2-Nitrophenyl isothiocyanate

Base Information

• Chemical Name: 2-Nitrophenyl isothiocyanate
• CAS No.: 2719-30-4
• Molecular Formula: C7H4N2O2S
• Molecular Weight: 180.187
• Hs Code.: 2930909090
• European Community (EC) Number: 671-334-8
• NSC Number: 203074
• DSSTox Substance ID: DTXSID70181658
• Nikkaji Number: J1.412.444F
• Mol file: 2719-30-4.mol

Synonyms:2-Nitrophenyl isothiocyanate;2719-30-4;1-Isothiocyanato-2-nitrobenzene;Benzene, isothiocyanatonitro- (9CI);28518-95-8;NSC203074;2-Nitrophenylisothiocyanate;o-nitrophenyl isothiocyanate;SCHEMBL61329;DTXSID70181658;1-Isothiocyanato-2-nitrobenzene #;MFCD00041238;STK502631;AKOS005171069;FS-4021;NSC 203074;NSC-203074;ANTHRAQUINONE-2,3-DICARBOXYLICACID;FT-0613206

Chemical Property of 2-Nitrophenyl isothiocyanate

Chemical Property:

• Appearance/Colour: yellow solid
• Vapor Pressure: 0.000441mmHg at 25°C
• Melting Point: 73 °C
• Refractive Index: 1.631
• Boiling Point: 325.3 °C at 760 mmHg
• Flash Point: 150.5 °C
• PSA: 90.27000
• Density: 1.33 g/cm³
• LogP: 2.85230
• Sensitive.: Moisture Sensitive
• Water Solubility.: Hydrolyzes with water.
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 179.99934855
• Heavy Atom Count: 12
• Complexity: 220

Purity/Quality:

99% ^*data from raw suppliers

2-Nitrophenyl isocyanate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-27-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)N=C=S)[N+](=O)[O-]
• Uses: 2-Nitrophenyl isothiocyanate can react with pyridin-2-ylamine to get 2-nitrophenyl(2-pyridyl)thiourea. It is also used as pharmaceutical intermediates.

Technology Process of 2-Nitrophenyl isothiocyanate

There total 10 articles about 2-Nitrophenyl isothiocyanate 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%

o-phenyl (2-nitrophenyl)carbamothioate (765922-76-7) → o-nitrophenylisothiocyanate (2719-30-4)

Guidance literature:

With sodium hydroxide; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1055/s-0033-1338744

Reference yield: 94.0%

carbon disulfide (75-15-0,12122-00-8) + 2-nitro-aniline (88-74-4) → o-nitrophenylisothiocyanate (2719-30-4)

Guidance literature:

carbon disulfide; 2-nitro-aniline; With tetra-(n-butyl)ammonium iodide; In dimethyl sulfoxide; for 0.166667h; Green chemistry;

With iodine; In dimethylsulfoxide-d6; at 20 ℃; for 0.666667h; Green chemistry;

DOI:10.1080/00304948.2021.1975487

Reference yield: 90.0%

trimethylsilyl cyanide (7677-24-9) + 2-nitrobenzenesulfenyl chloride (7669-54-7) → chloro-trimethyl-silane (75-77-4) + o-nitrophenylisothiocyanate (2719-30-4)

Guidance literature:

In dichloromethane; at 0 ℃;

upstream raw materials:

thiophosgene

2-nitro-aniline

trimethylsilyl cyanide

2-nitrobenzenesulfenyl chloride

Downstream raw materials:

2-nitrophenyl(2-pyridyl)thiourea

2-nitrophenyl (4-nitrophenyl)thiourea

tris-{2-[N'-(2-aminophenyl)thioureido]ethyl}amine

ethyl 4-thioxomethyl>amino>-1-piperidinecarboxylate

Refernces

• 1、 -. "Preparation method of phenyl isothiocyanate derivative". Paragraph 0031-0036; 0041-0042; 0046. . Retrieved 2020/03/09.
• 2、 Anderson, Ruthellen H.,Lensing, Cody J.,Forred, Benjamin J.,Amolins, Michael W.,Aegerter, Cassandra L.,Vitiello, Peter F.,Mays, Jared R.. "Differentiating Antiproliferative and Chemopreventive Modes of Activity for Electron-Deficient Aryl Isothiocyanates against Human MCF-7 Cells". . p. 1695 - 1710. Retrieved 2018/08/01.