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Linalool information


Linalool
Skeletal formula
Ball-and-stick model
Names
Preferred IUPAC name
3,7-Dimethylocta-1,6-dien-3-ol
Other names
3,7-Dimethyl-1,6-octadien-3-ol, β-linalool, linalyl alcohol, linaloyl oxide, allo-ocimenol, coriandrol, Licareol
Identifiers
  • Compounds
  • (±)-linalool
  • (R): (−)-linalool
  • (S): (+)-linalool
CAS Number
  • 78-70-6 checkY
  • (R): 126-91-0 checkY
  • (S): 126-90-9 checkY
3D model (JSmol)
  • Interactive image
3DMet
  • B05103
ChEBI
  • CHEBI:17580 checkY
  • (R): CHEBI:28
  • (S): CHEBI:98
ChEMBL
  • ChEMBL25306 checkY
  • (S): ChEMBL235672
ChemSpider
  • 13849981 checkY
ECHA InfoCard 100.001.032 Edit this at Wikidata
IUPHAR/BPS
  • 2469
KEGG
  • (R): C11388
  • (S): C11389
PubChem CID
  • 6549
  • (R): 443158
  • (S): 67179
UNII
  • D81QY6I88E checkY
  • (R): 3U21E3V8I2 checkY
  • (S): F4VNO44C09 checkY
CompTox Dashboard (EPA)
  • DTXSID7025502 Edit this at Wikidata
InChI
  • InChI=1S/C10H18O/c1-5-10(4,11)8-6-7-9(2)3/h5,7,11H,1,6,8H2,2-4H3 checkY
    Key: CDOSHBSSFJOMGT-UHFFFAOYSA-N checkY
  • InChI=1/C10H18O/c1-5-10(4,11)8-6-7-9(2)3/h5,7,11H,1,6,8H2,2-4H3
    Key: CDOSHBSSFJOMGT-UHFFFAOYAV
SMILES
  • CC(O)(C=C)CCC=C(C)C
Properties
Chemical formula
C10H18O
Molar mass 154.253 g·mol−1
Appearance Colorless oil
Density 0.858 to 0.868 g/cm3
Melting point < −20 °C (−4 °F; 253 K)
Boiling point 198 to 199 °C (388 to 390 °F; 471 to 472 K)
Solubility in water
1.589 g/l
Hazards
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
Flash point 55 °C (131 °F; 328 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)
Infobox references

Linalool (/lɪˈnælɒl, l-, -ll, -ˈll/) refers to two enantiomers of a naturally occurring terpene alcohol found in many flowers and spice plants.[1] Linalool has multiple commercial applications, the majority of which are based on its pleasant scent (floral, with a touch of spiciness).[2][3] A colorless oil, linalool is classified as an acyclic monoterpenoid.[1] In plants, it is a metabolite, a volatile oil component, an antimicrobial agent, and an aroma compound.[1] Linalool has uses in manufacturing of soaps, fragrances, food additives as flavors, household products, and insecticides.[1] Esters of linalool are referred to as linalyl, e.g. linalyl pyrophosphate, an isomer of geranyl pyrophosphate.[4]

The word linalool is based on linaloe (a type of wood) and the suffix -ol.[5] In food manufacturing, it may be called coriandrol.[1]

  1. ^ a b c d e "Linalool". PubChem, US National Library of Medicine. 16 October 2021. Retrieved 17 October 2021.
  2. ^ Eggersdorfer, Manfred (2000). "Terpenes". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a26_205. ISBN 978-3527306732.
  3. ^ Letizia, C.S; Cocchiara, J.; Lalko, J.; Api, A.M (2003). "Fragrance material review on linalool". Food and Chemical Toxicology. 41 (7): 943–964. doi:10.1016/S0278-6915(03)00015-2. PMID 12804650.
  4. ^ Croteau, R.; Satterwhite, D. M.; Cane, D. E.; Chang, C. C. (1988). "Biosynthesis of Monoterpenes. Enantioselectivity in the Enzymatic Cyclization of (+)- and (-)-Linalyl Pyrophosphate to (+)- and (-)-Pinene and (+)- and (-)-Camphene". The Journal of Biological Chemistry. 263 (21): 10063–71. doi:10.1016/S0021-9258(19)81477-1. PMID 3392006.
  5. ^ "Linalool". Merriam-Webster.com Dictionary.: "International Scientific Vocabulary, from Mexican Spanish lináloe"

and 28 Related for: Linalool information

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Linalool

Last Update:

Linalool (/lɪˈnæloʊɒl, laɪ-, -loʊoʊl, -ˈluːl/) refers to two enantiomers of a naturally occurring terpene alcohol found in many flowers and spice plants...

Word Count : 1237

Linalool synthase

Last Update:

Linalool synthase may refer to one of two enzymes: R-linalool synthase S-linalool synthase This disambiguation page lists articles associated with the...

Word Count : 47

Linalyl acetate

Last Update:

Linalyl acetate is an organic compound, the acetate ester of linalool and a phytochemical found in many flowers and spice plants. It is one of the principal...

Word Count : 179

Bergamot essential oil

Last Update:

furanocoumarins. The main compounds in the oil are limonene, linalyl acetate, linalool, γ-terpinene and β-pinene, and in smaller quantities geranial and β-bisabolene...

