1,3-Dithiolan-2-imine

Base Information

• Chemical Name: 1,3-Dithiolan-2-imine
• CAS No.: 4472-81-5
• Molecular Formula: C3H5 N S2
• Molecular Weight: 119.211
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID10963273
• Nikkaji Number: J221.294C
• Wikidata: Q82945108
• ChEMBL ID: CHEMBL2009648
• Mol file: 4472-81-5.mol

Synonyms:1,3-Dithiolan-2-imine;Dithiolan-2-imine;4472-81-5;NSC202537;1072-49-7;2-imino-1,3-dithiolane;SCHEMBL3459543;CHEMBL2009648;DTXSID10963273;5-PHENYL-2-THIENYLBORONICACID;AKOS006303364;NCI60_001700

Chemical Property of 1,3-Dithiolan-2-imine

Chemical Property:

• PSA: 74.45000
• LogP: 1.50090
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 118.98634151
• Heavy Atom Count: 6
• Complexity: 63.2

Purity/Quality:

1,3-Dithiolan-2-imine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CSC(=N)S1
• Uses: 1,3-Dithiolan-2-imine is one of the metabolites of Cyolane, a systemic organophosphate insecticide that is effective in larvae of all stages and is also persistent for a long period of time. Cyolane is toxic and also known to cause an asthmatic inflammatory reaction in the lungs of juvenile rats.

Technology Process of 1,3-Dithiolan-2-imine

There total 6 articles about 1,3-Dithiolan-2-imine 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: 50.0%

pentacarbonyl(trichloromethyl isocyanide)chromium (68927-87-7) → 2-imino-1,3-dithiolane (4472-81-5) + pentacarbonyl(1,3-dithiolane-2-ylidene)chromium

Guidance literature:

With HSCH₂CH₂SH; NEt₃; In not given; NMR, IR, MS, elem. anal.;

Reference yield:

1,2-bis(thiocyanato)ethane (629-17-4) → 2-imino-1,3-dithiolane (4472-81-5)

Guidance literature:

With hydrogenchloride; tin(ll) chloride; Als Hydrochlorid; Behandeln des Reaktionsprodukts in Wasser mit Schwefelwasserstoff;

DOI:10.1021/ja01540a062

Reference yield:

ethane-1,2-dithiol (540-63-6) → 2-imino-1,3-dithiolane (4472-81-5)

Guidance literature:

With triethylamine; In diethyl ether; for 18h;

DOI:10.1016/0022-328X(81)80009-5

upstream raw materials:

thirane

potassium thioacyanate

acetic acid

1,2-bis(thiocyanato)ethane

Downstream raw materials:

ethane-1,2-disulphonic acid

N-5[2-chloro-4-(trifluoromethyl)phenoxy]-2-nitrobenzoyl-2-imino-1,3-dithiolane

[1,2,5,6]tetrathiocane

ethane-1,2-dithiol

Refernces

• 1、 Fehlhammer, Wolf Peter,Beck, Gerhard. "Reaktionen am koordinierten Trichlormethylisocyanid. II. Cyclische Dithio- und Diaminocarbene". . p. 105 - 116. Retrieved 2007/10/02.