Bis[p-[dimethylamino]phenyl]disulfide

Base Information

• Chemical Name: Bis[p-[dimethylamino]phenyl]disulfide
• CAS No.: 5397-29-5
• Molecular Formula: C16H20N2S2
• Molecular Weight: 304.48
• European Community (EC) Number: 635-240-0
• NSC Number: 989
• DSSTox Substance ID: DTXSID80202262
• Nikkaji Number: J700.639J
• Wikidata: Q83075533
• Mol file: 5397-29-5.mol

Synonyms:Bis[p-[dimethylamino]phenyl]disulfide;Aniline, p,p'-dithiobis(N,N-dimethyl-;NSC989;Di-p-dimethylaminophenyl disulfide;p,p'-Dithiobis(N,N-dimethylaniline);5397-29-5;BRN 1885859;Aniline, 4,4'-dithiobis(N,N-dimethyl-;Benzenamine, 4,4'-dithiobis(N,N-dimethyl-;C16H20N2S2;N-(4-{[4-(dimethylamino)phenyl]dithio}phenyl)-N,N-dimethylamine;Benzenamine, 4,4'-dithiobis[N,N-dimethyl-;SCHEMBL3186884;DTXSID80202262;NSC 989;NSC-989;STK836100;4,4'-Dithiobis(N,N-dimethylaniline);4-(N,N-dimethylamino)phenyl disulfide;AKOS001585376;C16-H20-N2-S2;NCGC00326201-01;LS-19788;4,4'-disulfanediylbis(N,N-dimethylaniline);AB01320657-02;4-[(4-dimethylaminophenyl)disulfanyl]-N,N-dimethyl-aniline;N-(4-([4-(Dimethylamino)phenyl]disulfanyl)phenyl)-N,N-dimethylamine #

Chemical Property of Bis[p-[dimethylamino]phenyl]disulfide

Chemical Property:

• Boiling Point: 439.5°Cat760mmHg
• Flash Point: 219.6°C
• Density: 1.18g/cm³
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 304.10679099
• Heavy Atom Count: 20
• Complexity: 240

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)C1=CC=C(C=C1)SSC2=CC=C(C=C2)N(C)C

Technology Process of Bis[p-[dimethylamino]phenyl]disulfide

There total 20 articles about Bis[p-[dimethylamino]phenyl]disulfide 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%

4-(dimethylamino)benzenethiocyanate (7152-80-9) → 4-(N,N-dimethylamino)phenyl disulfide (5397-29-5)

Guidance literature:

With benzyltriethylammonium tetrathiomolybdate; In acetonitrile; at 25 ℃; for 15h;

DOI:10.1021/jo00127a017

Reference yield: 78.0%

N-(N',N'-dimethyl-4-aminophenylthio)phthalimide (160855-20-9) → 4-(N,N-dimethylamino)phenyl disulfide (5397-29-5)

Guidance literature:

With bis(trimethylsilyl)selenide; tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 - 20 ℃; for 2h; Inert atmosphere;

DOI:10.1055/s-0037-1610354

Reference yield: 45.0%

4-nitrophenyl thiocyanate (2137-92-0) + 4-(dimethylamino)benzenethiocyanate (7152-80-9) → 4-(N,N-dimethylamino)phenyl disulfide (5397-29-5) + di(p-nitrophenyl) disulfide (100-32-3) + 4-(N,N-dimethylamino)phenyl 4'-nitrophenyl disulfide (63116-13-2)

Guidance literature:

With benzyltriethylammonium tetrathiomolybdate; In acetonitrile; at 20 ℃;

DOI:10.1039/b204034d

upstream raw materials:

N,N-dimethyl-4-aminothiophenol

4-(dimethylamino)benzenethiocyanate

disulfur dithiocyanate

N,N-dimethyl-aniline

Downstream raw materials:

N,N-dimethyl-4-tritylmercapto-aniline

S-(4-dimethylamino-phenyl)-N,N'-diphenyl-isothiourea

N,N-dimethyl-4-aminothiophenol

p-dimethylaminoselenoanisole