Jamaican Citrus

The 1996 citrus crop saw a total of 4.25 million boxes of all varieties of citrus being taken in, of which 2.2 million were consumed locally. Projections are that by the year 2000, the total area planted in all varieties of citrus would be about 24,500 acres.
Ref: The Gleaner, Sat Dec 21st, A16, 1996.

Oranges

Quite a few varieties of orange are grown in Jamaica but very few studies have been done on their chemistry.
An interesting paper on the effect of storage on the constituents that affect the aroma of Valencia oranges was published by: C. Velez, E. Costell, L.Orlando, M.I. Nadal, J.M. Sendra and L. Izquierdo in J. Sci. Food Agric., 1993, 61, 41-46.
They took freshly squeezed oranges and split the juice into several fractions. Some was immediately frozen at -18C as a control, while the other samples were stored at 0, 20 and 35C for up to 3 months. They then looked at the variation of the aroma constituents as a function of storage.
Note that unlike grapefruit or lime, the volatiles in oranges that contribute to the flavour are many and varied.

Some volatile compounds thought to impart Orange flavour:

Component Flavour threshold Amount in fresh
orange juice
FEMA code
Terpene hydrocarbons ppm ppm  
R(+)-limonene 0.21 1-80 (2633)
myrcene 0.042 0.05-2 (2762)
alpha-pinene 1 0.02-0.09 (2902)
valencene - 0.04-0.2  
Aldehydes      
acetaldehyde 0.022 3-7 (2003)
(E)-2-pentenal 0.15 <0.01 (3218)
n-octanal 0.0005 <0.01-0.3 (2797)
nonanal 0.0043 <0.01-0.04 (2782)
(cis)-4-decanal 0.0032 0.01-0.15 (3264)
citral 0.041 0.05-0.3 (3203)
sinensal 0.0038 -  
Esters      
ethyl acetate 3.0 0.4 (2414)
ethyl propionate 0.005 0.1 (2456)
methyl butanoate 0.059 0.1  
ethyl butanoate 0.00013 0.08-1.4  
ethyl 2-methylbutanoate 0.0001 <0.01-0.1  
ethyl 3-hydroxyhexanoate - 0.14-1 (3545)
Alcohols      
ethanol 53 380  
(E)-2-hexen-1-ol - <0.01 (2562)
(E)-3-hexen-1-ol 0.07 <0.01-0.5  
D-linalool 0.0038 0.15-2.34 (2635)
alpha-terpineol 0.3 0.09-1.1 (3045)

The numbers in brackets on the right are the FEMA codes (Flavor and Extract Manufacturers' Association of the USA).

References

"Volatile compounds in foods and beverages" , Ed by H. Maarse, Marcel Dekker, Inc, New York, 1991.
"Flavors and Fragrances", Aldrich Catalog.

Structures with Citrus-like Flavours

Over 450 aliphatic and isoprenoid substances have been isolated from the most common citrus fruits in studies carried out around the world.
Some examples include:
n-Decanal, beta-Sinensal, Citral, 3-Methyl oct-2-enal and (+)Nootkatone.
The essential oils of tangerine and orange can be extracted by bruising the peel of the fruit and collecting the oil exuded.
Some oils need special treatment, for example, lime oil needs boiling with water to bring out the best flavour.
The essential oils contain a proportion of oily substances which are unsaturated hydrocarbons such as terpenes, hemiterpenes and sesquiterpenes. Although these contribute considerably to the flavour of an oil they are usually found to be insoluble in water and alcohol. In a syrup or cordial they tend to separate or float to the surface which may give an objectionable tart taste in the mouth.

pic 
of grapefruit

Grapefruit

A brief history of the grapefruit is available from Univ. of Florida.
A pink grapefruit for breakfast anyone?

The constituent that gives the characteristic flavour of grapefruit is reported to be nootkatone, shown below.

This has a fresh, green, sour, fruity character with a threshold value of 0.8 ppm. Its optical antipode (-)nootkatone, has no fruity character at all and its threshold value is about 600 ppm.

Another character imparting terpene found in grapefruit is 1-p-menthene thiol.

Grapefruit juice contains citrus flavonoid compounds not found in other citrus juices. The most prevalent of these is naringin which produces the characteristic bitter taste that orange juice does not have. The structure is given below.

pic 
of limes

Limes

One of the first trees to be planted by Jamaicans when they move into a new house is the

lime tree, so there are always plenty of limes around for a cool refreshing drink.
Cold, hand pressing of the peel gives only a mild lemon-like flavour, however if the fruit is mashed and the oil steam-distilled then a strong lime flavour is obtained, although some of the citral is decomposed during this process.

The pressed oil contains 6-9% citrals whereas the distilled oil, 1-10%. citral-a (geranial)

Use this link for an example of a GC Headspace analysis of a piece of lime skin.


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Created and maintained by Dr. Robert J. Lancashire,
The Department of Chemistry, University of the West Indies,
Mona Campus, Kingston 7, Jamaica.

Created May 11th 1995. Last modified 13th October 1999.
URL http://wwwchem.uwimona.edu.jm:1104/lectures/citrus.html