1,1'-(Ethene-1,2-diyl)dinaphthalene

Base Information

• Chemical Name: 1,1'-(Ethene-1,2-diyl)dinaphthalene
• CAS No.: 3960-21-2
• Molecular Formula: C22H16
• Molecular Weight: 280.369
• DSSTox Substance ID: DTXSID20391088
• Mol file: 3960-21-2.mol

Synonyms:3960-21-2;1,2-di-(1-naphthyl)ethylene;DTXSID20391088;AKOS030694987;1,1'-(Ethene-1,2-diyl)dinaphthalene

Chemical Property of 1,1'-(Ethene-1,2-diyl)dinaphthalene

Chemical Property:

• XLogP3: 6.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 280.125200510
• Heavy Atom Count: 22
• Complexity: 346

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=CC=C2C=CC3=CC=CC4=CC=CC=C43

Technology Process of 1,1'-(Ethene-1,2-diyl)dinaphthalene

There total 6 articles about 1,1'-(Ethene-1,2-diyl)dinaphthalene 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: 58.0%

1-(phenylmethoxy)naphthalene (607-58-9) + [1]naphthylmethylen-aniline (890-50-6) → 1,2-di(naphthyl)ethene (3960-21-2) + N-(1-Naphthalenyl)-N-phenyl-1-naphthalenemethanamine (135505-52-1)

Guidance literature:

With sodium; N,N-dimethyl-formamide; at 75 ℃; for 0.5h;

DOI:10.1021/jo00020a032

Reference yield: 42.0%

dichloromethane (75-09-2) + (naphthalene-1,8-diyl)dilithium (61767-59-7) → naphthalene (91-20-3,71998-51-1,72931-45-4) + 1,1'-cis-ethene-1,2-diyl-bis-naphthalene (1233-36-9,3960-21-2,72597-92-3,72597-93-4,85248-67-5,2633-10-5) + 1H-Cyclobutanaphthalene (24973-91-9) + acenaphthylene (208-96-8,25036-01-5)

Guidance literature:

With N,N,N,N,-tetramethylethylenediamine; In diethyl ether; at -100 - -60 ℃; Further byproducts given;

DOI:10.1039/c39830000866

Reference yield: 21.0%

dichloromethane (75-09-2) + (naphthalene-1,8-diyl)dilithium (61767-59-7) → naphthalene (91-20-3,71998-51-1,72931-45-4) + 1,1'-cis-ethene-1,2-diyl-bis-naphthalene (1233-36-9,3960-21-2,72597-92-3,72597-93-4,85248-67-5,2633-10-5) + (E)-1,2-bis(1-naphthyl)ethene (1233-36-9) + 1H-Cyclobutanaphthalene (24973-91-9) + 1-Chloromethylnaphthalene (86-52-2) + acenaphthylene (208-96-8,25036-01-5)

Guidance literature:

With N,N,N,N,-tetramethylethylenediamine; In diethyl ether; at -100 - -60 ℃; Product distribution; Mechanism; var. of temp., further with CD₂Cl₂;

DOI:10.1039/c39830000866

upstream raw materials:

dichloromethane

(naphthalene-1,8-diyl)dilithium

allylbenzene

2-naphthylethylene

Downstream raw materials:

picene

(E)-1,2-bis(1-naphthyl)ethene