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Geraniol information


Geraniol[1]
Geraniol
Names
Preferred IUPAC name
(2E)-3,7-Dimethylocta-2,6-dien-1-ol
Identifiers
CAS Number
  • 106-24-1 checkY
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:17447 checkY
ChEMBL
  • ChEMBL25719 checkY
ChemSpider
  • 13849989 checkY
DrugBank
  • DB14183
ECHA InfoCard 100.003.071 Edit this at Wikidata
EC Number
  • 203-377-1
IUPHAR/BPS
  • 2467
KEGG
  • C01500
PubChem CID
  • 637566
UNII
  • L837108USY checkY
CompTox Dashboard (EPA)
  • DTXSID8026727 Edit this at Wikidata
InChI
  • InChI=1S/C10H18O/c1-9(2)5-4-6-10(3)7-8-11/h5,7,11H,4,6,8H2,1-3H3/b10-7+ checkY
    Key: GLZPCOQZEFWAFX-JXMROGBWSA-N checkY
  • InChI=1/C10H18O/c1-9(2)5-4-6-10(3)7-8-11/h5,7,11H,4,6,8H2,1-3H3/b10-7+
    Key: GLZPCOQZEFWAFX-JXMROGBWBZ
SMILES
  • CC(=CCC/C(=C/CO)/C)C
Properties
Chemical formula
C10H18O
Molar mass 154.253 g·mol−1
Density 0.889 g/cm3
Melting point −15 °C (5 °F; 258 K)[2]
Boiling point 230 °C (446 °F; 503 K)[2]
Solubility in water
686 mg/L (20 °C)[2]
log P 3.28[3]
Hazards
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 2: Intense or continued but not chronic exposure could cause temporary incapacitation or possible residual injury. E.g. chloroformFlammability 1: Must be pre-heated before ignition can occur. Flash point over 93 °C (200 °F). E.g. canola oilInstability 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazards (white): no code
2
1
0
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

Geraniol is a monoterpenoid and an alcohol. It is the primary component of citronella oil and is a primary component of rose oil and 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 (in essence, geraniol lacking the terminal −OH) is called geranyl.

  1. ^ "Geraniol". The Merck Index (12th ed.).
  2. ^ a b c Record in the GESTIS Substance Database of the Institute for Occupational Safety and Health
  3. ^ "Geraniol_msds".
  4. ^ "GERANIOL - Cameo Chemicals - NOAA". Retrieved 26 June 2021.

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Geraniol

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Geraniol is a monoterpenoid and an alcohol. It is the primary component of citronella oil and is a primary component of rose oil and palmarosa oil. It...

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Geranyl pyrophosphate

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geranyl diphosphate (GDP), is the pyrophosphate ester of the terpenoid geraniol. Its salts are colorless. It is a precursor to many natural products. GPP...

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Geraniol isomerase

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Geraniol isomerase (EC 5.4.4.4) is an enzyme with systematic name geraniol hydroxymutase. This enzyme catalyses the following chemical reaction geraniol...

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Geraniol dehydrogenase

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In enzymology, a geraniol dehydrogenase (EC 1.1.1.183) is an enzyme that catalyzes the chemical reaction geraniol + NADP+ ⇌ {\displaystyle \rightleftharpoons...

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Citronella oil

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

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Nerol

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oil, hence its name. This colourless liquid is used in perfumery. Like geraniol, nerol has a sweet rose odor but it is considered to be fresher. Esters...

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Rhodinol

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L-citronellol, to mixtures comprising mostly L- or racemic citronellol and geraniol, or to mixtures comprising mostly racemic 3,7-dimethyloct-7-en-1-ol and...

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Geranyl diphosphate diphosphatase

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Geranyl diphosphate diphosphatase (EC 3.1.7.11, geraniol synthase', geranyl pyrophosphate pyrophosphatase) is an enzyme with systematic name geranyl-diphosphate...

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Geranyl acetate

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these sources, but more commonly it is prepared by the esterification of geraniol with acetic acid. Geranyl acetate is used primarily as a component of perfumes...

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Harpagoside

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from geraniol, which itself is synthesized from geranyl pyrophosphate (GPP) by geraniol diphosphate synthase (E1). A p450 type enzyme, geraniol 8-hydroxylase...

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Citronellol

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citronellol are produced annually. It is mainly obtained by hydrogenation of geraniol or nerol over copper chromite catalyst. Homogeneous catalysts are used...

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Vanadyl acetylacetonate

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VO(acac)2–TBHP system exclusively epoxidizes geraniol at the allylic alcohol position, leaving the other alkene of geraniol untouched. By comparison, m-CPBA, another...

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Nepetalactone

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geraniol synthase (GES) hydrolyzing GPP to form geraniol which is oxidized into 8-hydrogeraniol by geraniol-8-hydroxylase (G8H) (scheme 1). Geraniol-8-hydroxylase...

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Cymbopogon

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

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Neroli

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high content of aromatic terpenes; e.g., linalool, limonene, farnesol, geraniol and citral. It blends well with any citrus oil, various floral absolutes...

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Bay leaf

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3% methyleugenol, and other α- and β-pinenes, phellandrene, linalool, geraniol, terpineol, and also contain lauric acid.[citation needed] If eaten whole...

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Rose oil

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

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Gin

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blueberries and hops amongst others. Floral notes come from compounds such as geraniol and euganol. Spice-like flavours come from chemicals such as sabinene,...

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Nasonov pheromone

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vigorously. Nasonov includes a number of different terpenoids including geraniol, nerolic acid, citral and geranic acid. Bees use these to find the entrance...

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Rhodiola rosea

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oil from Rhodiola growing in Bulgaria are geraniol and myrtenol; in China the main components are geraniol and 1-octanol; and in India the main component...

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Monoterpene

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of the phosphate groups leads to the prototypical acyclic monoterpenoid geraniol. Additional rearrangements and oxidations provide compounds such as citral...

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Wasabi

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P Cooling Agent 10 Eucalyptol (eucalyptus) Frescolat MGA Frescolat ML Geraniol Hydroxycitronellal Icilin Linalool Menthol (mint) PMD 38 Pregnenolone sulfate...

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Lemon balm

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the main ingredient in lemon balm pesto.: 15–16  Its flavour comes from geraniol (3–40%), neral (3–35%), geranial (4–85%) (both isomers of citral), (E)-caryophyllene...

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Natural rubber

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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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Isopropyl alcohol

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

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Basil

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P Cooling Agent 10 Eucalyptol (eucalyptus) Frescolat MGA Frescolat ML Geraniol Hydroxycitronellal Icilin Linalool Menthol (mint) PMD 38 Pregnenolone sulfate...

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Wolverine

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and the monoterpenes: alpha-pinene, beta-pinene, limonene, linalool and geraniol. In other mammals, the excretion of these terpenes is unusual. The conifer...

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Camphor

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P Cooling Agent 10 Eucalyptol (eucalyptus) Frescolat MGA Frescolat ML Geraniol Hydroxycitronellal Icilin Linalool Menthol (mint) PMD 38 Pregnenolone sulfate...

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Pelargonium graveolens

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constituents (in terms of % composition) were citronellol + nerol and geraniol. The flower cluster of cultivated P. 'Graveolens' A bee on a flower cluster...

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