Di-2-naphthyl ether

Base Information

• Chemical Name: Di-2-naphthyl ether
• CAS No.: 613-80-9
• Molecular Formula: C20H14O
• Molecular Weight: 270.331
• Hs Code.: 29029090
• European Community (EC) Number: 210-356-0
• DSSTox Substance ID: DTXSID20210205
• Nikkaji Number: J95.520E
• Wikidata: Q83084801
• Mol file: 613-80-9.mol

Synonyms:613-80-9;2,2'-Dinaphthyl ether;2,2'-Oxydinaphthalene;Di-2-naphthyl ether;2-naphthalen-2-yloxynaphthalene;2-NAPHTHYL ETHER;Naphthalene, 2,2'-oxybis-;2-(naphthalen-2-yloxy)naphthalene;EINECS 210-356-0;2,2-Dinaphthyl ether;di-2-naphthylether;bis(2-naphthyl) ether;SCHEMBL395026;2-(2-Naphthyloxy)naphthalene #;2,2\'-DINAPHTHYL ETHER;DTXSID20210205;AMY11167;MFCD00015447;AKOS022172928;AS-57545;CS-0315764;D0811;FT-0609284;D89724

Chemical Property of Di-2-naphthyl ether

Chemical Property:

• Vapor Pressure: 7.3E-08mmHg at 25°C
• Melting Point: 105 °C
• Refractive Index: 1.701
• Boiling Point: 449.9 °C at 760 mmHg
• Flash Point: 226.1 °C
• PSA: 9.23000
• Density: 1.184 g/cm³
• LogP: 5.78530
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: DMSO (Slightly, Heated), Methanol (Slightly, Heated)
• XLogP3: 6.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 270.104465066
• Heavy Atom Count: 21
• Complexity: 307

Purity/Quality:

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

2,2'-Dinaphthyl Ether ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C=C(C=CC2=C1)OC3=CC4=CC=CC=C4C=C3
• Uses: 2,2''-Dinaphthyl Ether and ethers exhibit antifungal activity against A. niger, A. flavus, A. alternata and F. oxysporum.

Technology Process of Di-2-naphthyl ether

There total 26 articles about Di-2-naphthyl ether 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: 85.0%

β-naphthol (135-19-3) → 2,2'-Dinaphthyl ether (613-80-9)

Guidance literature:

With 4-chloro-benzenesulfonic acid; In 1,2-dichloro-benzene; for 10h; Inert atmosphere; Reflux;

DOI:10.1039/c9cc07172e

Reference yield: 68.95%

2-bromonaphthalene (580-13-2) + β-naphthol (135-19-3) → 2,2'-Dinaphthyl ether (613-80-9)

Guidance literature:

With copper(l) iodide; 1,10-Phenanthroline; potassium carbonate; In N,N-dimethyl-formamide; at 110 ℃; for 23h; Reagent/catalyst; Temperature; Inert atmosphere;

Reference yield: 67.0%

3-methyl-2-buten-1-ol (556-82-1) + β-naphthol (135-19-3) → 3, 3-dimethyl-2,3-dihydro-1H-benzo[f]chromene (14472-44-7) + 2,2'-Dinaphthyl ether (613-80-9)

Guidance literature:

With o-tetrachloroquinone; tricarbonylcyclopentadienylmolybdenum(II) chloride; In chlorobenzene; at 150 ℃; for 1h; Inert atmosphere; Microwave irradiation;

DOI:10.1021/ol802800s

upstream raw materials:

2-chloronaphthalene

2-hydroxy-naphthalene-1-sulfonic acid

β-naphthol

(E)-3-Ureido-but-2-enoic acid ethyl ester

Downstream raw materials:

naphthalene

β-naphthol

2,2'-binaphthalene

9-{4-chloro-phenyl}-1.2;7.8-dibenzo-xanthydrol

Refernces

• 1、 Tanii, Saori,Arisawa, Mieko,Yamaguchi, Masahiko. "Acid-catalyzed synthesis of condensed polycyclic diaryl ethers from arenols". supporting information. p. 14078 - 14080. Retrieved 2019/11/25.
• 2、 Ghasemi, Zarrin,Shahrak, Nasim Shahi,Roomi, Behzad Jalali,Zakeri, Ziba. "Base-mediated N- And O-arylations of NH-containing heterocycles, heterocyclic amines and phenols". . p. 73 - 75. Retrieved 2015/06/16.