Acenaphthylene

Base Information

• Chemical Name: Acenaphthylene
• CAS No.: 208-96-8
• Molecular Formula: C12H8
• Molecular Weight: 152.196
• Hs Code.: 2902909090
• European Community (EC) Number: 205-917-1
• NSC Number: 59821
• UN Number: 3077
• UNII: 1Z25C36811
• DSSTox Substance ID: DTXSID3023845
• Nikkaji Number: J2.561E
• Wikipedia: Acenaphthylene
• Wikidata: Q415128
• Metabolomics Workbench ID: 54807
• ChEMBL ID: CHEMBL2132328
• Mol file: 208-96-8.mol

Synonyms:acenaphthylene;acenaphthylene, radical ion (1-)

Chemical Property of Acenaphthylene

Chemical Property:

• Appearance/Colour: yellow crystalline powder
• Vapor Pressure: 0.0022mmHg at 25°C
• Melting Point: 78-82 °C
• Refractive Index: 1.731
• Boiling Point: 298.86 °C at 760 mmHg
• Flash Point: 137.161 °C
• PSA: 0.00000
• Density: 1.187 g/cm³
• LogP: 3.32360
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 152.062600255
• Heavy Atom Count: 12
• Complexity: 184

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s): Xn; N; T; Xi; F
• Hazard Codes: Xi:Irritant
• Statements: R36/37/38:
• Safety Statements: S26:; S37/39:

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Polycyclic Aromatic Hydrocarbons
• Canonical SMILES: C1=CC2=C3C(=C1)C=CC3=CC=C2

Technology Process of Acenaphthylene

There total 188 articles about Acenaphthylene 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: 68.0%

acenaphthene (83-32-9) + chloranil (118-75-2) → 2,3,5,6-tetrachlorobenzene-1,4-diol (87-87-6) + acenaphthylene (208-96-8,25036-01-5)

Guidance literature:

In benzene; for 18h; Irradiation;

DOI:10.1021/ja00214a043

Reference yield: 41.0%

acenaphthene quinone (82-86-0) → 1-acenaphthenol (6306-07-6) + acenaphthene (83-32-9) + acenaphthylene (208-96-8,25036-01-5)

Guidance literature:

With samarium diiodide; water; In tetrahydrofuran; at 20 ℃; for 0.00277778h;

DOI:10.1248/cpb.53.1017

Reference yield: 31.0%

acenaphthene quinone (82-86-0) → decacyclene (191-48-0) + 1-acenaphthenol (6306-07-6) + acenaphthene (83-32-9) + acenaphthylene (208-96-8,25036-01-5)

Guidance literature:

bis(η⁶-biphenyl)titanium(0); In toluene; at 110 ℃; for 2h; Further byproducts given;

DOI:10.1055/s-1997-3209

upstream raw materials:

N-Bromosuccinimide

potassium acetate

acenaphthene

acetic acid

Downstream raw materials:

1:2-Cyclopropanacenaphthen-3'-carbonsaeure

7,12-diphenyl-(6br,12ac)-6b,7,12,12a-tetrahydro-7ξ,12ξ-epoxido-benzo[k]fluoranthene

(7,12-diphenyl)benzofluoranthene

(6brH.10acH)-6b.7.10.10a-tetrahydro-fluoranthene

Refernces

Diels-Alder reactions of 3,6-disubstituted 1,2,4,5-tetrazines. Synthesis and X-ray crystal structures of diazafluoranthene derivatives

10.1039/b820551e

The research focuses on the synthesis and structural analysis of a series of 3,6-disubstituted-1,2,4,5-tetrazines and their corresponding diazafluoranthene derivatives using an inverse electron demand [2 + 4] cycloaddition strategy. Key chemicals involved in the research include acenaphthylene, 3,8-dimethylacenaphthylene, various 3,6-disubstituted-1,2,4,5-tetrazines, and solvents such as chlorobenzene, p-xylene, and dichloromethane. The study investigates how substituents at the 3 and 6 positions of the tetrazine influence the reactivity and structure of the resulting diazafluoranthene derivatives. The crystal structures of 18 members of this series were reported, revealing helically-twisted strained aromatic molecules with dihedral angles and bay region distortions that correlate with the degree of steric congestion. Computational methods, specifically density functional theory with the M06-2X/cc-pVDZ method, were used to compare and validate the experimental structures.