Word Count : 2189

Monoterpene

Last Update:

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

Word Count : 1626

Linalool dehydratase

Last Update:

Linalool dehydratase (EC 4.2.1.127, linalool hydro-lyase (myrcene-forming)) is an enzyme with systematic name (3S)-linalool hydro-lyase (myrcene-forming)...

Word Count : 145

Thyme

Last Update:

component of thyme leaves is thymol 8.55 mg/g. Other components are carvacrol, linalool, α-terpineol, and 1,8-cineole. Several are also found in basil. Some exhibit...

Word Count : 1551

Geraniol

Last Update:

(1919). "Sur la constitution du géraniol, du linalool et du nérol" [On the chemical structure of geraniol, linalool, and nerol]. Bulletin de la Société Chimique...

Word Count : 913

Limonene

Last Update:

Silvestre, Juan F.; et al. (2017). "Contact sensitization to limonene and linalool hydroperoxides in Spain: A GEIDAC prospective study" (PDF). Contact Dermatitis...

Word Count : 1536

Neroli

Last Update:

cause sensitisation due to a high content of aromatic terpenes; e.g., linalool, limonene, farnesol, geraniol and citral. It blends well with any citrus...

Word Count : 489

Camphora officinarum

Last Update:

six different chemical variants called chemotypes, which are camphor, linalool, 1,8-cineole, nerolidol, safrole, and borneol. In China, field workers...

Word Count : 1099

Basil

Last Update:

The essential oil from European basil contains high concentrations of linalool and methyl chavicol (estragole), in a ratio of about 3:1. Other constituents...

Word Count : 3554

Coriander

Last Update:

aldehydes 2-decenal and 2-dodecenal. The main flavorant in the seeds is (+)-linalool. Wikibooks Cookbook has a recipe/module on Coriander The dry fruits are...

Word Count : 3022

Eau de Cologne mint

Last Update:

and linalool (45-50%), which make up around 90% of the oil. Kiran, a high-yielding variety, produces 150 kg of oil/ha while keeping 45% of linalool. It...

Word Count : 314

Perfume

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compounds that are not easily obtained from natural sources. For example, linalool and coumarin are both naturally occurring compounds that can be inexpensively...

Word Count : 10708

Lavender oil

Last Update:

a pure compound; it is a complex mixture of phytochemicals, including linalool and linalyl acetate. Pure lavender essential oil is produced through steam...

Word Count : 1380

Bay leaf

Last Update:

sesquiterpenes, 3% methyleugenol, and other α- and β-pinenes, phellandrene, linalool, geraniol, terpineol, and also contain lauric acid. If eaten whole, Laurus...

Word Count : 1879

Clementine

Last Update:

like other citrus fruits, contain mostly limonene as well as myrcene, linalool, α-pinene and many complex aromatics. The clementine is a spontaneous citrus...

Word Count : 1442

Rosewood oil

Last Update:

valuable essential oil, especially in perfumery. It contains the substance linalool, which has a number of uses. The oil is extracted from the wood of Aniba...

Word Count : 275

Caraway

Last Update:

2-(1-cyclohexenyl), cyclohexanone, β-phellandrene, 3-carene, α-thujene, and linalool. Wikibooks Cookbook has a recipe/module on Caraway The fruits, usually...

Word Count : 1085

African blue basil

Last Update:

kilimandscharicum). The concentration of the other major aroma compounds, linalool (55%), and 1,8-cineole (15%) is comparable to many basil cultivars. All...

Word Count : 364

Bath bomb

Last Update:

Common skin irritants and allergens found in bath bombs include limonene, linalool and sodium lauryl sulfate. The main ingredients—citric acid and sodium...

Word Count : 682

Beer

Last Update:

also contains myrcene, humulene, xanthohumol, isoxanthohumol, myrcenol, linalool, tannins, and resin. The alcohol 2M2B is a component of hops brewing. Barley...

Word Count : 12794

Sichuan pepper

Last Update:

(J. Agri. & Food Chem., 44, 1096, 1996) Zanthoxylum armatum (Nepal) — linalool (50%), limonene, methyl cinnamate, cineole Zanthoxylum rhetsa (India) —...

Word Count : 1742

Gin

Last Update:

berry flavours come from chemicals such as limonene and gamma-terpinene linalool found in limes, blueberries and hops amongst others. Floral notes come...

Word Count : 3731

Cananga odorata

Last Update:

obtained. The main aromatic components of ylang-ylang oil are benzyl acetate, linalool, p-cresyl methyl ether, and methyl benzoate, responsible for its characteristic...

Word Count : 1280

Mentha

Last Update:

Icilin Isothiocyanate JT-010 Ligustilide (celery, Angelica acutiloba) Linalool (Sichuan pepper, thyme) Methylglyoxal Methyl salicylate (wintergreen) N-Methylmaleimide...

Word Count : 3107

Camphor

Last Update:

Icilin Isothiocyanate JT-010 Ligustilide (celery, Angelica acutiloba) Linalool (Sichuan pepper, thyme) Methylglyoxal Methyl salicylate (wintergreen) N-Methylmaleimide...

Word Count : 3027

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