Guaiene

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]

Quick facts Names, Identifiers ...

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	3691-12-1 (α) Y 88-84-6 (β) Y 3691-11-0 (δ) Y
3D model (JSmol)	(α): Interactive image (β): Interactive image (δ): Interactive image
ChemSpider	4476575 (α) N 16736689 (β) N 85080 (δ) N
PubChem CID	5317844 (α) 15560252 (β) 94275 (δ)
UNII	ABQ2CB7VAC (α) N 1D018Q907T (β) N 2U8L6FYE8U (δ) N
InChI (α): 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 Key: ADIDQIZBYUABQK-RWMBFGLXSA-N (β): InChI=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 Key: GIBQERSGRNPMEH-RYUDHWBXSA-N (δ): InChI=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 Key: YHAJBLWYOIUHHM-GUTXKFCHSA-N
SMILES (α): C[C@H]1CCC2=C1C[C@H](C(C)=C)CC[C@@H]2C (β): C[C@H]1CCC2=C1C/C(CC[C@@H]2C)=C(C)\C (δ): C[C@H]1CCC2=C(C)CC[C@@H](C(C)=C)C[C@]21[H]
Properties
Chemical formula	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). N verify (what is YN ?) Infobox references

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