Naphthalene, 2,2'-(1,2-ethynediyl)bis-

Base Information

• Chemical Name: Naphthalene, 2,2'-(1,2-ethynediyl)bis-
• CAS No.: 20199-35-3
• Molecular Formula: C22H14
• Molecular Weight: 278.353
• DSSTox Substance ID: DTXSID70493263
• Nikkaji Number: J2.615.800A
• Wikidata: Q82339818
• Mol file: 20199-35-3.mol

Synonyms:20199-35-3;Naphthalene, 2,2'-(1,2-ethynediyl)bis-;1,2-di(naphtalen-2-yl)ethyne;DTXSID70493263;2,2'-(Ethyne-1,2-diyl)dinaphthalene;2-(2-naphthalen-2-ylethynyl)naphthalene

Chemical Property of Naphthalene, 2,2'-(1,2-ethynediyl)bis-

Chemical Property:

• XLogP3: 6.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 278.109550447
• Heavy Atom Count: 22
• Complexity: 397

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C=C(C=CC2=C1)C#CC3=CC4=CC=CC=C4C=C3

Technology Process of Naphthalene, 2,2'-(1,2-ethynediyl)bis-

There total 1 articles about Naphthalene, 2,2'-(1,2-ethynediyl)bis- 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: 65.0%

calcium carbide + 1-Bromonaphthalene (90-11-9) → di(2-naphthyl)acetylene (20199-35-3) + 1-ethynylnaphthalene (15727-65-8)

Guidance literature:

With copper acetylacetonate; tetrabutyl ammonium fluoride; palladium diacetate; triphenylphosphine; In water; dimethyl sulfoxide; at 90 ℃; for 24h; Inert atmosphere; Schlenk technique;

DOI:10.1039/c7ob01334e

Reference yield: 93.0%

di(2-naphthyl)acetylene (20199-35-3) + N-benzyl-2,4,6-trimethylbenzenesulfonamide (85045-43-8) → (E)-N-(2,3-di(naphthalen-2-yl)-1-phenylallyl)-2,4,6-trimethylbenzenesulfonamide

Guidance literature:

With bis(1,5-cyclooctadiene)nickel ⁽⁰⁾; potassium phosphate; dicyclohexylphenylphosphine; In 1,4-dioxane; at 120 ℃; for 24h; Inert atmosphere; Glovebox;

DOI:10.1021/jacs.1c00622

Reference yield: 87.0%

di(2-naphthyl)acetylene (20199-35-3) + phenyl trimethylsiloxane (2996-92-1,46143-12-8) → C28H20 (1141882-35-0)

Guidance literature:

di(2-naphthyl)acetylene; phenyl trimethylsiloxane; With chloro(1,5-cyclooctadiene)rhodium(I) dimer; tetrabutyl ammonium fluoride; copper diacetate; triphenylphosphine; In toluene; at 20 ℃; for 2h;

With water; In toluene; at 110 ℃; for 12h;

DOI:10.1016/j.tetlet.2009.01.130

upstream raw materials:

1-Bromonaphthalene

Downstream raw materials:

(Z)-2-(2-(4-chlorphenyl)-2-(naphthalen-2-yl)vinyl)naphthalene

(Z)-2-(2-(naphthalen-2-yl)-2-phenylvinyl)naphthalene

C₂₈H₂₀

C₅₈H₃₆