S-(Cyanomethyl) O-ethyl carbonodithioate

Base Information

• Chemical Name: S-(Cyanomethyl) O-ethyl carbonodithioate
• CAS No.: 59463-54-6
• Molecular Formula: C5H7NOS2
• Molecular Weight: 161.249
• DSSTox Substance ID: DTXSID6073574
• Nikkaji Number: J992.705K
• Wikidata: Q82002013
• ChEMBL ID: CHEMBL4075222
• Mol file: 59463-54-6.mol

Synonyms:S-(Cyanomethyl) O-ethyl carbonodithioate;59463-54-6;O-Ethyl S-cyanomethyl xanathate;CP 61012;Carbonodithioic acid, S-(cyanomethyl) O-ethyl ester;O-ethyl cyanomethylsulfanylmethanethioate;C5H7O2S;SCHEMBL164292;O-ethyl S-cyanomethyl xanthate;CHEMBL4075222;DTXSID6073574;C5-H7-O2-S;O-Ethyl S-(cyanomethyl) dithiocarbonate;LS-52218

Chemical Property of S-(Cyanomethyl) O-ethyl carbonodithioate

Chemical Property:

• Vapor Pressure: 0.012mmHg at 25°C
• Refractive Index: 1.563
• Boiling Point: 260.7°Cat760mmHg
• Flash Point: 111.5°C
• PSA: 90.41000
• Density: 1.242g/cm³
• LogP: 1.56458
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 160.99690619
• Heavy Atom Count: 9
• Complexity: 137

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=S)SCC#N

Technology Process of S-(Cyanomethyl) O-ethyl carbonodithioate

There total 6 articles about S-(Cyanomethyl) O-ethyl carbonodithioate 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: 98.0%

potassium ethyl xanthogenate (140-89-6) + chloroacetonitrile (107-14-2) → S-cyanomethyl O-ethyl carbonodithioate (59463-54-6)

Guidance literature:

In acetone; at 25 ℃; for 4h;

DOI:10.1002/ejoc.202100647

Reference yield: 94.0%

potassium ethyl xanthogenate (140-89-6) → S-cyanomethyl O-ethyl carbonodithioate (59463-54-6)

Guidance literature:

In acetone; at 20 ℃; Inert atmosphere;

DOI:10.1021/ol2007633

Reference yield: 88.0%

potassium ethyl xanthogenate (140-89-6) → S-cyanomethyl O-ethyl carbonodithioate (59463-54-6)

Guidance literature:

In acetone; at 0 - 20 ℃;

DOI:10.1016/j.tet.2012.10.029

upstream raw materials:

potassium ethyl xanthogenate

chloroacetonitrile

carbon disulfide

sodium ethanolate

Downstream raw materials:

cyclopentylideneacetonitrile

4-[2-cyanomethyl-7-methoxymethoxy-1-(2-trimethylsilanylethoxymethyl)-indol-3-yl]-3-(4-isopropoxyphenyl)-1-[2-(4-isopropoxyphenyl)-ethyl]-2,5-bis-(4-methoxybenzoyl)pyrrole

ethyl 1-benzyl-2-(cyanomethyl)-1H-pyrrole-3-acetate

ethyl 1-benzyl-2,5-bis(cyanomethyl)-1H-pyrrole-3-acetate

Refernces

• 1、 Tappin, Nicholas D. C.,Renaud, Philippe. "Methyl Radical Initiated Kharasch and Related Reactions". supporting information. p. 275 - 282. Retrieved 2020/12/07.
• 2、 Abdellaoui, Hassane,Chen, Xingpeng,Xu, Jiaxi. "Efficient Synthesis of N-Benzyloxycarbonyl-2-aminoalkanesulfonyl Chlorides with Functionalized Side Chains". . p. 2250 - 2256. Retrieved 2017/05/05.