2,2'-Dithiodianiline

Base Information

• Chemical Name: 2,2'-Dithiodianiline
• CAS No.: 1141-88-4
• Molecular Formula: C12H12N2S2
• Molecular Weight: 248.373
• Hs Code.: 29309090
• European Community (EC) Number: 214-529-1
• NSC Number: 677450,54509,8186
• UNII: Y75Q7B8EAE
• DSSTox Substance ID: DTXSID2061561
• Nikkaji Number: J60.268J
• Wikidata: Q72462845
• ChEMBL ID: CHEMBL122355
• Mol file: 1141-88-4.mol

Synonyms:2,2'-diaminodiphenyldisulfide

Chemical Property of 2,2'-Dithiodianiline

Chemical Property:

• Melting Point: 91-92 °C
• Refractive Index: 1.5700 (estimate)
• Boiling Point: 398.005 °C at 760 mmHg
• PKA: 2.81±0.10(Predicted)
• Flash Point: 194.507 °C
• PSA: 102.64000
• Density: 1.341 g/cm³
• LogP: 4.81280
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility.: Soluble in hot methanol- almost transparent.
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 248.04419074
• Heavy Atom Count: 16
• Complexity: 191

Purity/Quality:

98% ^*data from raw suppliers

2,2''-Dithiodianiline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,N,T
• Statements: 41-50/53-25
• Safety Statements: 26-39-61-60-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)N)SSC2=CC=CC=C2N
• Uses: 2,2'-Diaminodiphenyl disulfide, is used as an important raw material and intermediate used in organic Synthesis, pharmaceuticals, agrochemicals and dyestuff. It is also used as a primary and secondary intermediate.

Technology Process of 2,2'-Dithiodianiline

There total 104 articles about 2,2'-Dithiodianiline 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: 95.0%

2-(2-aminophenylthio)-4-phenyl-2,3-dihydro-1,5-benzothiazepine (86333-20-2) → 2-Phenylquinoline (612-96-4) + 2-amino-benzenethiol (137-07-5) + 2-Aminophenyl disulfide (1141-88-4)

Guidance literature:

In toluene; for 4h; Heating;

Reference yield: 89.0%

2-bromoaniline (615-36-1) → 2-Aminophenyl disulfide (1141-88-4)

Guidance literature:

With indium(III) oxide; ammonia; water; sulfur; In ethanol; at 60 ℃; Green chemistry;

DOI:10.1080/00397911.2018.1466335

Reference yield: 85.0%

o-chloroaniline (95-51-2) → 2-Aminophenyl disulfide (1141-88-4)

Guidance literature:

With indium(III) oxide; ammonia; water; sulfur; In ethanol; at 60 ℃; Green chemistry;

DOI:10.1080/00397911.2018.1466335

upstream raw materials:

bis(2-nitrophenyl)disulfide

1,3-Benzothiazole

2-amino-benzthiazole

3-benzothiazol-2-yl-acrylic acid

Downstream raw materials:

bis-[2-(furan-2-carbonylamino)-phenyl]-disulfide

2-benzoyl-3-oxo-1,4-benzothiazine

bis(2-benzoylaminophenyl) disulfide

bis-[2-(2-chloro-acetylamino)-phenyl]-disulfide

Refernces

• 1、 Kumar, Rajesh,Sharma, Nandini,Sharma, Upendra K.,Shard, Amit,Sinha, Arun K.. "First metal- and base-free selective oxidative coupling of thiols in neat ionic liquids: NMR probed "ambiphilic" character of neutral [hmim]Br towards atom-efficient synthesis of disulfides". . p. 2107 - 2112,6. Retrieved 2012.
• 2、 Saloutina,Zapevalov,Saloutin,Kodess,Kirichenko,Pervova,Chupakhin. "Reaction of 2,3-epoxyoctafluorobutane with 2-aminobenzenethiol". . p. 1307 - 1312. Retrieved 2006.
• 3、 Kulkarni, Aparna M.,Desai, Uday V.,Pandit, Kapil S.,Kulkarni, Makarand A.,Wadgaonkar, Prakash P.. "Nickel ferrite nanoparticles-hydrogen peroxide: A green catalyst-oxidant combination in chemoselective oxidation of thiols to disulfides and sulfides to sulfoxides". . p. 36702 - 36707. Retrieved 2014.
• 4、 Saima,Soni, Isha,Lavekar, Aditya G.,Shukla, Manjulika,Equbal, Danish,Sinha, Arun K.,Chopra, Sidharth. "Biocatalytic synthesis of diaryl disulphides and their bio-evaluation as potent inhibitors of drug-resistant Staphylococcus aureus". . p. 171 - 178. Retrieved 2019.
• 5、 Samanta, Soham,Goswami, Sudeep,Ramesh, Aiyagari,Das, Gopal. "A new chemodosimetric probe for the selective detection of trivalent cations in aqueous medium and live cells". . p. 45 - 51. Retrieved 2015.
• 6、 Joshaghani,Khosropour,Jafary,Mohammadpoor-Baltork. "Mild and highly efficient preparation of symmetrical disulfides and diselenides using bipyridinum hydrobromide perbromide as a new oxidative reagent". . p. 117 - 123. Retrieved 2005.
• 7、 Chu, Qianli,Wang, Yanli,Zhu, Shizheng. "A novel method for preparation of trifluoromethyl substituted 2,3- dihydro-1,4-diazepine and benzimidazole". . p. 677 - 687. Retrieved 2000.
• 8、 Hadda, Taibi Ben,Khardli, Fatim Z.,Mimouni, Mostafa,Daoudi, Maria,Kerbal, Abdelali,Salgado-Zamora, Hector,Gandhare, Nilesh,Parvez, Ali,Lahsasni, Siham. "Impact of geometric parameters, charge, and lipophilicity on bioactivity of armed quinoxaline, benzothiaole, and benzothiazine: Pom analyses of antibacterial and antifungal activity". . p. 753 - 761. Retrieved 2014.
• 9、 Meshram,Bandyopadhyay,Reddy,Yadav. "Microwave thermolysis I: A convenient and rapid coupling of thiols using 'Clayan' in solvent free condition". . p. 701 - 706. Retrieved 2000.
• 10、 Tankam, Theeranon,Poochampa, Kamolrut,Vilaivan, Tirayut,Sukwattanasinitt, Mongkol,Wacharasindhu, Sumrit. "Organocatalytic visible light induced S-S bond formation for oxidative coupling of thiols to disulfides". . p. 788 - 793. Retrieved 2016.