Basic information
- Standard SMILES
C1CC2CCCC3CCC(C1)C23- InChIKey
FZDZWLDRELLWNN-UHFFFAOYSA-N- Molecular formula
- C12H20
- Average molar mass
- 164.29 g/mol
- Monoisotopic mass
- 164.15650064
Names & identifiers
- Preferred name
- Acenaphthylene, dodecahydro-
- IUPAC
- 1,2,3,3a,4,5,5a,6,7,8,8a,8b-dodecahydroacenaphthylene
- English name
- perhydroacenaphthene
- Molecular formula
- C12H20
- Molecular weight
- 164.29
Names & synonyms
Show more names
Database identifiers
- CAS
2146-36-3- PubChem CID
- 102215
- DTXSID
DTXSID10883801- EC Number
- 218-412-6
- Nikkaji
- J298.732E
Properties
Computed structural properties
- XLogP
- 4.9
- Topological polar surface area
- 0 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 0
- Rotatable bonds
- 0
- Heavy atoms
- 12
- Formal charge
- 0
- Complexity
- 155
Experimental & physicochemical properties
Physicochemical properties
- Melting point
- 36 ℃ · 36℃
- Boiling point
- 235 ℃ · 235℃
- Density
- 1.029 g/cm3 · 1.029 g/cm3
- refractive index
- 1.577 · 1.577 (589.3 nm 20℃)
- storage temp.
- 2 · 2-8°C
- form
- Liquid
- color
- Yellowish brown
- InChI
- InChI=1S/C12H20/c1-3-9-4-2-6-11-8-7-10(5-1)12(9)11/h9-12H,1-8H2
- InChIKey
- FZDZWLDRELLWNN-UHFFFAOYSA-N
- SMILES
- C1C2C3C(CCC2)CCCC3C1
- EPA Substance Registry System
- Acenaphthylene, dodecahydro- (2146-36-3)
- Symbol(GHS)
- 8 · GHS08
- Signal word
- Danger
- Hazard statements
- 304 · H304
- TSCA
- TSCA listed
- REACH Registrations
- Active
Safety & regulation
GHS classification
GHS Classification
Danger
H304 (100%): May be fatal if swallowed and enters airways [Danger Aspiration hazard]
P273, P301+P316, P331, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 4 reports by companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Safety data
- tsca
- TSCA listed
- Signal word
- Danger
- Symbol(GHS)
- GHS08
- Hazard statements
- H304
- REACH Registrations
- Active
Chemistry & industry
Uses & manufacturing
Applications
UsesPerhydroacenaphthene or dodecahydroacenaphthylene is used in the synthesis of Alkyladamantanes by the passage of the latter over the alumina catalyst in a flow-type plant with a metal reactor that has application in the field of nanotechnology.
Preparation methods
PreparationPerhydro acenaphthene is the main raw material of preparation 1,3-dimethyladamantane, is the important intermediate of preparation Derivatives of Adamantane.Derivatives of Adamantane is a kind of excellent antidementia agent, clinical research confirmation its have good efficacy to vascular dementia.The synthesis of Perhydroacenaphthene:1) adding industrial acenaphthylene to 95% ethanol, heating, refluxing and dissolving, then cooling, crystallizing, centrifuging to obtain refined acenaphthene, and carrying out distillation recycling of the filtrate;2) adding the refined acenaphthene and a catalyst Raney Ni into a high-pressure kettle, replacing gas in the kettle with hydrogen, filling hydrogen to make the pressure in the kettle rise to 0.8 MPa, heating up to about 180°C, starting a reaction for 5 h, continuously supplementing hydrogen during the reaction, making the pressure in the kettle rise slowly, and allowing the pressure after the reaction to be 4.0 MPa; 3) cooling after the reaction is finished, filtering the catalyst, and thus obtaining the perhydroacenaphthene.https://patents.google.com/patent/CN105461499A/en
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Related reactions
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