CSUMB  ESSP 311  Dr. R. Rinehart  

Aldehydes and Ketones

KETONES

Common Name

“IUPAC” Name

Condensed Structure or Molecular Formula

Line Structure

Comments

acetone

2-propanone

CH3COCH3

 

 

common industrial and household solvent

methyl ethyl ketone

2-butanone

CH3COCH2CH3

 

 

another major solvent

diacetyl

2,3-butanedione

CH3COCOCH3

 

 

synthetic butter flavor [“topping,” anyone?]

cyclohexanone

cyclohexanone

C6H10O

 

 

 

acetophenone

methyl phenyl ketone

CH3COC6H5

C8H8O

 

 

mousy odor

benzophenone

diphenyl ketone

 

C6H5COC6H5

C13H10O

 

 

fixative for heavy perfumes

benzoin

2-hydroxy-1,2- diphenylethanone

C14H12O2

 

 

starting material for syntheses

jasmone

3-methyl-2- (cis-pent –2-en-1-yl) cyclopentanone

C11H16O

 

 

used in perfume

muskone

3-methyl cyclopentadecanone

C16H30O

 

see below

 

used in perfume

civetone

 (Z)- 9- cycloheptadecene –1-one

C17H30O

 

see below

 

used in perfume

DOPA-quinone

xxx

C9H8NO4

 

 

intermediate in the biosynthesis of melanin

l-carvone

(-)-(R)-carvone

C10H14O

 

 

from spearmint oil

d-carvone

(+)-(S)-carvone

C10H14O

 

 

the mirror image of the above molecule; from caraway oil

menthone

xxxxx

C10H18O

 

 

peppermint odor; used in flavors & perfumes

irone

xxx

C14H22O

 

 

found in violets and iris; used in perfumes; there are several isomers, each with a characteristic odor

ionone

xxx

C13H20O

 

 

also found in violets and iris; used in perfume

 

 

muskone

 

 

civetone

 

                                          

4-methyl-3-hexanone            4-methyl-3-heptanone             6-methyl-3-octanone

three alarm pheromones from different ant species.

They are all the  (S)-x-methyl derivatives of  3-alkanones

 

  © Ronald W. Rinehart, 2002   

to see the table of aldehydes, click here

Structures drawn with MDL ISISDraw®