5,6-Dichloro-1,2-dihydroacenaphthylene

Base Information

• Chemical Name: 5,6-Dichloro-1,2-dihydroacenaphthylene
• CAS No.: 4208-97-3
• Molecular Formula: C12H8Cl2
• Molecular Weight: 223.102
• Hs Code.: 2903999090
• European Community (EC) Number: 224-133-0
• DSSTox Substance ID: DTXSID50194923
• Nikkaji Number: J56.217C
• Wikidata: Q83067796
• Mol file: 4208-97-3.mol

Synonyms:5,6-Dichloroacenaphthene;5,6-Dichloro-1,2-dihydroacenaphthylene;4208-97-3;EINECS 224-133-0;starbld0003954;Acenaphthene, 5,6-dichloro-;SCHEMBL7703939;DTXSID50194923;AKOS003614717;Acenaphthylene, 5,6-dichloro-1,2-dihydro-

Chemical Property of 5,6-Dichloro-1,2-dihydroacenaphthylene

Chemical Property:

• Vapor Pressure: 9.47E-05mmHg at 25°C
• Refractive Index: 1.701
• Boiling Point: 349.5 °C at 760 mmHg
• Flash Point: 173.3 °C
• PSA: 0.00000
• Density: 1.404 g/cm³
• LogP: 4.24520
• XLogP3: 4.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 222.0003056
• Heavy Atom Count: 14
• Complexity: 206

Purity/Quality:

99% ^*data from raw suppliers

5,6-Dichloroacenaphthene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2=CC=C(C3=C(C=CC1=C23)Cl)Cl
• Uses: 5,6-Dichloroacenaphthene is a chlorinated derivative of acenaphthene, a polycyclic aromatic hydrocarbon that has potential to act as polyploidizing agents in plants. 5,6-Dichloroacenaphthene is also used as a reagent to synthesize Corannulene, a bowl-shaped polycyclic aromatic hydrocarbon.

Technology Process of 5,6-Dichloro-1,2-dihydroacenaphthylene

There total 9 articles about 5,6-Dichloro-1,2-dihydroacenaphthylene 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: 64.0%

5,6-dibromoacenaphthene (19190-91-1) → 5,6-dichloroacenaphthene (4208-97-3)

Guidance literature:

With pyridine; copper(l) chloride; for 4h; Reflux;

DOI:10.1021/jacs.0c09611

Reference yield: 60.0%

acenaphthene (83-32-9) → 5,6-dichloroacenaphthene (4208-97-3)

Guidance literature:

With aluminium trichloride; sulfuryl dichloride; In nitrobenzene; for 2h;

DOI:10.1021/ja991310o

Reference yield:

5-chloroacenaphthene (5209-33-6) → 5,6-dichloroacenaphthene (4208-97-3)

Guidance literature:

With thionyl chloride; iodine;

upstream raw materials:

5-chloroacenaphthene

6-chloro-acenaphthen-5-ylamine

acenaphthene

thionyl chloride

Downstream raw materials:

4,5-dichloro-naphthalene-1,8-dicarboxylic acid

5,6-dichloroacenaphthylene-1,2-dione

6,7-dichloro-1H,3H-naphtho[1,8-cd]pyran-1,3-dione

5,6-dichloro-acenaphthylene

Refernces

• 1、 Jia, Lihua,Zhang, Yu,Guo, Xiangfeng,Qian, Xuhong. "A novel chromatism switcher with double receptors selectively for Ag + in neutral aqueous solution: 4,5-diaminoalkeneamino-N-alkyl-l,8- naphthalimides". . p. 3969 - 3973. Retrieved 2004.
• 2、 Seiders, T. Jon,Elliott, Eric L.,Grube, Gunther H.,Siegel, Jay S.. "Synthesis of corannulene and alkyl derivatives of corannulene". . p. 7804 - 7813. Retrieved 2007/10/03.