Citronellal

Citronellal

Ball-and-stick model of the (+)-citronellal molecule (+)-Citronellal
Ball-and-stick model of the (-)-citronellal molecule (-)-Citronellal
Names
IUPAC name 3,7-dimethyloct-6-en-1-al
Identifiers
CAS Number	106-23-0 Y
ChEBI	CHEBI:47856 Y
ChEMBL	ChEMBL447944 Y
ChemSpider	7506 Y
EC Number	203-376-6
Jmol 3D model	Interactive image Interactive image
KEGG	C17384 Y
PubChem	7794
UNII	QB99VZZ7GZ Y
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
SMILES C/C(C)=C/CCC(C)CC=O O=CCC(CC/C=C(/C)C)C
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 otherwise noted, data are 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, 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. Research shows that citronellal has strong antifungal qualities.

Compendial status

• British Pharmacopoeia

See also

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