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5-methyl-2-prop-1-en-2-ylhex-4-en-1-ol

General Material Information

Trival Name 5-methyl-2-prop-1-en-2-ylhex-4-en-1-ol
Short Description 4-hexen-1-ol, 5-methyl-2-(1-methylethenyl)-
Formula C10 H18 O
CAS Number 58461-27-1
Deleted CAS Number 1845-51-8
ECHA Number 261-264-2
FDA UNII 1YPC7F65XU
Nikkaji Number J296.944K
MDL MFCD00674532
xLogP3-AA 3.00 (est)
NMR Predictor External link
Applications
  • fragrance agents
Synonyms
  • 4- hexen-1-ol, 2-isopropenyl-5-methyl-, (-)-
  • 4- hexen-1-ol, 5-methyl-2-(1-methylethenyl)-
  • lavandulol
  • (±)- lavandulol
  • 5- methyl-2-(1-methyl ethenyl)-4-hexen-1-ol
  • 5- methyl-2-(1-methylethenyl)hex-4-en-1-ol
  • 5- methyl-2-(prop-1-en-2-yl)hex-4-en-1-ol
  • 5- methyl-2-prop-1-en-2-ylhex-4-en-1-ol
  • iso propenyl methyl hexenol
  • 2-iso propenyl-5-methyl hex-4-en-1-ol
  • 2-iso propenyl-5-methyl-4-hexen-1-ol
  • 2-iso propenyl-5-methylhex-4-en-1-ol

Occurrences

artemisia santolina schrenk oil iran @ 37.20% (data available)
curry leaf oil india @ 0.10% (data available)
lavandin oil abrialis @ 0.55% (data available)
lavandin oil grosso @ 0.84% (data available)
lavandin water (lavandula hydrida) @ 1.36% (data available)
lavender
lavender oil CO2 extract france @ 0.31% (data available)
lavender oil greece @ 3.09% (data available)
lavender oil spike @ 0.30% (data available)
lavender oil spike france @ 0.50% (data available)
lavender spike water @ 0.05% (data available)
lavender water bulgaria @ 2.87% (data available)
rosemary oil france @ 0.00-0.06% (data available)
rosemary oil morocco @ 0.00-0.23% (data available)
wormwood oil america @ 0.71% (data available)
yarrow oil @ 2.00% (data available)
yarrow oil greece @ 0.10% (data available)

Organoleptic Properties

Odor Type: Floral
General comment At 100.00 %. delicate farnesol-like

Potential Uses

Cosmetic purposes Perfuming agents

US / EU / FDA / JECFA / FEMA / Scholar / Patents

Google Scholar Start search
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PubMeb Start search
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Literature & References

Leffingwell:Chirality or Article
5-methyl-2-prop-1-en-2-ylhex-4-en-1-ol
NIST Chemistry WebBook:Search Inchi
Canada Domestic Sub. List:58461-27-1
Pubchem (cid):94060
Pubchem (sid):135051909
Pherobase:View
Publications by PubMed
Transformation of (±)-lavandulol and (±)-tetrahydrolavandulol by a fungal strain Rhizopus oryzae.
Selective deoxygenation of allylic alcohol: stereocontrolled synthesis of lavandulol.
One-Pot synthesis of gamma,delta-unsaturated carbonyl compounds from allyl alcohols and vinyl or isopropenyl acetates catalyzed by [IrCl(cod)]2.
Enzymatic esterification of lavandulol--a partial kinetic resolution of (S)-lavandulol and preparation of optically enriched (R)-lavandulyl acetate.
The biosynthetic origin of irregular monoterpenes in Lavandula: isolation and biochemical characterization of a novel cis-prenyl diphosphate synthase gene, lavandulyl diphosphate synthase.
Enzymatic resolution and odor description of both enantiomers of lavandulol, a fragrance of lavender oil.
Chemical composition and antioxidative activity of Echinophora platyloba DC. essential oil, and its interaction with natural antimicrobials against food-borne pathogens and spoilage organisms.
Hydrolysis of beta,gamma-Unsaturated Aldehyde Dimethylhydrazones with Copper Dichloride: A New Synthesis of Lavandulol.
Inhibition by TRPA1 agonists of compound action potentials in the frog sciatic nerve.
Role of novel terpenes in transcutaneous permeation of valsartan: effectiveness and mechanism of action.
Development of an attractant-baited trap for Oxythyrea funesta Poda (Coleoptera: Scarabaeidae, Cetoniinae).
Growth-inhibiting effects of Paeonia lactiflora root steam distillate constituents and structurally related compounds on human intestinal bacteria.
Antimicrobial Activity and Chemical Composition of Essential Oil From the Seeds of Artemisia aucheri Boiss.
Components of male aggregation pheromone of strawberry blossom weevil, Anthonomus rubi herbst. (Coleoptera:Curculionidae).
Male behaviors reveal multiple pherotypes within vine mealybug Planococcus ficus (Signoret) (Hemiptera; Pseudococcidae) populations.
A DFT analysis of thermal decomposition reactions important to natural products.
Analysis of the essential oil from aerial parts of Eupatorium cannabinum subsp. corsicum (L.) by gas chromatography with electron impact and chemical ionization mass spectrometry.
[Not Available].
Syntheses and odor descriptions of cyclopropanated compounds, part 6: Analogs of aliphatic monoterpene dienols and non-branched alcohols.
Development and optimization of methods for using sex pheromone for monitoring the mealybug Planococcus ficus (Homoptera: Pseudococcidae) in California vineyards.
The monoterpenes of Artemisia tridentata ssp. vaseyana, Artemisia cana ssp. viscidula and Artemisia tridentata ssp. spiciformis.
Deoxyarteannuin B, dihydro-deoxyarteannuin B and trans-5-hydroxy-2-isopropenyl-5-methylhex-3-en-1-ol from Artemisia anuua.

Other Information

(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
CHEBI:View
HMDB (The Human Metabolome Database):Search
Export Tariff Code:2905.20
Typical G.C.
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View

PhysChem Properties

Material listed in food chemical codex No
Molecular weight 154.2526550293
Specific gravity @ 25 °C
Pounds per Gallon
Boiling Point 94 to 95°C @ 13 mm Hg
Boiling Point 229 to 230°C @ 760 mm Hg
Vapor Pressure 0.013 mmHg @ 25 °C
Flash Point TCC Value 88.33 °C TCC
logP (o/w) 2.665 est
Solubility
alcohol Yes
water, 253.2 mg/L @ 25 °C (est) Yes
water No

Safety Information

Safety information

Hazards identification
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
Pictogram
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined

Safety in use information

Category:
fragrance agents
RIFM Fragrance Material Safety Assessment: Search
IFRA Code of Practice Notification of the 49th Amendment to the IFRA Code of Practice
Recommendation for lavandulol usage levels up to:
1.0000 % in the fragrance concentrate.
Recommendation for lavandulol flavor usage levels up to:
not for flavor use.

Safety references

EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA Substance Registry Services (TSCA):58461-27-1
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :94060
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
5-methyl-2-prop-1-en-2-ylhex-4-en-1-ol
Chemidplus:0058461271