Citronellal

Citronellal^[1]

(+)-Citronellal
(-)-Citronellal
Names
IUPAC name 3,7-dimethyloct-6-en-1-al
Identifiers
CAS Registry Number	106-23-0 Y
ChEBI	CHEBI:47856 Y
ChEMBL	ChEMBL447944 Y
ChemSpider	7506 Y
EC number	203-376-6
InChI InChI=1S/C10H18O/c1-9(2)5-4-6-10(3)7-8-11/h5,8,10H,4,6-7H2,1-3H3 Y Key: NEHNMFOYXAPHSD-UHFFFAOYSA-N Y InChI=1/C10H18O/c1-9(2)5-4-6-10(3)7-8-11/h5,8,10H,4,6-7H2,1-3H3 Key: NEHNMFOYXAPHSD-UHFFFAOYAH
Jmol-3D images	Image Image
KEGG	C17384 Y
PubChem	7794
SMILES C/C(C)=C/CCC(C)CC=O O=CCC(CC/C=C(/C)C)C
UNII	QB99VZZ7GZ Y
Properties
Chemical formula	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)
Related compounds
Related alkenals	Citral Methacrolein trans-2-Methyl-2-butenal
Except where noted otherwise, data is given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
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Infobox references

Citronellal or rhodinal or 3,7-dimethyloct-6-en-1-al (C₁₀H₁₈O) is a monoterpenoid, the main component in the mixture of terpenoid chemical compounds that give citronella oil its distinctive lemon scent.

Citronellal is a major isolate in distilled oils from the plants Cymbopogon,^[2] lemon-scented gum, and lemon-scented teatree. The (–)-(S)-enantiomer of citronellal makes up up to 80% of the leaf 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.^[3] Research shows that citronellal has strong antifungal qualities.^[4]

Compendial status

• British Pharmacopoeia ^[5]

See also

• Citral
• Citronellol
• Geraniol
• Citronella oil
• Perfume allergy

References