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Citronellol information


Citronellol
Skeletal formula of (+)-citronellol and (−)-citronellol
(+)-Citronellol (left) and (−)-citronellol (right)
Ball-and-stick model of the (+)-citronellol molecule
R-(+)-Citronellol
Ball-and-stick model of the (−)-citronellol molecule
S-(−)-Citronellol
Names
IUPAC name
3,7-Dimethyloct-6-en-1-ol
Other names
(±)-β-Citronellol; Cephrol, Corol
Identifiers
CAS Number
  • 106-22-9 checkY
  • 1117-61-9 (R) checkY
  • 7540-51-4 (S) checkY
3D model (JSmol)
  • Interactive image
  • Interactive image
Beilstein Reference
1362474
ChEBI
  • CHEBI:50462 checkY
ChEMBL
  • ChEMBL395827 checkY
ChemSpider
  • 13850135 checkY
ECHA InfoCard 100.003.069 Edit this at Wikidata
EC Number
  • 247-737-6
KEGG
  • C09849 checkY
PubChem CID
  • 8842
UNII
  • 565OK72VNF checkY
  • P01OUT964K (R) checkY
  • 8RSY5Y5658 (S) checkY
CompTox Dashboard (EPA)
  • DTXSID3026726 Edit this at Wikidata
InChI
  • InChI=1S/C10H20O/c1-9(2)5-4-6-10(3)7-8-11/h5,10-11H,4,6-8H2,1-3H3 checkY
    Key: QMVPMAAFGQKVCJ-UHFFFAOYSA-N checkY
  • InChI=1/C10H20O/c1-9(2)5-4-6-10(3)7-8-11/h5,10-11H,4,6-8H2,1-3H3/t10-/m1/s1
    Key: QMVPMAAFGQKVCJ-SNVBAGLBBU
  • InChI=1/C10H20O/c1-9(2)5-4-6-10(3)7-8-11/h5,10-11H,4,6-8H2,1-3H3
    Key: QMVPMAAFGQKVCJ-UHFFFAOYAO
SMILES
  • OCC[C@@H](CC/C=C(/C)C)C
  • C\C(C)=C\CCC(C)CCO
Properties
Chemical formula
C10H20O
Molar mass 156.269 g·mol−1
Density 0.855 g/cm3
Boiling point 225 °C (437 °F; 498 K)
Viscosity 11.1 mPa s
Hazards
GHS labelling:
Pictograms
GHS07: Exclamation markGHS09: Environmental hazard
Signal word
Warning
Hazard statements
H315, H317, H319
Precautionary statements
P261, P264, P272, P273, P280, P302+P352, P305+P351+P338, P321, P332+P313, P333+P313, P337+P313, P362, P363, P391, P501
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 1: Exposure would cause irritation but only minor residual injury. E.g. turpentineFlammability 2: Must be moderately heated or exposed to relatively high ambient temperature before ignition can occur. Flash point between 38 and 93 °C (100 and 200 °F). E.g. diesel fuelInstability 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazards (white): no code
1
2
0
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)
Infobox references

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.[1]

  1. ^ Lawless, J. (1995). The Illustrated Encyclopedia of Essential Oils. ISBN 978-1-85230-661-8.

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Citronellol

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Cymbopogon citratus

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aromatherapy. Citronellol is an essential oil constituent from Cymbopogon citratus, Cymbopogon winterianus, and Lippia alba. Citronellol has been shown...

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Citronella oil

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extensively as a source of perfumery chemicals such as citronellal, citronellol, and geraniol. These chemicals find extensive use in soap, candles and...

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Geraniol

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determined in 1919 by the French chemist Albert Verley (1867–1959). Citronellol Citral Nerol Rhodinol Geranyl pyrophosphate Geranylgeranyl pyrophosphate...

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Monoterpene

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rearrangements and oxidations provide compounds such as citral, citronellal, citronellol, linalool, and many others. Many monoterpenes found in marine organisms...

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Rose

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constituents of attar of roses are the fragrant alcohols geraniol and L-citronellol and rose camphor, an odorless solid composed of alkanes, which separates...

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Rose oil

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the major components with a specific range specified in ISO 9842:2003. Citronellol 20–34% Geraniol 15–22% Nonadecane 8–15% Heneicosane, eicosane, docosane...

