Guaiene: Difference between revisions

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	\| CASNo = 3691-12-1		\| CASNo = <!-- blanked - oldvalue: 3691-12-1 -->
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	\| CASNo_Comment = (α)		\| CASNo_Comment = (α)

Revision as of 11:47, 7 November 2011

Guaienes

α-Guaiene

β-Guaiene

δ-Guaiene

Names

IUPAC names α: (1S,4S,7R)-1,4-Dimethyl-7-(prop-1-en-2-yl)-1,2,3,4,5,6,7,8-octahydroazulene
β: (1S,4S)-1,4-Dimethyl-7-(propan-2-ylidene)-1,2,3,4,5,6,7,8-octahydroazulene
δ: (3S,3aS,5R)-3,8-Dimethyl-5-(prop-1-en-2-yl)-1,2,3,3a,4,5,6,7-octahydroazulene

Other names Guajene

Identifiers

CAS Number

88-84-6 (β)
3691-11-0 (δ)

3D model (JSmol)

SMILES

(α): C1CCC2=C1C(C(C)=C)CC2C
(β): C1CCC2=C1C/C(CC2C)=C(C)\C
(δ): C1CCC2=C(C)CC(C(C)=C)C21

Properties

Chemical formula

C₁₅H₂₄

Molar mass

204.357 g·mol

Melting point

α: 281-282 °C
α: 78-79 °C (@ 2.5 Torr)
β: 281 °C

Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references

Chemical compound

Guaienes are a series of closely related natural chemical compounds that have been isolated from a variety of plant sources. The guaienes are sesquiterpenes with the molecular formula C₁₅H₂₄. α-Guaiene is the most common and was first isolated from guaiac wood oil from Bulnesia sarmientoi. The guaienes are used in the fragrance and flavoring industries to impart earthy, spicy aromas and tastes.

References

^ Alpha-guaiene, The Good Scents Company
Takeda, Kenichi (1961). "Studies on sesquiterpenoids—III, Some derivatives of guaiol". Tetrahedron. 13 (4): 308–318. doi:10.1016/S0040-4020(01)92224-0.
Won, Mi-Mi (2009). "Analytica Chimica Acta". 631 (1): 54–61. {{cite journal}}: Cite journal requires |journal= (help)
Bates, R. B.; Slagel, R. C. (1962). "Terpenoids. VI. β-Bulnesene, α-guaiene, β-patchoulene, and guaioxide in essential oils". Chemistry & Industry: 1715–1716.{{cite journal}}: CS1 maint: multiple names: authors list (link)
Guaiene, Joint FAO/WHO Expert Committee on Food Additives

Category:

Sesquiterpenes