Dihydromyrcenol
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| Names | |
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| IUPAC name
2,6-Dimethyloct-7-en-2-ol | |
| Identifiers | |
3D model (JSmol) |
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| ChEBI | |
| ChEMBL | |
| ChemSpider | |
| DrugBank | |
| ECHA InfoCard | 100.038.497 |
PubChem CID |
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| UNII | |
CompTox Dashboard (EPA) |
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| Properties | |
| C10H20O | |
| Molar mass | 156.269 g·mol−1 |
| Appearance | Colorless viscous liquid[1] |
| Density | 0.832 g/cm3 (20 °C)[1] |
| Boiling point | 194–197 °C (381–387 °F; 467–470 K)[1] |
| 0.939 g/L (20 °C)[1] | |
| Hazards | |
| Flash point | 76 °C (169 °F; 349 K)[1] |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Dihydromyrcenol is a synthetic organic compound used primarily as a fragrance ingredient. Despite its similarity to some natural compounds of the monoterpene class, such as myrcenol, it has not been reported to be found in nature.[2]
Chemical properties
[edit]Dihydromyrcenol has the chemical formula C10H20O.[3] It is a colorless viscous liquid with a boiling point of 194–197 °C (381–387 °F).[1]
Odor and uses
[edit]Dihydromyrcenol is extensively used in the fragrance industry for its fresh lime and citrus-like odor.[2] Descriptions of its scent include citrus type,[4] lime-like citrusy-floral sweet with considerable tenacity,[2] fresh citrus-like with a lavender note,[5] fresh cool metallic lime citrus floral bergamot,[6] and lavender fragrance reminiscent of lemon.[7] Worldwide use exceeded 1000 metric tons per year as of 2004.[5]
Synthesis
[edit]Dihydromyrcenol can be obtained from citronellene, a pyrolysis product of cis-pinane, via hydroxylation.[8][9][5]
Safety
[edit]A toxicologic and dermatologic review has been published on its use as a fragrance ingredient and it is considered safe under regulated use.[2]
References
[edit]- 1 2 3 4 5 6 Record in the GESTIS Substance Database of the Institute for Occupational Safety and Health
- 1 2 3 4 McGinty, D.; Letizia, C.S.; Api, A.M. (2010). "Fragrance material review on dihydromyrcenol". Food and Chemical Toxicology. 48: S70–S75. doi:10.1016/j.fct.2009.11.014. PMID 20141881.
- ↑ CID 29096 from PubChem
- ↑ "dihydromyrcenol". Scents and Flavors. Scents and Flavors. Retrieved 31 March 2026.
- 1 2 3 "Dihydromyrcenol".
- ↑ "Dihydro Myrcenol".
- ↑ "Dihydromyrcenol".
- ↑ Naves, Y -R (1968). "Progress in the Synthesis of Perfumes Based on Pinenes". Russian Chemical Reviews. 37 (10): 779–788. Bibcode:1968RuCRv..37..779N. doi:10.1070/RC1968v037n10ABEH001703.
- ↑ Prajapati, Rupali S.; Bhanage, Bhalchandra M. (2025). "Hydroformylation, hydroaminomethylation and related tandem reactions of bio-derived renewable olefins: A step closer to sustainability". RSC Sustainability. 3: 158–207. doi:10.1039/d4su00662c.