Decacyclene

Base Information

• Chemical Name: Decacyclene
• CAS No.: 191-48-0
• Deprecated CAS: 27581-78-8
• Molecular Formula: C36H18
• Molecular Weight: 450.539
• Hs Code.: 2902909090
• European Community (EC) Number: 205-889-0
• NSC Number: 60676
• UNII: EZG7J41ZUH
• DSSTox Substance ID: DTXSID4059754
• Nikkaji Number: J39.588I
• Wikidata: Q81988952
• Mol file: 191-48-0.mol

Synonyms:decacyclene;diacenaphtho(1,2-j:1',2'-l)fluoranthene

Chemical Property of Decacyclene

Chemical Property:

• Melting Point: >300 °C(lit.)
• Refractive Index: 2.116
• PSA: 0.00000
• Density: 1.467 g/cm³
• LogP: 10.08840
• XLogP3: 9.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 450.140850574
• Heavy Atom Count: 36
• Complexity: 708

Purity/Quality:

98%,99%, ^*data from raw suppliers

Diacenaphtho[1,2-j:1',2'-l]fluoranthene 97% ^*data from reagent suppliers

Safty Information:

• Safety Statements: S22:Do not inhale dust.; S24/25:Avoid contact with skin and eyes.

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC2=C3C(=C1)C4=C5C6=CC=CC7=C6C(=CC=C7)C5=C8C9=CC=CC1=C9C(=CC=C1)C8=C4C3=CC=C2

Technology Process of Decacyclene

There total 23 articles about Decacyclene 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: 71.0%

1(2H)-acenaphthylenone (2235-15-6) → decacyclene (191-48-0) + 1,1'-biacenaphthylenyliden-2-one (477-77-0)

Guidance literature:

With hydrogenchloride; acetic acid; at 105 ℃; for 16h; Title compound not separated from byproducts.;

DOI:10.1021/jo070080q

Reference yield: 66.0%

1(2H)-acenaphthylenone (2235-15-6) → decacyclene (191-48-0)

Guidance literature:

With toluene-4-sulfonic acid; propionic acid; In 1,2-dichloro-benzene; at 105 ℃; for 16h;

DOI:10.1021/jo070080q

Reference yield: 33.0%

1,3-dibromo-1H,3H-naphtho<1,8-cd>thiopyran 2,2-dioxide (83831-93-0,83831-94-1) → decacyclene (191-48-0) + 1-bromoacenaphthylene (54736-49-1) + acenaphthylene (208-96-8,25036-01-5)

Guidance literature:

With potassium tert-butylate; In tert-butyl alcohol; at 27 ℃; for 18h; Product distribution; other reagents;

DOI:10.1021/jo00149a013

upstream raw materials:

1,2-acenaphthenothiophene

acenaphthene

anthranilic acid

1(2H)-acenaphthylenone

Downstream raw materials:

carbon dioxide

Refernces

• 1、 Tamoto, Akira,Aratani, Naoki,Yamada, Hiroko. "Contraction of π-Conjugated Rings upon Oxidation from Cyclooctatetraene to Benzene via the Tropylium Cation". . p. 16388 - 16392. Retrieved 2017.
• 2、 Amick, Aaron W.,Scott, Lawrence T.. "Trisannulated benzene derivatives by acid catalyzed aldol cyclotrimerizations of cyclic ketones. methodology development and mechanistic insight". . p. 3412 - 3418. Retrieved 2007.
• 3、 Iglesias, Beatriz,Pe?a, Diego,Pérez, Dolores,Guitián, Enrique,Castedo, Luis. "Palladium-catalyzed trimerization of strained cycloalkynes: Synthesis of decacyclene". . p. 486 - 488. Retrieved 2007/10/03.