![]() | |
![]() (+)-Citronellal | |
![]() (-)-Citronellal | |
Names | |
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IUPAC name 3,7-dimethyloct-6-enal | |
Identifiers | |
3D model (JSmol) | |
1209447 1720789 | |
ChEBI | |
ChEMBL | |
ChemSpider | |
ECHA InfoCard | 100.003.070 |
EC Number |
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1521962 | |
KEGG | |
PubChem CID | |
UNII | |
CompTox Dashboard (EPA) | |
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Properties | |
C10H18O | |
Molar mass | 154.25 g/mol |
Density | 0.855 g/cm3 |
Boiling point | 201 to 207 °C (394 to 405 °F; 474 to 480 K) |
Hazards | |
GHS labelling: | |
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Warning | |
H315, H317, H411 [2] | |
P262, P273, P280, P302+P352 [2] | |
Related compounds | |
Related alkenals | Citral |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). |
Citronellal or rhodinal (C 10 H 18 O) is a monoterpenoid aldehyde, the main component in the mixture of terpenoid chemical compounds that give citronella oil its distinctive lemon scent.
Citronellal is a main isolate in distilled oils from the plants Cymbopogon (excepting C. citratus, culinary lemongrass), [3] lemon-scented gum, and lemon-scented teatree. The (S)-(−)-enantiomer of citronellal makes up to 80% of the oil from kaffir lime leaves and is the compound responsible for its characteristic aroma.
Citronellal has insect repellent properties, and research shows high repellent effectiveness against mosquitoes. [4] Another research shows that citronellal has strong antifungal qualities. [5]
Cymbopogon, also known as lemongrass, barbed wire grass, silky heads, oily heads, Cochin grass, Malabar grass, citronella grass or fever grass, is a genus of Asian, African, Australian, and tropical island plants in the grass family. Some species are commonly cultivated as culinary and medicinal herbs because of their scent, resembling that of lemons . The name cymbopogon derives from the Greek words kymbe and pogon "which mean [that] in most species, the hairy spikelets project from boat-shaped spathes." Lemongrass and its oil are believed to possess therapeutic properties.
Citronella may refer to:
Citronella oil is an essential oil obtained from the leaves and stems of different species of Cymbopogon (lemongrass). The oil is used extensively as a source of perfumery chemicals such as citronellal, citronellol, and geraniol. These chemicals find extensive use in soap, candles and incense, perfumery, cosmetic, and flavouring industries throughout the world. Citronella oil is also a plant-based insect repellent and has been registered for this use in the United States since 1948. The United States Environmental Protection Agency considers oil of citronella as a biopesticide with a non-toxic mode of action.
Geraniol is a monoterpenoid and an alcohol. It is the primary component of citronella oil and is a primary component of rose oil, palmarosa oil. It is a colorless oil, although commercial samples can appear yellow. It has low solubility in water, but it is soluble in common organic solvents. The functional group derived from geraniol is called geranyl.
Linalool refers to two enantiomers of a naturally occurring terpene alcohol found in many flowers and spice plants. Linalool has multiple commercial applications, the majority of which are based on its pleasant scent. A colorless oil, linalool is classified as an acyclic monoterpenoid. In plants, it is a metabolite, a volatile oil component, an antimicrobial agent, and an aroma compound. Linalool has uses in manufacturing of soaps, fragrances, food additives as flavors, household products, and insecticides. Esters of linalool are referred to as linalyl, e.g. linalyl pyrophosphate, an isomer of geranyl pyrophosphate.
An insect repellent is a substance applied to the skin, clothing, or other surfaces to discourage insects from landing or climbing on that surface. Insect repellents help prevent and control the outbreak of insect-borne diseases such as malaria, Lyme disease, dengue fever, bubonic plague, river blindness, and West Nile fever. Pest animals commonly serving as vectors for disease include insects such as flea, fly, and mosquito; and ticks (arachnids).
Citral is an acyclic monoterpene aldehyde. Being a monoterpene, it is made of two isoprene units. Citral is a collective term which covers two geometric isomers that have their own separate names; the E-isomer is named geranial or citral A. The Z-isomer is named neral or citral B. These stereoisomers occur as a mixture, not necessarily racemic; e.g. in essential oil of Australian ginger, the neral to geranial ratio is 0.61.
Backhousia citriodora is a flowering plant in the family Myrtaceae, genus Backhousia. It is endemic to subtropical rainforests of central and south-eastern Queensland, Australia, with a natural distribution from Mackay to Brisbane.
Citronellol, or dihydrogeraniol, is a natural acyclic monoterpenoid. Both enantiomers occur in nature. (+)-Citronellol, which is found in citronella oils, including Cymbopogon nardus (50%), is the more common isomer. (−)-Citronellol is widespread, but particularly abundant in the oils of rose (18–55%) and Pelargonium geraniums.
Eucalyptus oil is the generic name for distilled oil from the leaf of Eucalyptus, a genus of the plant family Myrtaceae native to Australia and cultivated worldwide. Eucalyptus oil has a history of wide application, as a pharmaceutical, antiseptic, repellent, flavouring, fragrance and industrial uses. The leaves of selected Eucalyptus species are steam distilled to extract eucalyptus oil.
Pelargonium graveolens is a Pelargonium species native to the Cape Provinces and the Northern Provinces of South Africa, Zimbabwe and Mozambique.
Corymbia citriodora, commonly known as lemon-scented gum and other common names, is a species of tall tree that is endemic to north-eastern Australia. It has smooth white to pink bark, narrow lance-shaped to curved adult leaves, flower buds in groups of three, white flowers and urn-shaped or barrel-shaped fruit.
Nootkatone is a natural organic compound, a sesquiterpenoid, and a ketone that is the most important and expensive aromatic of grapefruit, and which also occurs in other organisms.
Pelargonium 'citrosum' is a perennial subshrub with fragrant leaves that are reminiscent of citronella.
Cymbopogon citratus, commonly known as West Indian lemon grass or simply lemon grass, is a tropical plant native to Maritime Southeast Asia and introduced to many tropical regions.
p-Menthane-3,8-diol, also known as para-menthane-3,8-diol, PMD, or menthoglycol, is an organic compound classified as a diol and a terpenoid. It is colorless. Its name reflects the hydrocarbon backbone, which is that of p-menthane. A total of eight stereoisomers are possible, based on the three stereocenters of the ring. Depending on the source, one or more may predominate.
Cymbopogon martinii is a species of grass in the genus Cymbopogon (lemongrasses) native to India and Indochina but widely cultivated in many places for its aromatic oil. It is best known by the common name palmarosa as it smells sweet and rose-like. Other common names include Indian geranium, gingergrass, rosha, and rosha grass.
Cedrol is a sesquiterpene alcohol found in the essential oil of conifers, especially in the genera Cupressus (cypress) and Juniperus (juniper). It has also been identified in Origanum onites, a plant related to oregano. Its main uses are in the chemistry of aroma compounds. It makes up about 19% of cedarwood oil Texas and 15.8% of cedarwood oil Virginia.
The micro-atmosphere method is an antimicrobial testing method involving the use of potentially bacteriostatic or fungicidal compounds which are obtained from the volatile oils of plants, such as citronella grass. This method involves the use of essential oils, a growth medium, a selection of bacterial or cultures and an incubator.
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