Citronellal

Citronellal: Citronellal^[1]

IUPAC name

3,7-dimethyloct-6-en-1-al

Identifiers

CAS number 106-23-0^Y

PubChem 7794

ChemSpider 7506^Y

UNII QB99VZZ7GZ^Y

EC number 203-376-6

KEGG C17384^Y

ChEBI CHEBI:47856^Y

ChEMBL CHEMBL447944^Y

Jmol-3D images Image 1
Image 2

SMILES

C/C(C)=C/CCC(C)CC=O
O=CCC(CC/C=C(/C)C)C

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

Properties

Molecular formula C₁₀H₁₈O

Molar mass 154.25 g/mol

Density 0.855 g/cm³

Boiling point
201-207 °C

Related compounds

Related alkenals Citral

Methacrolein
trans-2-Methyl-2-butenal

Y (verify) (what is: Y/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)

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.

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

^ Citronellal, The Merck Index, 12th Edition

^ Mahalwal, Vijender S.; Ali, Mohd. (2003). "Volatile constituents ofCymbopogon nardus (Linn.) Rendle". Flavour and Fragrance Journal 18: 73. doi:10.1002/ffj.1144.

^ Jeong-Kyu KIM, Chang-Soo KANG, Jong-Kwon LEE, Young-Ran KIM, Hye-Yun HAN, Hwa Kyung YUN (2005). "Evaluation of Repellency Effect of Two Natural Aroma Mosquito Repellent Compounds, Citronella and Citronellal". Entomological Research 35 (2): 117–120. doi:10.1111/j.1748-5967.2005.tb00146.x.

^ Kazuhiko NAKAHARA, Najeeb S. ALZOREKY1 , Tadashi YOSHIHASHI, Huong T. T. NGUYEN and Gassinee TRAKOONTIVAKORN (2003). "Chemical Composition and Antifungal Activity of Essential Oil from Cymbopogon nardus (Citronella Grass)". JARQ 37 (4).

^ The British Pharmacopoeia Secretariat (2009). "Index, BP 2009". http://www.pharmacopoeia.co.uk/pdf/2009_index.pdf. Retrieved 31 March 2010.

Categories:
Flavors
Aldehydes
Monoterpenes

Citronellal^[1]

IUPAC name 3,7-dimethyloct-6-en-1-al
Identifiers
CAS number	106-23-0^Y
PubChem	7794
ChemSpider	7506^Y
UNII	QB99VZZ7GZ^Y
EC number	203-376-6
KEGG	C17384^Y
ChEBI	CHEBI:47856^Y
ChEMBL	CHEMBL447944^Y
Jmol-3D images	Image 1 Image 2
SMILES C/C(C)=C/CCC(C)CC=O O=CCC(CC/C=C(/C)C)C
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
Properties
Molecular formula	C₁₀H₁₈O
Molar mass	154.25 g/mol
Density	0.855 g/cm³
Boiling point	201-207 °C
Related compounds
Related alkenals	Citral Methacrolein trans-2-Methyl-2-butenal
Y (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

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Citronellal — [zu Citrus] das, s, ungesättigter Terpenaldehyd, (CH3)2C = CH (CH2)2 CH(CH3) CH2 CHO; farblose, ölige Substanz mit frischem, melissenartigem Geruch, die (in zwei optisch aktiven Isomeren) in vielen ätherischen Ölen (z. B. Zitronellöl,… … Universal-Lexikon
citronellal — ● citronellal nom masculin Aldéhyde monoterpénique que l on rencontre dans les essences de citronnelle, d eucalyptus et de citron de Java … Encyclopédie Universelle
citronellal — [si΄trənel′lal] n. [< CITRONELLA + AL] a colorless liquid, C10H18O, with a very strong lemon odor, found in lemons and eucalyptus oil, and used in perfumes and soaps … English World dictionary
Citronellal — Strukturformel Allgemeines Name Citronellal Andere Namen Rhodina … Deutsch Wikipedia
citronellal — citronelalis statusas T sritis chemija formulė (CH₃)₂C=CHCH₂CH₂CH(CH₃)CH₂CHO atitikmenys: angl. citronellal rus. цитронелаль ryšiai: sinonimas – 3,7 dimetil 6 oktenalis … Chemijos terminų aiškinamasis žodynas
citronellal — noun Etymology: International Scientific Vocabulary, from New Latin citronella Date: 1893 a lemon odored aldehyde C10H18O that is derived especially from citronella oil and is used in perfumery and as an insect repellent … New Collegiate Dictionary
citronellal — /si treuh nel al, euhl/, n. a colorless, slightly water soluble liquid mixture of isometric aldehydes having the formula C10H18O, with a strong lemonlike odor, occurring in many essential oils, usually derived from lemon, citronella oil, and… … Universalium
citronellal — noun The monoterpenoid aldehyde 3,7 dimethyloct 6 en 1 al responsible for the aroma of citronella oil … Wiktionary
citronellal — Principal volatile ingredient of lemon grass and citronella oil. Used in soap perfumes and as an insect repellent. * * * cit·ro·nel·lal nel .al n an aldehyde C10H18O with a lemony odor that is obtained esp. from citronella oil and that is used in … Medical dictionary
citronellal — cit·ro·nel·lal … English syllables

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Citronellal

Compendial status

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Citronellal

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