13287-49-5

Basic information

• Product Name: 4-NITROBENZYL THIOCYANATE
• Synonyms: Thiocyanic acid, (4-nitrophenyl)methyl ester;Thiocyanic acid, (p-nitrobenzyl) ester;Thiocyanic acid, 4-nitrobenzyl ester;thiocyanicacid,(4-nitrophenyl)methylester;thiocyanicacid,(p-nitrobenzyl)ester;thiocyanicacid,4-nitrobenzylester;P-NITROBENZYL THIOCYANATE;4-NITROBENZYL THIOCYANATE
• CAS NO: 13287-49-5
• Molecular Formula: C₈H₆N₂O₂S
• Molecular Weight: 194.21
• EINECS: 236-299-1
• Mol File: 13287-49-5.mol
• Article Data: 28

Chemical Properties

• Melting Point: 83-85°C
• Boiling Point: 367.9°Cat760mmHg
• Flash Point: 176.3°C
• Appearance: /
• Density: 1.373g/cm³
• Vapor Pressure: 1.33E-05mmHg at 25°C
• Refractive Index: 1.628
• CAS DataBase Reference: 4-NITROBENZYL THIOCYANATE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-NITROBENZYL THIOCYANATE(13287-49-5)
• EPA Substance Registry System: 4-NITROBENZYL THIOCYANATE(13287-49-5)

Safety Data

• Statements: 20/22-32
• Safety Statements: 22-36/37
• RIDADR: 2811
• Hazardous Substances Data: 13287-49-5(Hazardous Substances Data)

Usage

General Description

4-NITROBENZYL THIOCYANATE is a chemical compound with the molecular formula C9H6N2O2S. It is a yellow solid with a distinct odor and is commonly used as an intermediate in the synthesis of various pharmaceuticals and agrochemicals. 4-NITROBENZYL THIOCYANATE is known to be a potent irritant and can cause skin and eye irritation upon contact. It is also considered to be a hazardous material and should be handled with caution. 4-NITROBENZYL THIOCYANATE is often used in research and industrial applications for its reactivity and ability to form various derivatives.

InChI:InChI=1/C8H6N2O2S/c9-6-13-5-7-1-3-8(4-2-7)10(11)12/h1-4H,5H2

Upstream product

• 3012-37-1 benzyl thiocyanate 
• 2290-65-5 trimethylsilyl isothiocyanate 
• 100-11-8 1-bromomethyl-4-nitro-benzene 
• 7697-37-2 nitric acid 
• 619-73-8 4-nitrobenzyl chloride 
• 333-20-0 potassium thioacyanate 
• 3674-54-2 tetrabutylammonium thiocyanate 
• 163276-49-1 1-thiocyanatopyrrolidine-2,5-dione 
• 1147550-11-5 ammonium thiocyanate 
• 540-72-7 sodium thiocyanide 
• 14856-73-6 4-nitrobenzyl trimethylsilyl ether 
• 557-42-6 zinc(II) thiocyanate 
• 100-14-1 4-nitrobenzyl chloride 
• 532-55-8 Benzoyl isothiocyanate 

Downstream Products

• 1835-71-8 bis(4-nitrobenzyl) sulfide 
• 26798-33-4 (p-nitrophenyl)methanethiol 
• 119835-51-7 1,4-Bis-[5-(4-nitro-phenyl)-thiazol-2-yl]-piperazine 
• 105051-50-1 (4-Methoxy-phenyl)-[5-(4-nitro-phenyl)-thiazol-2-yl]-amine 
• 105051-48-7 4-[5-(4-Nitro-phenyl)-thiazol-2-yl]-morpholine 
• 105051-49-8 N-cyclohexyl-5-(4-nitrophenyl)-1,3-thiazol-2-amine 
• 105051-52-3 Methyl-[5-(4-nitro-phenyl)-thiazol-2-yl]-phenyl-amine 
• 105051-51-2 [5-(4-Nitro-phenyl)-thiazol-2-yl]-pyridin-3-yl-amine 
• 99941-56-7 [5-(4-Nitro-phenyl)-thiazol-2-yl]-phenyl-amine 
• 60952-00-3 thiocarbamic acid S-(4-nitro-benzyl ester) 
• 3694-47-1 1-(isothiocyanatomethyl)-4-nitrobenzene 
• 26060-30-0 4-nitrothiobenzamide 
• 99-99-0 1-methyl-4-nitrobenzene 
• 4025-75-6 (4-nitrophenyl)methanesulfonyl chloride 

Relevant articles and documents

Interfacial behavior of phase transfer catalysis of the reaction between potassium thiocyanate and p-nitrobenzyl bromide with crown ethers as catalysts

A very simple and novel method is devised to study the mechanism of phase transfer catalysis (PTC) for a nucleophilic substitution reaction between potassium thiocyanate and p-nitrobenzyl bromide (p-NB); the mechanism of the nucleophilic substitution reac

An ionic liquid supported on magnetite nanoparticles as an efficient heterogeneous catalyst for the synthesis of alkyl thiocyanates in water

The present study describes a convenient method to synthesize alkyl thiocyanates from alkyl halides with the use of a novel nanomagnetic-supported organocatalyst (MNP@PEG-ImCl). The new supported ionic liquid is fully characterized by field-emission scanning electron microscopy (FESEM), Fourier-transform infrared (FT-IR), energy dispersive X-ray analysis (EDAX), X-ray powder diffraction (XRD), transmission electron microscopy (TEM), vibrating sample magnetometry (VSM) as well as thermogravimetric analysis (TGA) techniques. It is noteworthy that we observed easy separation of the catalyst from the reaction mixture by a simple magnetic decantation and its reutilization many times without any appreciable loss of activities.

Sulfuryl Fluoride Promoted Thiocyanation of Alcohols: A Practical Method for Preparing Thiocyanates

A novel SO 2F 2-promoted thiocyanation method for the one-step synthesis of thiocyanates through C-O bond cleavage of readily available alcohols with ammonium thiocyanate as the thiocyanating agent was developed. The method avoids the use of additional catalyst, and a variety of (hetero)arene, alkene and aliphatic alcohols reacted with high efficiency in ethyl acetate under mild conditions to afford the corresponding thiocyanates in excellent to quantitative yields with broad functional-group compatibility.

One-pot synthesis of (ethoxycarbonyl)difluoromethylthioethers from thiocyanate sodium and ethyl 2-(trimethylsilyl)-2,2-difluoroacetate (TMS-CF2CO2Et)

An efficient one-pot cascade methodology for the synthesis of (ethoxycarbonyl)difluoromethyl thioethers is described. Benzyl, allyl, alkyl halides or diazonium salts as the starting materials together with thiocyanate sodium and TMS-CF2CO2Et in the presence of CsF or NaOAc afford a variety of the fluoroalkylthiolated products in moderate to good yields.