p-Nitrophenyl selenocyanate

Base Information

• Chemical Name: p-Nitrophenyl selenocyanate
• CAS No.: 19188-18-2
• Molecular Formula: C7H4N2O2Se
• Molecular Weight: 227.081
• DSSTox Substance ID: DTXSID30172729
• Nikkaji Number: J36.465G
• Wikidata: Q83042812
• Mol file: 19188-18-2.mol

Synonyms:p-Nitrophenyl selenocyanate;(4-nitrophenyl) selenocyanate;19188-18-2;Selenocyanic acid, p-nitrophenyl ester;Selenocyanic acid 4-nitrophenyl ester;BRN 1870355;4-06-00-01791 (Beilstein Handbook Reference);(4-Nitrophenyl)selenocyanate;SCHEMBL9497339;DTXSID30172729;Selenocyanic acid, 4-nitrophenyl ester;LS-144821

Chemical Property of p-Nitrophenyl selenocyanate

Chemical Property:

• Vapor Pressure: 6.66E-05mmHg at 25°C
• Melting Point: 135-136 °C
• Boiling Point: 344.3°C at 760 mmHg
• Flash Point: 162°C
• PSA: 69.61000
• LogP: 0.92858
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 227.94380
• Heavy Atom Count: 12
• Complexity: 209

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1[N+](=O)[O-])[Se]C#N

Technology Process of p-Nitrophenyl selenocyanate

There total 10 articles about p-Nitrophenyl selenocyanate 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: 91.0%

[(4-nitrophenyl)(phenyl)iodonium trifluoromethanesulfonate] (905718-45-8) + potassium selenocyanate (3425-46-5) → p-nitrophenyl selenocyanate (19188-18-2)

Guidance literature:

In 1,4-dioxane; at 80 ℃; for 24h; Solvent; chemoselective reaction;

DOI:10.1021/acs.orglett.7b02526

Reference yield: 50.0%

sodium selenocyanate (4768-87-0) + 4-nitro-aniline (100-01-6,104810-17-5) → p-nitrophenyl selenocyanate (19188-18-2)

Guidance literature:

4-nitro-aniline; With sulfuric acid; sodium nitrite; In water; at 3 ℃; for 0.5h;

sodium selenocyanate; With sodium acetate; In water; for 1.16667h;

DOI:10.1016/j.tet.2011.02.004

Reference yield:

phenyl selenocyanate (2179-79-5) → ortho-nitrophenyl selenocyanate (51694-22-5) + p-nitrophenyl selenocyanate (19188-18-2)

Guidance literature:

With nitric acid; at -5 ℃;

upstream raw materials:

phenyl selenocyanate

potassium selenocyanate

4-nitro-aniline

nitric acid

Downstream raw materials:

4-nitro-benzeneseleninic acid

bis(4-nitrophenyl) selenide

4-Nitrophenyl-n-dodecylselenid

(2S,4aS,5R,8aS)-2,5-Bis-[3-(2-nitro-phenylselanyl)-propyl]-octahydro-quinoline-1-carboxylic acid benzyl ester

Refernces

• 1、 Cao, Yuan,Jiang, Lvqi,Yi, Wenbin. "Synthesis of Monofluoromethyl Selenoethers of Aryl and Alkyl from Organoselenocyanate via One-Pot Reaction". supporting information. p. 4360 - 4368. Retrieved 2019/08/01.
• 2、 Guan, Yong,Townsend, Steven D.. "Metal-free synthesis of unsymmetrical organoselenides and selenoglycosides". supporting information. p. 5252 - 5255. Retrieved 2017/11/06.