Thiocyanic acid, 4-nitrophenyl ester

Base Information

• Chemical Name: Thiocyanic acid, 4-nitrophenyl ester
• CAS No.: 2137-92-0
• Molecular Formula: C7H4N2O2S
• Molecular Weight: 180.187
• Hs Code.: 2930909090
• DSSTox Substance ID: DTXSID30175634
• Nikkaji Number: J48.852F
• Wikidata: Q83045976
• Mol file: 2137-92-0.mol

Synonyms:2137-92-0;Thiocyanic acid, 4-nitrophenyl ester;THIOCYANIC ACID 4-NITROPHENYL ESTER;4-Nitrophenylthiocyanate;o-Nitro(thiocyano)benzene;BRN 1910625;(4-nitrophenyl) thiocyanate;4-Nitro-phenyl-thiocyanat;SCHEMBL7291266;DTXSID30175634;LS-152715;[(4-NITROPHENYL)SULFANYL]FORMONITRILE;4-06-00-01709 (Beilstein Handbook Reference)

Chemical Property of Thiocyanic acid, 4-nitrophenyl ester

Chemical Property:

• Vapor Pressure: 0.000127mmHg at 25°C
• Boiling Point: 334.5°Cat760mmHg
• Flash Point: 156.1°C
• PSA: 94.91000
• Density: 1.42g/cm³
• LogP: 2.69118
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 179.99934855
• Heavy Atom Count: 12
• Complexity: 209

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of Thiocyanic acid, 4-nitrophenyl ester

There total 39 articles about Thiocyanic acid, 4-nitrophenyl 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: 94.0%

sodium thiocyanide (540-72-7) + p-nitrobenzenediazonium o-benzenedisulfonimide → 4-nitrophenyl thiocyanate (2137-92-0)

Guidance literature:

In acetonitrile; at 20 - 25 ℃; for 0.5h;

Reference yield: 92.0%

para-nitrobenzenethiol (1849-36-1) + 1-cyano-3,3-dimethyl-3-(1H)-1,2-benziodoxole → 4-nitrophenyl thiocyanate (2137-92-0)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; at 23 ℃; for 0.0833333h; chemoselective reaction;

DOI:10.1002/chem.201406171

Reference yield: 91.0%

potassium thioacyanate (333-20-0) + 4-nitrobenzenediazonium tetrafluoroborate (456-27-9) → 4-nitrophenyl thiocyanate (2137-92-0)

Guidance literature:

With 1,10-Phenanthroline; copper(II) bis(tetrafluoroborate); tetrakis(acetonitrile)copper(I) tetrafluoroborate; In acetonitrile; at 0 - 5 ℃;

DOI:10.1070/MC2006v016n05ABEH002403

upstream raw materials:

4-nitrobenzenesulfenyl chloride

potassium cyanide

phenyl thiocyanate

4-iodo-phenyl thiocyanate

Downstream raw materials:

1-methylthio-4-nitro-benzene

1-nitro-4-(octylsulfanyl)benzene

p-nitrophenyl n-dodecyl thioether

p-nitrophenyl perfluoroisopropyl sulfide

Refernces

• 1、 Harusawa, Shinya,Shioiri, Takayuki. "NEW METHODS AND REAGENTS IN ORGANIC SYNTHESIS. 23. DIETHYL PHOSPHOROCYANIDATE(DEPC): A USEFUL REAGENT FOR AN UNPRECEDENTED TRANSFORMATION OF SULFINIC ACIDS TO THIOCYANATES". . p. 447 - 448. Retrieved 1982.
• 2、 Ali, Shamsad,Goswami, Avijit,Kalaramna, Pratibha,Singh, Prasoon Raj. "Synthesis of Thio-/Selenopyrrolines via SnCl4-Catalyzed (3+2)-Cycloadditions of Donor-Acceptor Cyclopropanes with Thio-/Selenocyanates". supporting information. p. 4683 - 4689. Retrieved 2021/09/10.
• 3、 Zhou, Pengpeng,Chen, Chuan,Li, Shubai. "Selectfluor-initiated cyanation of disulfides to thiocyanates". . p. 376 - 380. Retrieved 2020/02/13.