fragranol

cyclobutaneethanol, 1-methyl-2-(1-methylethenyl)-, (1R,2R)-

C10 H18 O MW: 154.25266000

Identification

Namefragranol
IUPAC2-[(1R,2R)-2-isopropenyl-1-methylcyclobutyl]ethanol
Molecular FormulaC10 H18 O
Molecular Weight154.25266000
Nikkaji NumberJ237.971F

Regulatory

Physical Properties

Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Boiling Point 209.90 °C. @ 760.00 mm Hg (est)
Flash Point 173.00 °F. TCC ( 78.50 °C. ) (est)
logP (o/w) 2.920 (est)
Soluble in water, 287.6 mg/L @ 25 °C (est)

No sensory data available

Safety Information

Oral/Parenteral ToxicityNot determined
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categorynatural substances and extractives
Recommendation for fragranol usage levels up tonot for fragrance use.
Recommendation for fragranol flavor usage levels up tonot for flavor use.

No supplier data available

Potential Uses

None Found

Natural Occurrence

found in nature

Synonyms

cyclobutaneethanol, 1-methyl-2-(1-methylethenyl)-, (1R,2R)- cyclobutaneethanol, 2-isopropenyl-1-methyl-, cis-(+)- grandisol 2-[(1R,2R)-2-iso propenyl-1-methylcyclobutyl]ethanol PubMed: Toxic essential oils: anxiolytic, antinociceptive and antimicrobial properties of the yarrow Achillea umbellata Sibth. et Sm. (Asteraceae) volatiles. PubMed: Identification of male-produced aggregation pheromone of the curculionid beetle Sternechus subsignatus. PubMed: Transannular Claisen rearrangement reactions for the synthesis of vinylcyclobutanes: formal synthesis of (±)-grandisol. PubMed: A versatile synthetic approach to grandisol monoterpene pheromone. PubMed: Synthesis of grandisol, the sexual attracting insect pheromone. PubMed: (1R,2S,6R)-2-Hydroxymethyl-2,6-dimethyl-3-oxabicyclo[4.2.0]octane, a new volatile released by males of the papaya borer Pseudopiazurus obesus (Col.: Curculionidae). PubMed: An efficient synthesis of (+/-)-grandisol featuring 1,5-enyne metathesis. PubMed: Comparative study of the essential oils and extracts of Achillea fragrantissima (Forssk.) Sch. Bip. and Achillea santolina L. (Asteraceae) from Egypt. PubMed: C2-Symmetric enantiopure ethanotethered bis(alpha,beta-butenolides) as templates for asymmetric synthesis. Application to the synthesis of (+)-grandisol. PubMed: Preparative chiral liquid chromatography for enantiomeric separation of pheromones. PubMed: Strategies of a bark beetle, Pityogenes bidentatus, in an olfactory landscape. PubMed: An asymmetric synthesis of (+)-grandisol, a constituent of the aggregation pheromone of the cotton boll weevil, via a kinetic resolution. PubMed: Highly efficient, enantioselective synthesis of (+)-grandisol from a C2-symmetric bis(alpha,beta-butenolide). PubMed: Semiochemicals from bark beetles: New results, remarks, and reflections. PubMed: Enantiomeric composition of grandisol and grandisal produced byPissodes strobi andP. nemorensis and their electroantennogram response to pure enantiomers. PubMed: Receptor chirality and behavioral specificity of the boll weevil,Anthonomus grandis Boh. (Coleoptera: Curculionidae), for its pheromone, (+)-grandisol. PubMed: Extreme sensitivity of grandisal to acids. PubMed: Interspecific activity of semiochemicals among sibling species ofPissodes (Coleoptera: Curculionidae). PubMed: Aggregation pheromone of the deodar weevll,Pissodes nemorensis (Coleoptera: Curculionidae): Isolation and activity of grandisol and grandisal. PubMed: Aggregation pheromone components of two species ofPissodes weevils (Coleoptera: Curculionidae) Isolation, identification, and field activity. PubMed: Studies on terpenes. 4. Synthesis of optically active grandisol, the boll weevil pheromone.