2740-88-7

Basic information

• Product Name: 4-FLUOROBENZYL ISOTHIOCYANATE
• Synonyms: 4-FLUOROBENZYL ISOTHIOCYANATE;1-Fluoro-4-(isothiocyanatomethyl)benzene;Benzene, 1-fluoro-4-(isothiocyanatomethyl)-;p-fluorobenzyl isothiocyanate;4-Fluorobenzylisothiocyanate,97%;4-Fluorobenzyl isothiocyanate 97%;4-(Isothiocyanatomethyl)fluorobenzene;4-Fluorobenzylisothiocyanate98%
• CAS NO: 2740-88-7
• Molecular Formula: C₈H₆FNS
• Molecular Weight: 167.2
• EINECS: 220-368-8
• Product Categories: Phenyl isocyanate&Phenyl isothiocyanate
• Mol File: 2740-88-7.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 125 °C
• Flash Point: 124-125°C/6mm
• Appearance: Yellow to brown liquid
• Density: 1,22 g/cm3
• Refractive Index: 1.573
• Storage Temp.: Keep Cold
• Sensitive: Moisture Sensitive/Lachrymatory
• BRN: 2085915
• CAS DataBase Reference: 4-FLUOROBENZYL ISOTHIOCYANATE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-FLUOROBENZYL ISOTHIOCYANATE(2740-88-7)
• EPA Substance Registry System: 4-FLUOROBENZYL ISOTHIOCYANATE(2740-88-7)

Safety Data

• Hazard Codes: C,T,Xi
• Statements: 20/21/22-36/37/38-25
• Safety Statements: 26-36/37/39-45
• RIDADR: 2810
• HazardClass: 6.1
• PackingGroup: II
• Hazardous Substances Data: 2740-88-7(Hazardous Substances Data)

Usage

General Description

4-Fluorobenzyl isothiocyanate is a chemical compound with the molecular formula C8H6FNS. It is an organic building block used in the synthesis of various pharmaceuticals and agrochemicals. 4-FLUOROBENZYL ISOTHIOCYANATE is primarily used as an intermediate in the production of other chemical compounds, specifically in the pharmaceutical industry for the development of new drugs. It is a yellow to dark yellow liquid with a pungent odor, and it is primarily handled and used in a laboratory setting due to its potential health hazards. 4-FLUOROBENZYL ISOTHIOCYANATE is known for its ability to react with a variety of nucleophiles and be used in the preparation of thiazole and benzothiazole derivatives. Overall, 4-fluorobenzyl isothiocyanate is an important chemical in the field of organic synthesis and medicinal chemistry.

InChI:InChI=1/C8H6FNS/c9-8-3-1-7(2-4-8)5-10-6-11/h1-4H,5H2

Upstream product

• 463-71-8 thiophosgene 
• 140-75-0 para-fluorobenzylamine 
• 75-15-0 carbon disulfide 
• 32315-10-9 bis(trichloromethyl) carbonate 
• 2740-87-6 p-fluorobenzyl thiocyanate 

Downstream Products

• 61290-74-2 3-(4-Fluoro-benzyl)-1-(2-hydroxy-ethyl)-1-methyl-thiourea 
• 13677-11-7 1-(4-fluoro-benzyl)-3-(3-hydroxy-propyl)-thiourea 
• 897514-14-6 4-(3-(4-fluorobenzyl)thioureido)-N-(5-methylisoxazol-3-yl)benzenesulfonamide 
• 1384521-63-4 O-(2-methyl-4-oxo-3,4-dihydroquinazolin-6-yl)methyl-4-fluorobenzylcarbamothioate 
• 1384521-64-5 O-(2-methyl-4-oxo-3,4-dihydroquinazolin-6-yl)methyl-2-fluorobenzylcarbamothioate 

Relevant articles and documents

Electron-transfer induced rearrangement of thiocyanate to isothiocyanate

Benzyl thiocyanates with an electron-withdrawing group (1a, 1b) and 9- fluorenyl thiocyanate (1e) rearrange to the corresponding isothiocyanate (2) under 9,10-diphenylanthracene (DPA) sensitization. The rearrangement would proceed via carbon-sulfur bond cleavage in an anion radical of 1 produced by photoinduced electron transfer, followed by back electron transfer to DPA·+ and recombination of the resulting radical or ion pair.

Method for preparing isothiocyanate by alkali catalysis

The invention discloses a method for preparing isothiocyanate by alkali catalysis, which realizes one-step conversion from primary amine to isothiocyanate under the alkali catalysis. The method comprises the following steps: dissolving primary amine in methanol at -20 to 40 DEG C to obtain a primary amine solution, sequentially adding an alkali catalyst, carbon disulfide and an oxidant into the primary amine solution, carrying out stirring reaction, and carrying out reduced pressure distillation; finally, carrying out extraction and column chromatography purification to obtain the product; wherein the molar ratio of the primary amine to the base catalyst to the carbon disulfide to the oxidizing agent is 1: (0.05-0.2) : (2.5-10) : (1.2-4.5), the structural general formula of the primary amine is RNH2, the structural general formula of the isothiocyanate is R-N=C=S, and the R group is alkyl, aryl, benzyl or allyl. Herein, primary amine reacts with carbon disulfide under the action of analkali catalyst and an oxidizing agent to directly generate isothiocyanate, so that sulfur phosgene and excessive alkali are avoided, and the whole reaction atom economy is high, operation is simple.The method is more suitable for preparation of functional organic intermediates and active biomolecules.

HETEROCYCLIC INTEGRIN AGONISTS

The present invention provides polycyclic oxothioxoimidazolidines, dioxoimidazolines, oxothioxooxazolidines, dioxooxazolidines, and related compounds, which are useful as integrin agonists. Methods for the treatment of integrin-mediated diseases such as cancer are also described.