3-(Acetylthio)propionitrile

Base Information

• Chemical Name: 3-(Acetylthio)propionitrile
• CAS No.: 119174-33-3
• Molecular Formula: C5H7 N O S
• Molecular Weight: 129.183
• DSSTox Substance ID: DTXSID80409118
• Mol file: 119174-33-3.mol

Synonyms:3-(Acetylthio)propionitrile;S-(2-cyanoethyl) ethanethioate;119174-33-3;3-(ACETYLTHIO)PROPIONITRILE 97;Ethanethioic acid, S-(2-cyanoethyl) ester;starbld0004334;SCHEMBL5276561;DTXSID80409118;3-(Acetylthio)propionitrile, 97%;AKOS025294147;J-004078

Chemical Property of 3-(Acetylthio)propionitrile

Chemical Property:

• Vapor Pressure: 0.0393mmHg at 25°C
• Refractive Index: n20/D 1.4930(lit.)
• Boiling Point: 246-247 °C(lit.)
• Flash Point: >230 °F
• PSA: 66.16000
• Density: 1.120 g/mL at 25 °C(lit.)
• LogP: 1.17978
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 129.02483502
• Heavy Atom Count: 8
• Complexity: 124

Purity/Quality:

97% ^*data from raw suppliers

3-(Acetylthio)propionitrile 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)SCCC#N

Technology Process of 3-(Acetylthio)propionitrile

There total 4 articles about 3-(Acetylthio)propionitrile 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: 96.0%

bromopropionitrile (2417-90-5) + potassium thioacetate (10387-40-3) → S-3-acetylthiopropionitrile (119174-33-3)

Guidance literature:

In N,N-dimethyl-formamide; for 3h; Ambient temperature;

DOI:10.1016/S0040-4039(98)02545-3

Reference yield: 93.0%

acrylonitrile (107-13-1,25014-41-9) + tiolacetic acid (507-09-5) → S-3-acetylthiopropionitrile (119174-33-3)

Guidance literature:

With triethylamine; at 20 ℃; for 16h;

Reference yield: 45.0%

3-mercaptopropionitrile (1001-58-7) + acetyl chloride (75-36-5) → S-3-acetylthiopropionitrile (119174-33-3)

Guidance literature:

for 1h; Heating;

DOI:10.1002/jps.2600820515

upstream raw materials:

thioacetic acid

acrylonitrile

3-mercaptopropionitrile

acetyl chloride

Downstream raw materials:

3-mercaptopropionitrile

mercapto-3 propylamine

Refernces

• 1、 Ma, Yunhai,Xu, Jiaxi. "Synthesis of homotaurine and 1-substituted homotaurines from α,β-unsaturated nitriles". experimental part. p. 2225 - 2230. Retrieved 2012/09/22.
• 2、 Moormann, Alan E.,Metz, Sue,Toth, Mihaly V.,Moore, William M.,Jerome, Gina,Kornmeier, Christine,Manning, Pamela,Hansen Jr., Donald W.,Pitzele, Barnett S.,Webber. "Selective heterocyclic amidine inhibitors of human inducible nitric oxide synthase". . p. 2651 - 2653. Retrieved 2007/10/03.