Octahydro-2H-azonine-2-thione

Base Information

• Chemical Name: Octahydro-2H-azonine-2-thione
• CAS No.: 21577-72-0
• Molecular Formula: C8H15NS
• Molecular Weight: 157.28
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID40474948
• Nikkaji Number: J342.242I
• Wikidata: Q82305132
• Mol file: 21577-72-0.mol

Synonyms:Azonane-2-thione;21577-72-0;Octahydro-2H-azonine-2-thione;thiocapryllactam;2H-Azonine-2-thione, octahydro-;cis-Octahydro-2-azoninethione;NIOSH/CO1755000;DTXSID40474948;2-Azoninethione, octahydro-, (Z)-;LS-23556;CO17550000

Chemical Property of Octahydro-2H-azonine-2-thione

Chemical Property:

• PSA: 51.16000
• LogP: 2.10450
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 157.09252066
• Heavy Atom Count: 10
• Complexity: 112

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCCC(=S)NCCC1

Technology Process of Octahydro-2H-azonine-2-thione

There total 5 articles about Octahydro-2H-azonine-2-thione 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: 70.0%

2-azacyclononanone (935-30-8) → 1-aza-2-cyclononanthione (21577-72-0)

Guidance literature:

With Lawessons reagent; In toluene; at 20 ℃; for 18h;

DOI:10.1002/chem.202005035

Reference yield:

cycloactanone (502-49-8) → 1-aza-2-cyclononanthione (21577-72-0)

Guidance literature:

Multi-step reaction with 2 steps

1: water; hydrochloric acid; sodium azide

2: xylene; phosphorus (V)-sulfide

With hydrogenchloride; sodium azide; water; phosphorous (V) sulfide; xylene;

DOI:10.1002/hlca.193301601166

Reference yield:

cyclooctanone oxime (1074-51-7) → 1-aza-2-cyclononanthione (21577-72-0)

Guidance literature:

Multi-step reaction with 2 steps

1: water; sulfuric acid / 110 °C

2: xylene; phosphorus (V)-sulfide

With sulfuric acid; water; phosphorous (V) sulfide; xylene;

DOI:10.1002/hlca.193301601166

upstream raw materials:

2-azacyclononanone

thioacetic acid

cycloactanone

cyclooctanone oxime

Downstream raw materials:

azonane

Refernces

• 1、 Shang, Jing,Thombare, Varsha J.,Charron, Carlie L.,Wille, Uta,Hutton, Craig A.. "Ring Expansion of Thiolactams via Imide Intermediates: An Amino Acid Insertion Strategy". supporting information. p. 1620 - 1625. Retrieved 2020/12/23.