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Cymbopogon

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aromatherapy. The principal chemical constituents of citronella, geraniol and citronellol, are antiseptics, hence their use in household disinfectants and soaps...

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Rose oxide

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oxide can be produced industrially beginning with photooxygenation of citronellol to give the allyl hydroperoxide which is then reduced with sodium sulfite...

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Rose water

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alkane components can be identified with gas chromatography: mostly citronellol, nonadecane, geraniol and phenyl ethyl alcohol, and also henicosane,...

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Sichuan pepper

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206, 228, 1998) Zanthoxylum piperitum (Japan [leaves]) — citronellal, citronellol, Z-3-hexenal (Bioscience, Biotechnology, and Biochemistry, 61, 491, 1997)...

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Pyridinium chlorochromate

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oxidative cationic cyclization, is illustrated by the conversion of (−)-citronellol to (−)-pulegone. PCC also effects allylic oxidations, for example, in...

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Limonene

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Acyclic Citronellal Citral Citronellol Geraniol Geranyl pyrophosphate Halomon Linalool Monocyclic Grapefruit mercaptan Menthol p-Cymene Thujaplicins (Hinokitiol)...

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Citronella

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in the compounds that give citronella oil its distinctive lemon scent Citronellol, a natural chemical found in citronella oils Citronelle, Alabama, a city...

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Citronellal

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citronellal has strong antifungal qualities. British Pharmacopoeia Citral Citronellol Citronella oil Hydroxycitronellal Perfume allergy Citronellal, The Merck...

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Nerol

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Hydrochlorination of myrcene gives a series of isomeric chlorides. Citral Citronellol Geraniol Linalool Perfume allergy Karl-Georg Fahlbusch, Franz-Josef Hammerschmidt...

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Sorbitol

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Monoterpene alcohols Borneol Citronellol Geraniol Linalool Menthol Nerol Rhodinol Terpineol Sesquiterpene alcohols Bisabolol Farnesol Nerolidol Patchoulol...

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Insect repellent

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oil (repels mosquitos) (contains insect repelling substances, such as citronellol and geraniol) Clove oil (mosquitos) D-Limonene (ticks, fleas, flies,...

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Myrcene

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preparation of flavor and fragrance chemicals, such as menthol, citral, citronellol, citronellal, geraniol, nerol, and linalool. Both myrcene and myrcenol...

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Laundry detergent

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mixture of many compounds, common classes include terpene alcohols (citronellol, geraniol, linalool, nerol) and their esters (linalyl acetate), aromatic...

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Pelargonium graveolens

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showed that the major constituents (in terms of % composition) were citronellol + nerol and geraniol. The flower cluster of cultivated P. 'Graveolens'...

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Pheromone

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Bombus hyperboreus, include octadecenol, 2,3-dihydro-6-transfarnesol, citronellol, and geranylcitronellol. Sea urchins release pheromones into the surrounding...

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Kaffir lime

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contained in the leaf oil up to 80 percent; minor components include citronellol (10 percent), nerol and limonene. From a stereochemical point of view...

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Terpene

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Acyclic Citronellal Citral Citronellol Geraniol Geranyl pyrophosphate Halomon Linalool Monocyclic Grapefruit mercaptan Menthol p-Cymene Thujaplicins (Hinokitiol)...

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List of additives in cigarettes

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isovalerate Cinnamyl propionate Citral Citric acid Citronella oil dl-Citronellol Citronellyl butyrate Citronellyl isobutyrate Civet absolute Clary Oil...

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C10H20O

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C10H20O (molar mass: 156.27 g/mol, exact mass: 156.1514 u) may refer to: Citronellol, also called dihydrogeraniol Decanal 2-Decanone Menthol Rhodinol This...

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Colobopsis saundersi

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Aliphatics Undecane 2-Heptanone (traces found) Terpenoids Citronellal Citronellol Citronellic acid Isopulegol (6R)-(E)-2,6-Dimethyl-2-octen-1,8-dioic acid...

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Ethanol

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Monoterpene alcohols Borneol Citronellol Geraniol Linalool Menthol Nerol Rhodinol Terpineol Sesquiterpene alcohols Bisabolol Farnesol Nerolidol Patchoulol...

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