Guaiene: Difference between revisions
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Updating {{chembox}} (changes to verified fields - added verified revid - updated 'ChemSpiderID_Ref', 'DrugBank_Ref', 'UNII_Ref', 'ChEMBL_Ref', 'ChEBI_Ref', 'KEGG_Ref', 'StdInChI_Ref', 'StdInChIKey_Ref') per [[WP:CHEMVALID|Chem/Drugbox validation]... |
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| verifiedrevid = 459443626 |
| verifiedrevid = 459443626 |
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| Name = Guaienes |
| Name = Guaienes |
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| ImageFileL1 = Alpha-guaiene.svg |
| ImageFileL1 = Alpha-guaiene.svg |
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| ImageSizeL1 = 100px |
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| ImageFileR1 = Beta-guaiene.svg |
| ImageFileR1 = Beta-guaiene.svg |
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| ImageSizeR1 = 100px |
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| ImageFile2 = Delta-guaiene.svg |
| ImageFile2 = Delta-guaiene.svg |
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| ImageSize2 = 100px |
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| ImageCaption2 = δ-Guaiene |
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| IUPACName = α: (1''S'',4''S'',7''R'')-1,4-Dimethyl-7-(prop-1-en-2-yl)-1,2,3,4,5,6,7,8-octahydroazulene<br>β: (1''S'',4''S'')-1,4-Dimethyl-7-(propan-2-ylidene)-1,2,3,4,5,6,7,8-octahydroazulene<br>δ: (3''S'',3a''S'',5''R'')-3,8-Dimethyl-5-(prop-1-en-2-yl)-1,2,3,3a,4,5,6,7-octahydroazulene |
| IUPACName = α: (1''S'',4''S'',7''R'')-1,4-Dimethyl-7-(prop-1-en-2-yl)-1,2,3,4,5,6,7,8-octahydroazulene<br>β: (1''S'',4''S'')-1,4-Dimethyl-7-(propan-2-ylidene)-1,2,3,4,5,6,7,8-octahydroazulene<br>δ: (3''S'',3a''S'',5''R'')-3,8-Dimethyl-5-(prop-1-en-2-yl)-1,2,3,3a,4,5,6,7-octahydroazulene |
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| IUPACName_hidden = yes |
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| OtherNames = Guajene |
| OtherNames = Guajene |
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|Section1={{Chembox Identifiers |
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| CASNo = 3691-12-1 |
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| CASNo_Comment = (α) |
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| CASNo1 = 88-84-6 |
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| CASNo1_Comment = (β) |
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| CASNo2 = 3691-11-0 |
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| CASNo2_Comment = (δ) |
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| UNII_Ref = {{fdacite|changed|FDA}} |
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| UNII = ABQ2CB7VAC |
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| UNII_Comment = (α) |
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| UNII1_Ref = {{fdacite|changed|FDA}} |
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| UNII1 = 1D018Q907T |
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| UNII1_Comment = (β) |
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| UNII2_Ref = {{fdacite|changed|FDA}} |
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| UNII2 = 2U8L6FYE8U |
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| UNII2_Comment = (δ) |
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| PubChem_Comment = (α) |
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| PubChem1 = 15560252 |
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| PubChem1_Comment = (β) |
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| PubChem2 = 94275 |
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| PubChem2_Comment = (δ) |
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| ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}} |
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| ChemSpiderID = 4476575 |
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| ChemSpiderID_Comment = (α) |
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| ChemSpiderID1_Ref = {{chemspidercite|changed|chemspider}} |
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| ChemSpiderID1 = 16736689 |
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| ChemSpiderID1_Comment = (β) |
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| ChemSpiderID2_Ref = {{chemspidercite|changed|chemspider}} |
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| ChemSpiderID2 = 85080 |
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| ChemSpiderID2_Comment = (δ) |
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| SMILES_Comment = (α) |
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| InChI = 1S/C15H24/c1-10(2)13-7-5-11(3)14-8-6-12(4)15(14)9-13/h11-13H,1,5-9H2,2-4H3/t11-,12-,13+/m0/s1 |
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| InChI_Comment = (α) |
