1-(Chlorosulfanyl)-1-oxoethane

Base Information

• Chemical Name: 1-(Chlorosulfanyl)-1-oxoethane
• CAS No.: 6405-82-9
• Molecular Formula: C2H3ClOS
• Molecular Weight: 110.564
• DSSTox Substance ID: DTXSID60499532
• Wikidata: Q82350372
• Mol file: 6405-82-9.mol

Synonyms:acetylsulfenyl chloride;S-chloro ethanethioate;1-(Chlorosulfanyl)-1-oxoethane;6405-82-9;1-(chlorosulfanyl)ethan-1-one;SCHEMBL11959551;DTXSID60499532;EN300-7563654

Chemical Property of 1-(Chlorosulfanyl)-1-oxoethane

Chemical Property:

• PSA: 42.37000
• LogP: 1.41990
• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 109.9593136
• Heavy Atom Count: 5
• Complexity: 44.9

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)SCl
• Uses: Acetylsulfenyl Chloride is an intermediate in the synthesis of 7-(Desacetothioxy)-7-acetodithioperoxy-spironolactone (D288270) which is an impurity of Spironolactone (S683000), a synthetic 17-lactone steroid which is a renal competitive aldosterone antagonist in a class of pharmaceuticals called potassium-sparing diuretics, used primarily to treat ascites in patients with liver disease, low-renin hypertension, hypokalemia, and Conn’s syndrome.

Technology Process of 1-(Chlorosulfanyl)-1-oxoethane

There total 1 articles about 1-(Chlorosulfanyl)-1-oxoethane 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:

diacetyl disulfide (592-22-3) → acetyl-chloro-sulfane (6405-82-9) + acetyl chloride (75-36-5)

Guidance literature:

With sulfuryl dichloride; In tetrachloromethane; at 25 ℃; for 0.5h;

DOI:10.1021/jo00221a042

Reference yield: 100.0%

NAP (59-53-0) + acetyl-chloro-sulfane (6405-82-9) → α-Acetylamino-β-acetyldithioisovaleric acid (109795-73-5)

Guidance literature:

With triethylamine; In chloroform; at 20 ℃; for 2h;

DOI:10.1007/BF00765107

Reference yield: 69.0%

acetyl-chloro-sulfane (6405-82-9) + α,α-dimethylbenzylmercaptan (16325-88-5) → cumyl acetyl disulfide

Guidance literature:

In diethyl ether; at 0 - 20 ℃; for 2h; Inert atmosphere;

DOI:10.1021/jacs.7b02571

upstream raw materials:

diacetyl disulfide

Downstream raw materials:

diazoacetone

acetyl-(2-chloro-ethyl)-disulfane

(+/-)-acetyl-(trans-2-chloro-cyclohexyl)-disulfane

(acetylthio)acetyl chloride

Refernces