fragranol
cyclobutaneethanol, 1-methyl-2-(1-methylethenyl)-, (1R,2R)-
 
Notes:
None found
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CAS not foundNF0211Picture of molecule3D/inchi
Nikkaji Web: J237.971F
XlogP3-AA: 2.90 (est)
Molecular Weight: 154.25266000
Formula: C10 H18 O
NMR Predictor: Predict (works with chrome or firefox)
Category: natural substances and extractives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
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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)
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Organoleptic Properties:
 
Odor and/or flavor descriptions from others (if found).
 
 
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Cosmetic Information:
None found
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Suppliers:
 None found
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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
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Safety in Use Information:
Category: natural substances and extractives
Recommendation for fragranol usage levels up to:
 not for fragrance use.
 
Recommendation for fragranol flavor usage levels up to:
 not for flavor use.
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Safety References:
EPI System: View
AIDS Citations: Search
Cancer Citations: Search
Toxicology Citations: Search
Laboratory Chemical Safety Summary : 6432285
 2-[(1R,2R)-2-isopropenyl-1-methylcyclobutyl]ethanol
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References:
 2-[(1R,2R)-2-isopropenyl-1-methylcyclobutyl]ethanol
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 6432285
Pubchem (sid): 43026120
Pherobase: View
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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
HMDB (The Human Metabolome Database): Search
VCF-Online: VCF Volatile Compounds in Food
ChemSpider: View
Wikipedia: View
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Potential Blenders and core components note
 
None Found
 
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Potential Uses:
None Found
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Occurrence (nature, food, other): note
 found in nature
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Synonyms:
 cyclobutaneethanol, 1-methyl-2-(1-methylethenyl)-, (1R,2R)-
 cyclobutaneethanol, 2-isopropenyl-1-methyl-, cis-(+)-
 grandisol
2-[(1R,2R)-2-isopropenyl-1-methylcyclobutyl]ethanol
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Articles:
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.
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