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| InChIKey = ADIDQIZBYUABQK-RWMBFGLXSA-N |
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| InChI1 = 1S/C15H24/c1-10(2)13-7-5-11(3)14-8-6-12(4)15(14)9-13/h11-12H,5-9H2,1-4H3/t11-,12-/m0/s1 |
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| InChI1_Comment = (β) |
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| InChIKey1 = GIBQERSGRNPMEH-RYUDHWBXSA-N |
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| InChI2 = 1S/C15H24/c1-10(2)13-7-5-11(3)14-8-6-12(4)15(14)9-13/h12-13,15H,1,5-9H2,2-4H3/t12-,13+,15-/m0/s1 |
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| InChI2_Comment = (δ) |
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| InChIKey2 = YHAJBLWYOIUHHM-GUTXKFCHSA-N |
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|Section2={{Chembox Properties |
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| C=15 | H=24 |
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| Appearance = |
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| Density = |
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| MeltingPt = |
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| BoilingPt = α: 281-282 °C<ref name=thegoodscentscompany>[http://www.thegoodscentscompany.com/data/rw1054351.html Alpha-guaiene], The Good Scents Company</ref><br>α: 78-79 °C (@ 2.5 Torr)<ref>{{cite journal | author = Takeda, Kenichi | journal = Tetrahedron | year = 1961 | volume = 13 | pages = 308–318 | doi = 10.1016/S0040-4020(01)92224-0 | title = Studies on sesquiterpenoids—III, Some derivatives of guaiol | issue = 4}}</ref><br>β: 281 °C<ref>{{cite journal | author = Won, Mi-Mi | title = Analytica Chimica Acta | year = 2009 | volume = 631 | issue = 1 | pages = 54–61}}</ref> |
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| BoilingPt = |
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| Solubility = }} |
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|Section3={{Chembox Hazards |
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| MainHazards = |
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| FlashPt = |
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| AutoignitionPt = }} |
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⚫ | '''Guaienes''' are a series of closely related natural chemical compounds that have been isolated from a variety of plant sources. The guaienes are [[sesquiterpene]]s with the molecular formula C<sub>15</sub>H<sub>24</sub>. α-Guaiene is the most common and was first isolated from [[Oil of guaiac|guaiac wood oil]] from ''[[Bulnesia sarmientoi]]''.<ref>{{cite journal |author1=Bates, R. B. |author2=Slagel, R. C. | title = Terpenoids. VI. β-Bulnesene, α-guaiene, β-patchoulene, and guaioxide in essential oils | journal = Chemistry & Industry | year = 1962 | pages = 1715–1716}}</ref> The guaienes are used in the fragrance and flavoring industries to impart earthy, spicy aromas and tastes.<ref name=thegoodscentscompany/><ref>[http://www.fao.org/ag/agn/agns/jecfa_index_en.asp Guaiene], Joint FAO/WHO Expert Committee on Food Additives</ref> |
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==See also== |
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⚫ | '''Guaienes''' are a series of closely related natural chemical compounds that have been isolated from a variety of plant sources. The guaienes are [[sesquiterpene]]s with the molecular formula C<sub>15</sub>H<sub>24</sub>. α-Guaiene is the most common and was first isolated from [[Oil of guaiac|guaiac wood oil]] from ''[[Bulnesia sarmientoi]]''.<ref>{{cite journal | |
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* [[Guaiol]] |
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==References== |
==References== |
Latest revision as of 20:46, 20 December 2021
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δ-Guaiene
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Names | |||
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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
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Identifiers | |||
3D model (JSmol)
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PubChem CID
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UNII |
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Properties | |||
C15H24 | |||
Molar mass | 204.357 g·mol−1 | ||
Boiling point | α: 281-282 °C[1] α: 78-79 °C (@ 2.5 Torr)[2] β: 281 °C[3] | ||
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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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.[4] The guaienes are used in the fragrance and flavoring industries to impart earthy, spicy aromas and tastes.[1][5]
See also
[edit]References
[edit]- ^ a b 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.
- ^ Guaiene, Joint FAO/WHO Expert Committee on Food Additives