(-)-alpha-Fenchol
Basic information
- CAS
14575-74-7- Standard SMILES
CC1(C)[C@@H]2CC[C@@](C)(C2)[C@@H]1O- InChIKey
IAIHUHQCLTYTSF-MRTMQBJTSA-N- Molecular formula
- C10H18O
- Average molar mass
- 154.25 g/mol
- Monoisotopic mass
- 154.13576519
Overview
(-)-endo-fenchol is a fenchane monoterpenoid that is bicyclo[2.2.1]heptane substituted by methyl groups at positions 1, 3 and 3 and a hydroxy group at position 2 (the 1S,2S,4R stereoisomer). It has a role as a volatile oil component and a plant metabolite. It is a fenchane monoterpenoid and a carbobicyclic compound.
Names & identifiers
- Preferred name
- (-)-alpha-Fenchol
- IUPAC
- (1S,2S,4R)-1,3,3-trimethylbicyclo[2.2.1]heptan-2-ol
- English name
- FENCHOL
- Molecular formula
- C10H18O
- Molecular weight
- 154.25
Names & synonyms
512-13-0(-)-endo-Fenchol(1S,2S,4R)-1,3,3-trimethylbicyclo[2.2.1]heptan-2-oll-alpha-Fenchyl alcoholUJ108AQX3M(-)-alpha-fencholalpha-Fenchyl alcohol, (-)-DTXSID7041205Bicyclo(2.2.1)heptan-2-ol, 1,3,3-trimethyl-, (1S-endo)-CHEBI:15405(1S,2S,4R)-1,3,3-Trimethylbicyclo(2.2.1)heptan-2-olRefChem:1049075
Show more names
ALPHA FENCHOLFEMA 2480(-)-α-Fenchol1-α-Fenchyl alcohol(1R)-ENDO-(+)-FENCHOL(1R)-ENDO-(+)-FENCHYL ALCOHOL
DTXCID5021205alpha-Fencholendo-Fencholalpha-Fenchyl alcoholBicyclo[2.2.1]heptan-2-ol, 1,3,3-trimethyl-, (1S,2S,4R)-endo-alpha-Fencholendo-fenchyl alcohol(-)-alpha-Fenchyl alcohol
Database identifiers
- CAS
14575-74-7、512-13-0- PubChem CID
- 439711
Properties
Computed structural properties
- XLogP
- 2.5
- Topological polar surface area
- 20.2 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 1
- Rotatable bonds
- 0
- Heavy atoms
- 11
- Formal charge
- 0
- Complexity
- 185
Experimental & physicochemical properties
LipidsLipids -> Prenol Lipids [PR] -> Isoprenoids [PR01] -> C10 isoprenoids (monoterpenes) [PR0102]
FragrancesFragrance Ingredient ((-)-.alpha.-Fenchol) -> IFRA transparency List
Physicochemical properties
- Melting point
- 43 · 43-46 °C
- Boiling point
- 201 · 201-202 °C(lit.)
- Density
- 0.9034 · 0.9034
- refractive index
- 1.4702 · 1.4702 (estimate)
- Flash point
- 165 °F · 165 °F
- pka
- 15.38 · 15.38±0.60(Predicted)
- Odor
- 100 % · at 100.00 %. earthy woody
- Odor Type
- earthy
- Cosmetics Ingredients Functions
- PERFUMING
- LogP
- 2.71 · 2.71
- FDA UNII
- 108 AQX3M · UJ108AQX3M
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H317 (100%): May cause an allergic skin reaction [Warning Sensitization, Skin]
P261, P272, P273, P280, P302+P352, P321, P333+P317, P362+P364, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 79 reports by companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory Information
Chemical: Bicyclo[2.2.1]heptan-2-ol, 1,3,3-trimethyl-, (1S-endo)-
Bicyclo[2.2.1]heptan-2-ol, 1,3,3-trimethyl-, (1S-endo)-: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.
Other Safety InformationIMAP assessments - Bicyclo[2.2.1]heptan-2-ol, 1,3,3-trimethyl-, (1S-endo)-: Environment tier I assessment
Hazard Classes and CategoriesSkin Sens. 1 (100%)
Safety data
- wgk
- 3
- tsca
- TSCA listed
- ridadr
- UN 1325 4.1/PG 2
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- safety_code
- 22-24/25
- Hazard statements
- H317-H412
- Precautionary statements
- P261-P272-P280-P302+P352-P333+P313-P321-P363-P501-P273-P501
Chemistry & industry
Uses & manufacturing
Use ClassificationFragrance Ingredients
General Manufacturing InformationBicyclo[2.2.1]heptan-2-ol, 1,3,3-trimethyl-, (1S,2S,4R)-: ACTIVE
Additional notes
DefinitionChEBI: A fenchane monoterpenoid that is bicyclo[2.2.1]heptane substituted by methyl groups at positions 1, 3 and 3 and a hydroxy group at position 2 (the 1S,2S,4R stereoisomer).
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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