H-benzimidazole

Answer 22

structure

Question 23

draw purine

Answer 23

structure

Question 24

draw benzoxazole

Answer 24

structure

Question 25

draw 1H-indene

Answer 25

structure

Question 26

draw anthracene

Answer 26

structure

Question 27

draw phenanthrene

Answer 27

structure

Question 28

draw 9H-fluorene

Answer 28

structure

Question 29

rules of orientation

Answer 29

1. horizontal
2. above and to the right
3. heteroatoms at lower positions
   3a. OSNP
4. ring junctions at low positions
5. saturations at low positions
6. substituents at low positions

Question 30

acridine and its numbering

Answer 30

structure

Question 31

fused ring systems

Answer 31

fuse the prefix and suffix rings

Question 32

draw pyran

Answer 32

structure

Question 33

carbonyl as part of the backbone

Answer 33

-one as a suffix on a parent or -oxo- in a list of substituents or modifications

Question 34

numbering of phenanthren

Answer 34

in a counterclockwise fashion

Question 35

where is the parent compound and where are the modifications

Answer 35

the modifications can be before, after, or both before and after the parent. when they are after, they end with a trailing comma

Question 36

term when a double bond becomes saturated

Answer 36

dihydro (with 2 numbers preceding: 1,2-dihydro (however the substituents are not necessarily hydrogen atoms)

Question 37

if there are an odd number of saturated bonds

Answer 37

2,3-dihydro-1H-indole

Question 38

carbonyl substituents are named

Answer 38

by dropping the “ic acid” and replacing with “yl”; acetic acid CH3COOH -> acetyl CH3CO