2,3-Dicyanonaphthalene

Base Information

• Chemical Name: 2,3-Dicyanonaphthalene
• CAS No.: 22856-30-0
• Molecular Formula: C12H6N2
• Molecular Weight: 178.193
• Hs Code.: 2926909090
• Mol file: 22856-30-0.mol

Synonyms:2,3-Dicyanonaphthalene;2,3-Naphthalenedinitrile;

Chemical Property of 2,3-Dicyanonaphthalene

Chemical Property:

• Appearance/Colour: beige fluffy powder
• Vapor Pressure: 4.46E-07mmHg at 25°C
• Melting Point: 253-257 °C
• Refractive Index: 1.663
• Boiling Point: 414.4 °C at 760 mmHg
• Flash Point: 213.4 °C
• PSA: 47.58000
• Density: 1.23 g/cm³
• LogP: 2.58316
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: slightly sol. in Chloroform

Purity/Quality:

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

2,3-Naphthalenedicarbonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 36/37-37/39-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Uses: 2,3-Naphthalenedicarbonitrile is a precursor to a molecular semiconductor. Dyes and metabolites.

Technology Process of 2,3-Dicyanonaphthalene

There total 15 articles about 2,3-Dicyanonaphthalene 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: 97.0%

1,2-bis(dibromomethyl)benzene (13209-15-9) + 1,2-Dicyanoethylene (764-42-1) → 2,3-dicyanonaphthalene (22856-30-0)

Guidance literature:

With sodium iodide; In N,N-dimethyl-formamide; at 75 - 80 ℃; for 8h;

Reference yield: 92.0%

2,3-Dicyanobenzobarrelene (19005-05-1) → 2,3-dicyanonaphthalene (22856-30-0)

Guidance literature:

With 1,2,4,5-tetrazine-3,6-dicarboxylic acid dimethyl ester; In toluene; at 60 ℃; for 2h; Sealed tube; Inert atmosphere;

DOI:10.1016/j.tet.2017.07.058

Reference yield: 85.0%

dicyanozinc (557-21-1) + naphthalene-2,3-diyl bis(trifluoromethanesulfonate) (125261-31-6) → 2,3-dicyanonaphthalene (22856-30-0)

Guidance literature:

1,1'-bis-(diphenylphosphino)ferrocene; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In N,N-dimethyl-formamide; at 70 ℃;

DOI:10.1055/s-1998-1914

upstream raw materials:

potassium cyanide

naphthalene-2,3-diyl bis(trifluoromethanesulfonate)

1,2-bis(dibromomethyl)benzene

1,2-Dicyanoethylene

Refernces

• 1、 de Souza, Thalita F. M.,Antonio, Felipe C. T.,Zanotto, Mateus,Homem-De-Mello, Paula,Ribeiro, Anderson O.. "Photophysical and photochemical properties and aggregation behavior of phthalocyanine and naphthalocyanine derivatives". . p. 1199 - 1209. Retrieved 2018/05/07.
• 2、 Akin, Esra Turan,Erdogan, Musa,Dastan, Arif,Saracoglu, Nurullah. "Access to polysubstituted naphthalenes and anthracenes via a retro-Diels–Alder reaction". supporting information. p. 5537 - 5546. Retrieved 2017/08/22.