2,2'-DITHIOBIS(BENZONITRILE)

Base Information

• Chemical Name: 2,2'-DITHIOBIS(BENZONITRILE)
• CAS No.: 33174-74-2
• Molecular Formula: C14H8 N2 S2
• Molecular Weight: 268.363
• Hs Code.: 2930909090
• Mol file: 33174-74-2.mol

Synonyms:Benzonitrile,2,2'-dithiodi- (8CI); 2,2'-Dicyanodiphenyl disulfide; Bis(2-cyanophenyl)disulfide; NSC 677458

Chemical Property of 2,2'-DITHIOBIS(BENZONITRILE)

Chemical Property:

• Melting Point: 105-106℃ (ethanol )
• PSA: 98.18000
• LogP: 4.22936

Purity/Quality:

99.5% ^*data from raw suppliers

2,2'-DITHIOBIS(BENZONITRILE) 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2,2'-DITHIOBIS(BENZONITRILE)

There total 16 articles about 2,2'-DITHIOBIS(BENZONITRILE) 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: 92.1%

o-cyano-thioanisole (14372-66-8) → 2,2 dithiobis(benzonitrile) (33174-74-2)

Guidance literature:

Reference yield: 78.0%

2-iodobenzonitrile (4387-36-4) → 2,2 dithiobis(benzonitrile) (33174-74-2)

Guidance literature:

2-iodobenzonitrile; With TurboGrignard; In tetrahydrofuran; at -20 ℃; for 0.5h; Schlenk technique;

With zinc dibromide; In tetrahydrofuran; at -40 ℃; for 0.5h; Schlenk technique;

With disulfur dichloride; In tetrahydrofuran; at -80 ℃; for 0.166667h; Schlenk technique;

DOI:10.1021/acs.orglett.8b03319

Reference yield: 72.0%

3-methoxy-1,2-benzoisothiazole (40991-38-6) → 2,2 dithiobis(benzonitrile) (33174-74-2)

Guidance literature:

With hydrazine hydrate; In methanol; for 0.5h; Reflux; Inert atmosphere;

DOI:10.1021/acs.joc.1c00118

upstream raw materials:

o-cyanophenyl thiocyanate

2,2'-dithiobisbenzamide

S-Methoxycarbonyl-2-cyan-thiophenol

3-bromo-6-methylsulfanyl-[1,2,4,5]tetrazine

Downstream raw materials:

2-nitro-3-aminobenzothiophene

2-cyanothiophenol

3-diethylamino-1,2-benzoisothiazole

2-(cyclopropylthio)benzonitrile

Refernces

• 1、 Lin, Zheng Sonia,Tong, Xing,Patrick, Brian,Kennepohl, Pierre,Grierson, David S.. "Reaction of 3-Cl/OMe-Substituted 5-Nitrobenzisothiazoles with Hydrazine: Structural and Computational Evidence for Rearrangement Pathways Implicating Intramolecular Formation of Pivotal Meisenheimer Complexes". . p. 6381 - 6389. Retrieved 2021.
• 2、 Korn, Tobias J.,Knochel, Paul. "A direct preparation of functionalized aryl and heteroaryl disulfides from functionalized zinc organometallics by using sulfur monochloride (S 2Cl2)". . p. 1185 - 1187. Retrieved 2007/10/03.