1,2,2a,3,4,5-Hexahydroacenaphthylen-1-ol

Base Information

• Chemical Name: 1,2,2a,3,4,5-Hexahydroacenaphthylen-1-ol
• CAS No.: 16897-57-7
• Molecular Formula: C12H14 O
• Molecular Weight: 174.243
• NSC Number: 101114
• DSSTox Substance ID: DTXSID50295303
• Mol file: 16897-57-7.mol

Synonyms:16897-57-7;1,2,2a,3,4,5-hexahydroacenaphthylen-1-ol;NSC101114;NCIOpen2_001635;SCHEMBL3600888;DTXSID50295303;YTTQJGXLFBPAKM-UHFFFAOYSA-N;AKOS013134586;NSC-101114;2a,3,4,5-tetrahydro-2H-acenaphthylen-1-ol

Chemical Property of 1,2,2a,3,4,5-Hexahydroacenaphthylen-1-ol

Chemical Property:

• Vapor Pressure: 0.000142mmHg at 25°C
• Boiling Point: 319.3°C at 760 mmHg
• Flash Point: 117.1°C
• Density: 1.183g/cm³
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 174.104465066
• Heavy Atom Count: 13
• Complexity: 201

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2CC(C3=CC=CC(=C23)C1)O

Technology Process of 1,2,2a,3,4,5-Hexahydroacenaphthylen-1-ol

There total 9 articles about 1,2,2a,3,4,5-Hexahydroacenaphthylen-1-ol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 91.0%

3,4,5,10-tetrahydroacenaphthene-1-one (63328-18-7) → 2,3,4,5-tetrahydroacenaphthylen-1-ol (16897-57-7)

Guidance literature:

With sodium tetrahydroborate; In diethyl ether; ethanol; at 25 ℃; for 15h;

DOI:10.1515/znb-2007-0811

Reference yield:

2-(1,2,3,4-tetrahydronaphthalen-1-yl)acetic acid (63328-17-6,171227-58-0) → 2,3,4,5-tetrahydroacenaphthylen-1-ol (16897-57-7)

Guidance literature:

Multi-step reaction with 3 steps

1: diethyl ether

2: 0.5 g / P₂O₅, H₃PO₄ / 3 h / 100 °C

3: 0.8 g / LAH / tetrahydrofuran / Heating

With lithium aluminium tetrahydride; phosphoric acid; phosphorus pentoxide; In tetrahydrofuran; diethyl ether;

Reference yield:

1-carboxy-1,2,3,4-tetrahydronaphthalene-1-acetic acid anhydride (66258-75-1,75542-29-9) → 2,3,4,5-tetrahydroacenaphthylen-1-ol (16897-57-7)

Guidance literature:

Multi-step reaction with 4 steps

1: AlCl₃ / toluene / 1 h / 50 - 60 °C / or benzene

2: diethyl ether

3: 0.5 g / P₂O₅, H₃PO₄ / 3 h / 100 °C

4: 0.8 g / LAH / tetrahydrofuran / Heating

With lithium aluminium tetrahydride; aluminium trichloride; phosphoric acid; phosphorus pentoxide; In tetrahydrofuran; diethyl ether; toluene;

upstream raw materials:

3,4,5,10-tetrahydroacenaphthene-1-one

1-carboxy-1,2,3,4-tetrahydronaphthalene-1-acetic acid anhydride

ethyl 2-cyano-2-(3,4-dihydronaphthalen-1(2H)-ylidene)acetate

1-carboxy-1,2,3,4-tetrahydronaphthalene-1-acetic acid

Downstream raw materials:

acenaphthene

5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinoline

3,4-Trimethylen-inden