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What exactly makes a lemon smell like a lemon and an orange smell like an orange?

Question #39424. Asked by sequoianoir.

Senior Moments
Answer has 6 votes
Currently Best Answer
Senior Moments

Answer has 6 votes.

Currently voted the best answer.
When citrus fruits are pressed, in addition to the fruit juice itself, an oil present in the peel is also obtained. This is purified and made into suitable concentrations. Peel oils are the source of the strong smell we sense when we peel an orange and to a lesser extent a lemon.

Oct 03 2003, 10:00 AM
Low Standard
Answer has 3 votes
Low Standard

Answer has 3 votes.
Infact the peel of lemons, oranges, limes etc contain about 80% of the real 'flavour' of the fruit (but I don't suggest you go and eat the peel). This is why they include the peel in cocktails such as the Caprioska and Caprianha. Without the peel you would hardly taste the fruits.

Here's an old bartender trick: cut a firm slice of FRESH lime, orange etc peel about the size of a watch-face, 5mm thick. With a cigarette lighter heat the outside for about 10 seconds until the citric oils begin to spit out. Then quickly squeeze the peel so all the oils spray into the flame, making a small fireball.

Oct 03 2003, 10:15 AM
Siskin
Answer has 3 votes
Siskin

Answer has 3 votes.
Is this what you mean DB?

When you smell an orange or a lemon it's the essential oil that we smell. Essential oils are fragrant substances that are obtained from plants - the oils are known as volatile, that is when they evaporate into the air they leave their lemony or orangey aroma behind.

Oct 03 2003, 12:16 PM
sequoianoir
Answer has 3 votes
sequoianoir
21 year member
2091 replies

Answer has 3 votes.
Sorry Siskin but no.

Why do they NOT smell the same ?

Oct 03 2003, 12:19 PM
lothruin
Answer has 4 votes
lothruin
24 year member
392 replies

Answer has 4 votes.
Orange and lemon oil contain basically the same fragrant ingredients: d-limonene, citral, decyl aldehyde, methyl anthranilate, linalool and terpineol. The differences in scent between lemon and orange oil are caused by different percentages of those components. Lemon oil contains a much larger percentage of terpineol.

Oct 03 2003, 3:18 PM
sequoianoir
Answer has 2 votes
sequoianoir
21 year member
2091 replies

Answer has 2 votes.
Lothruin is on the right track but the interpretation/conclusion is wrong.
There IS an EXACT difference !

Oct 03 2003, 7:48 PM
lothruin
Answer has 3 votes
lothruin
24 year member
392 replies

Answer has 3 votes.
Appearantly the limonene in orange is a mirror molecule from that in lemon. Same components, but put together opposite from each other, which causes the difference in scent.

The same can be seen between Mint and Caraway, where the molecular structure of carvone is a mirror between the two.

Oct 03 2003, 8:14 PM
sequoianoir
Answer has 2 votes
sequoianoir
21 year member
2091 replies

Answer has 2 votes.
Well it is "less" or "more" but it is of the "same thing"

Lothruin has a very big YO!

LIMONENE is what makes a lemon and orange smell.
You can make limonene "in a test tube" and it smells of lemons.
You can make more limonene and it smells of oranges.
The difference is because one test tube contains left-handed limonene and the other contains right-handed limonene.
They both contain exactly the same atoms but the arrangement of atoms in the limonene molecule that has a lemon smell is a mirror image of the orange smelling one.

Oct 03 2003, 8:26 PM
gmackematix
Answer has 2 votes
gmackematix
21 year member
3206 replies

Answer has 2 votes.
So the next obvious question is does a racemic mixture of both optical isomers of limonene smell of lemons or does it smell of oranges?

Oct 03 2003, 10:55 PM
sequoianoir
Answer has 2 votes
sequoianoir
21 year member
2091 replies

Answer has 2 votes.
Gmack, the language of your last enquiry suggests you might know something about this subject ?

Re an answer, I would suggest it depends whether or not the 2 versions of limonene actually chemically interact with each other.
If not then I would suggest it would be the same as having a test tube of one variant under your left nostril, and the other version under your right nostril as you have a good sniff.

Try it with an orange and a lemon , see which is "stronger" or maybe your nose/brain will get confused and smell limes or grapefruit or even cabbage soup!

Oct 04 2003, 9:35 AM
gmackematix
Answer has 2 votes
gmackematix
21 year member
3206 replies

Answer has 2 votes.
Yes, DB, I suppose so unless we have dominant nostrils! The language of my question just suggests that I vaguely remember some A-level chemistry from 10 years ago.

Oct 05 2003, 12:47 PM
avatar
undudelike star
Answer has 3 votes
undudelike star
16 year member
102 replies avatar

Answer has 3 votes.
It surely must have something to do with either or both being cis and trans. Cis meaning the same side and Trans on the other side. Both, I'm guessing, are isomers of each other to some degree.

or, as has been mentioned a Right (dextro) or Left (Levulo) enantiomer. The L-form is the one that occurs naturally. The D-forms are biologically inert -- they cannot be manufactured into proteins by biological processes.

So, since this is a natural ( I guess we could have synthetic lemon and orange oils if we prefer ), then both forms of limonene, if natural, would be levulo enantiomers.

Oct 29 2009, 3:38 PM
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