82894-99-3

Basic information

• Product Name: 4-(1,2,3-THIADIAZOL-4-YL)BENZONITRILE
• Synonyms: BUTTPARK 48\06-14;4-(1,2,3-THIADIAZOL-4-YL)BENZONITRILE;4-(4-CYANOPHENYL)-1,2,3-THIADIAZOLE;4-(1,2,3-Thiadiazol-4-yl)benzonitrile ,97%
• CAS NO: 82894-99-3
• Molecular Formula: C₉H₅N₃S
• Molecular Weight: 187.22
• Mol File: 82894-99-3.mol

Chemical Properties

• Boiling Point: 370.1 °C at 760 mmHg
• Flash Point: 177.6 °C
• Appearance: /
• Density: 1.37 g/cm³
• Vapor Pressure: 1.13E-05mmHg at 25°C
• Refractive Index: 1.651
• CAS DataBase Reference: 4-(1,2,3-THIADIAZOL-4-YL)BENZONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(1,2,3-THIADIAZOL-4-YL)BENZONITRILE(82894-99-3)
• EPA Substance Registry System: 4-(1,2,3-THIADIAZOL-4-YL)BENZONITRILE(82894-99-3)

Safety Data

• Hazard Codes: Xi,T
• Statements: 25
• Safety Statements: 45-24/25
• Hazardous Substances Data: 82894-99-3(Hazardous Substances Data)

Usage

Chemical Properties

Light yellow solid

InChI:InChI=1/C9H5N3S/c10-5-7-1-3-8(4-2-7)9-6-13-12-11-9/h1-4,6H

Upstream product

• 71864-73-8 C₁₀H₁₀N₄O 
• 1443-80-7 4-cyanophenyl methyl ketone 
• 75230-47-6 N′-(1-(4-cyanophenyl)ethylidene)-4-methylbenzenesulfonohydrazide 

Downstream Products

• 176037-45-9 4-(2-thioxo-1,3-dithiol-4-yl)benzonitrile 
• 1001197-33-6 [Au(p-CN-C₆H₄-CC-S)(AsPh₃)] 
• 1001197-34-7 [Au(p-CN-C₆H₄-CC-S)(PPh₂Me)] 
• 1001197-19-8 [Au(p-CN-C₆H₄-CC-S)(PPh₃)] 
• 1001197-48-3 [Au₂(p-CN-C₆H₄-CCS)2(1,2-bis(diphenylphosphino)ethane)] 
• 1001197-26-7 [Au₂(p-CN-C₆H₄-CCS)2(bis(diphenylphosphino)methane)] 

Relevant articles and documents

Synthesis method of 1, 2, 3-thiadiazole derivative

The invention belongs to the technical field of compound preparation, and discloses a synthesis method of a 1, 2, 3-thiadiazole derivative. The synthesis method of the 1, 2, 3-thiadiazole derivative comprises the following steps: taking an N-tosylhydrazon

Diiiodine/Potassium Persulfate Mediated Synthesis of 1,2,3-Thiadiazoles from N -Tosylhydrazones and a Thiocyanate Salt as a Sulfur Source under Transition-Metal-Free Conditions

A highly efficient method for the synthesis of 1,2,3-thiadiazoles has been developed by utilizing readily available tosylhydrazones and ammonium thiocyanate with ecofriendly EtOH as the solvent at room temperature. The reaction shows a wide scope of subst

I2/CuCl2-promoted one-pot three-component synthesis of aliphatic or aromatic substituted 1,2,3-thiadiazoles

An efficient I2/CuCl2-promoted one-pot three-component strategy for the construction of 1,2,3-thiadiazoles from aliphatic- or aromatic-substituted methyl ketones, p-toluenesulfonyl hydrazide, and potassium thiocyanate has been develo

Preparation method of thiadiazole containing aryl group and alkyl group

The invention discloses a preparation method of thiadiazole containing an aryl group and an alkyl group. Methyl ketone, p-toluenesulfonhydrazide and potassium thiocyanate which are used as a substrateundergo a three-component one-pot reaction in DMSO used

Perylenequinonoid-Catalyzed [4 + 1] and [4 + 2] Annulations of Azoalkenes: Photocatalytic Access to 1,2,3-Thiadiazole/1,4,5,6-Tetrahydropyridazine Derivatives

Nitrogen-containing heterocycles are especially considered "privileged" structural scaffolds for the development of new drugs. However, traditional methods of organic synthesis are mainly based on thermal cycloaddition reaction; thus, the exploration of n

Metal- and Oxidant-free Electrosynthesis of 1,2,3-Thiadiazoles from Element Sulfur and N-tosyl Hydrazones

A metal- and oxidant-free electrochemical method for synthesizing 1,2,3-thiadiazoles by inserting element sulfur into N-tosyl hydrazones is reported. This electrochemical transformation engages electrons as reagents to achieve redox processes, and avoid e

TBAI-Catalyzed Reaction between N-Tosylhydrazones and Sulfur: A Procedure toward 1,2,3-Thiadiazole

A TBAI-catalyzed reaction between N-tosyl hydrazone and sulfur was developed, leading to 1,2,3-thiadiazoles in moderate to good yields. It represents a facile and practical procedure to access thiadiazole under metal-free conditions. This procedure serves

Synthesis and properties of alkynethiolate gold(i) complexes

A series of alkynethiolate gold(i) derivatives have been synthesised by the cleavage of 4-monosubstituted 1,2,3-thiadiazoles in the presence of strong bases. The syntheses of the 1,2,3-thiadiazoles with p-cyanophenyl, p-tolyl, 2-thienyl, 3-thienyl and 9,9-dimethylfluoren-2-yl fragments are also described. All the complexes have been characterised by spectroscopic techniques and the complexes [Au(p-CH3-C6H4-CC-S)PPh3], [Au(3-C4H3S-CC-S)PPh3] and PPN[Au(p-CH 3-C6H4-CC-S)(C6F5)] by X-ray analysis. The electrochemically polymerizable mononuclear bis(alkynethiolate) gold(i) complex PPN[Au(3-C4H3S-CC-S) 2] is also described, including its electropolymerization and electrochemical properties. This journal is The Royal Society of Chemistry.

The 1,2,3-thiadiazole route to new vinylogue tetrathiafulvalenes

Cleavage of 1,4-dithiafulvene-substituted 1,2,3-thiadiazoles with base and dimerisation of the resulting alkyne-1-thiolate gives new tetrathiafulvalene-type vinylogue extended π-donors in a one pot reaction. The solvent-/base-system used (acetonitrile/NaH) was optimised for the synthesis of 1,3-dithiole-2-thiones via this route. Efficient synthesis of the important 4-formyl-1,3-dithiol-2-thione and its coupling to 2,6(7)-bisformyltetrathiafulvalene is presented. Preparation of a number of new 1,4-dithiafulvenes are reported.

Kinetics and Mechanism of the Reaction of Thionyl Chloride with Substituted Acetophenone Semicarbazones. The Synthesis of 1,2,3-Thiadiazoles

The reaction of thionyl chloride with a series of para-substituted acetophenone semicarbazones, which gives 1,2,3-thiadiazoles, involved an electrophilic attack.The rates correlated with the substituent ?+ constants and gave a Hammett ρ value o