Thiocyanic acid, phenylethynyl ester

Base Information

• Chemical Name: Thiocyanic acid, phenylethynyl ester
• CAS No.: 83893-97-4
• Molecular Formula: C9H5NS
• Molecular Weight: 159.211
• DSSTox Substance ID: DTXSID70455705
• Wikidata: Q82277815
• Mol file: 83893-97-4.mol

Synonyms:Thiocyanic acid, phenylethynyl ester;83893-97-4;phenylethynyl thiocyanate;2-thiocyanato-ethynyl-benzene;DTXSID70455705

Chemical Property of Thiocyanic acid, phenylethynyl ester

Chemical Property:

• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 159.01427034
• Heavy Atom Count: 11
• Complexity: 218

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C#CSC#N

Technology Process of Thiocyanic acid, phenylethynyl ester

There total 10 articles about Thiocyanic acid, phenylethynyl ester 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: 92.0%

2-thiocyanatoisoindoline-1,3-dione + phenylacetylene (536-74-3) → (thiocyanatoethynyl)benzene (83893-97-4)

Guidance literature:

With silver(l) oxide; In tetrahydrofuran; at 60 ℃; for 12h; Reagent/catalyst; Catalytic behavior; Inert atmosphere;

DOI:10.1021/acs.orglett.8b03162

Reference yield: 90.0%

potassium thioacyanate (333-20-0) + phenylethynyl(o-carboxyphenyl)iodonium triflate (164268-31-9) → (thiocyanatoethynyl)benzene (83893-97-4)

Guidance literature:

DOI:10.1016/0040-4039(94)02459-O

Reference yield: 88.0%

sodium thiocyanide (540-72-7) + 1-Phenyl-2-(trimethylsilyl)acetylene (2170-06-1) → (thiocyanatoethynyl)benzene (83893-97-4)

Guidance literature:

1-Phenyl-2-(trimethylsilyl)acetylene; With trifluoromethylsulfonic anhydride; [bis(acetoxy)iodo]benzene; In dichloromethane; at 0 ℃; for 3h;

sodium thiocyanide; In dichloromethane;

DOI:10.1002/adsc.201900791

upstream raw materials:

potassium thioacyanate

zinc(II) thiocyanate

lithium phenylacetylide

phenylethynyl(o-carboxyphenyl)iodonium triflate

Downstream raw materials:

2-methoxy-4-phenylthiazole

Phenylthioessigsaeure-O-methylester

Refernces

• 1、 Li, Ming,Song, Wangze,Dong, Kun,Zheng, Yubin. "One-pot synthesis of alkynylthiocyanates by phase-transfer reagent". supporting information. . Retrieved 2019/12/25.
• 2、 Bhatt, Divya,Singh, Prasoon Raj,Kalaramna, Pratibha,Kumar, Krishn,Goswami, Avijit. "An Atom-Economical Approach to 2-Triazolyl Thio-/Seleno Pyridines via Ruthenium-Catalyzed One-pot [3+2]/[2+2+2] Cycloadditions". supporting information. p. 5483 - 5489. Retrieved 2019/11/13.