Citral

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Citral
Neral
IUPAC name 3,7-dimethyl-2,6-octadienal
Other names citral
geranial
neral
geranialdehyde
Identifiers
CAS number [5392-40-5]
RTECS number RG5075000
SMILES
Properties
Molecular formula C10H16O
Molar mass 152.24 g/mol
Appearance Pale yellow liquid
Odor Lemon like
Density 0.893 g/cm³, liquid
Boiling point

229 °C

Hazards
NFPA 704
1
0
0
 
R-phrases R36, R37, R38
Flash point 91 °C
Except where noted otherwise, data are given for
materials in their standard state
(at 25 °C, 100 kPa)

Infobox references

Citral, or 3,7-dimethyl-2,6-octadienal or lemonal, is either of a pair of terpenoids with the molecular formula C10H16O. The two compounds are double bond isomers. The E-isomer is known as geranial or citral A. The Z-isomer is known as neral or citral B.

Geranial has a strong lemon odor. Neral has a lemon odor that is less intense, but sweeter. Citral is therefore an aroma compound used in perfumery for its citrus effect. Citral is also used as a flavor and for fortifying lemon oil. It also has strong anti-microbial qualities[1], and pheromonal effects in insects.[2][3]

Citral is used in the synthesis of vitamin A, ionone, and methylionone, and to mask the smell of smoke.

Citral is present in the oils of several plants, including lemon myrtle (90-98%), Listsea citrata (90%), Litsea cubeba (70-85%), lemongrass (65-85%), lemon tea-tree (70-80%), Ocimum gratissimum (66.5%), Lindera citriodora (approx. 65%), Calypranthes parriculata (approx. 62%), petitgrain (36%), Lemon verbena (30-35%), Lemon ironbark (26%), lemon balm (11%), lime (6-9%), lemon (2-5%), and orange.[4] [5] [6]


Contents

Health & Safety information

Citral should be avoided by people with perfume allergy[7].

See also

References

Footnotes

  1. ^ Onawunmi, G.O. (1989) Evaluation of the antimicrobial activity of citral. Lett. Appl. Microbial. 9, 105-108.
  2. ^ Kuwahara, Y., Suzuki, H., Matsumoto, K. & Wada, Y. (1983) Pheromone study on acarid mites. XI. Function of mite body as geometrical isomerization and reduction of citral (the alarm pheromone) Carpoglyphus lactis. Appl. Entomol. Zool. 18, 30-39.
  3. ^ Robacker, D.C. & Hendry, L.B. (1977) Neral and geranial: components of the sex pheromone of the parasitic wasp, Itoplectis conquisitor, J. Chem. Ecol. 3, 563-577.
  4. ^ Fenaroli, G., Furia, T.E., Bellanca, N., Handbook of Flavor Ingredients, ISBN 0878195327
  5. ^ Lawless, J., The Illustrated Encyclopedia of Essential Oils, ISBN 1-85230-661-0
  6. ^ The Aromatic Plant Project [1]
  7. ^ Survey and health assessment of chemical substances in massage oils

General references

External links

Wikipedia content modification information:

  • This page was last modified on 7 October 2008, at 22:48.

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