Basic Organic Nomenclature

An Introduction

Dave Woodcock,
Associate Professor Emeritus UBC (Okanagan)
©1996,2000, 2008

9. Comrehensive Self-study Questions

Answers

Index


Suggest IUPAC names for the following natural products.

1
Santene. Component of East Indian sandalwood oil
2,3-Dimethylbicyclo[2.2.1]hept-2-ene

2
Citronellal
(R)-3,7-Dimethylhept-6-enal

3
Sitophilate Aggregation pheromone of Sitophilus granarius
Pent-3-yl (2S,3R)-3-hydroxy-2-methylpentanoic acid

4
Serricornin Female-produced sex pheromone of Lasioderma serricorne
(4S,6S,7S)-7-Hydroxy-4,6-dimethylnonan-3-one

5
Quadrilure Aggregation pheromone of Cathartus quadricollis
(E,R)-7-Methylnon-6-en-3-yl ethanoate

6
Principal alarm pheromone of Atta texana
(S)-4-Methylheptan-3-one

7
Serotonin
3-(2-Aminoethyl)-5-hydroxyindole

8
Geranial
(2E)-3,7-Dimethylocta-2,6-dienal

9
Enanthotoxin, from hemlock water dropwort.
(2E,8E,10E,14S)-Octadeca-2,8,10-triene-4,6-diyne-1,14-diol

10
Humulene, terpene constituent of carnation extracts
(1E,4E,8E)-2,6,6,9-Tetramethylcycloundeca-1,4,8-triene

11
From the stoat, Mustela arminea
(S)-2-Propylthietane

12
Filifolone
(1S,5S)-2,6,6-Trimethylbicyclo[3.2.0]hept-2-en-7-one

13
alpha-Terpinene
1-Isopropyl-4-methylcyclohexa-1,3-diene

14
Dominicalure 2, aggregation pheromone of Rhyzopertha dominica
(S)-Hex-2-yl (E)-2,4-dimethylpent-2-enoate

15
Pheromone of the western tent caterpillar
(5E,7Z)-Dodeca-5,7-dienal

16
Pheromone of the ant Tetramorium impurum
(3R,4S)-4-Methylhexan-3-ol

17
An aggregation pheromone of Scolytus multistriatus
(3S,4S)-4-Methylheptan-3-ol

18
Sitiphilure
(4S,5R)-5-Hydroxy-4-methylheptan-3-one

19
Piperitone, found in sitka spruce oil
(S)-6-Isopropyl-3-methylcyclohex-2-enone

20
Honey bee queen substance
(E)-9-Oxodec-2-enoic acid

Back to Questions

Review Heterocyclics with common names.


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