24523-46-4

Basic information

• Product Name: thiophene-2-carbaldehyde ((1E)-thien-2-ylmethylidene)hydrazone
• Synonyms: bis(thiophen-2-ylmethylidene)hydrazine
• CAS NO: 24523-46-4
• Molecular Formula: C₁₀H₈N₂S₂
• Molecular Weight: 220.3139
• Mol File: 24523-46-4.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 332.6°C at 760 mmHg
• Flash Point: 154.9°C
• Density: 1.25g/cm³
• Vapor Pressure: 0.000279mmHg at 25°C
• Refractive Index: 1.668
• CAS DataBase Reference: thiophene-2-carbaldehyde ((1E)-thien-2-ylmethylidene)hydrazone(CAS DataBase Reference)
• NIST Chemistry Reference: thiophene-2-carbaldehyde ((1E)-thien-2-ylmethylidene)hydrazone(24523-46-4)
• EPA Substance Registry System: thiophene-2-carbaldehyde ((1E)-thien-2-ylmethylidene)hydrazone(24523-46-4)

Safety Data

• Hazardous Substances Data: 24523-46-4(Hazardous Substances Data)

Upstream product

• 5919-31-3 2-(diazomethyl)thiophene 
• 106-99-0 buta-1,3-diene 
• 513-81-5 2,3-dimethyl-buta-1,3-diene 
• 36331-49-4 2-thiophenecarbaldehyde tosylhydrazone 
• 98-03-3 thiophene-2-carbaldehyde 
• 100953-64-8 6-(4-bromophenyl)-2-hydrazide-methyl-3(2H)-2,3-dihydropyridazin-3-one 

Downstream Products

• 138622-92-1 N-(4-Methyl-5-oxo-3,6-di-thiophen-2-yl-3,4,5,6-tetrahydro-pyridazin-4-yl)-benzamide 
• 188290-36-0 thiophene 
• 272-15-1 Thieno<2,3-d>pyridazine 
• 97984-07-1 1-(5-Thiophen-2-yl-4-{[1-thiophen-2-yl-meth-(E)-ylidene]-amino}-1-p-tolyl-4,5-dihydro-1H-[1,2,4]triazol-3-yl)-ethanone 
• 62442-26-6 3,7-di-thiophen-2-yl-tetrahydro-[1,2,4]triazolo[1,2-a][1,2,4]triazole-1,5-dione 
• 98-03-3 thiophene-2-carbaldehyde 

Relevant articles and documents

1, 4-thioarialkylation and/or amination of E-3-(4-bromobenzoyl) acrylic acid and some studies with the products

-

The Heteroaromatic Cope Rearrangement of 1-Pyridyl-, 1-Furyl-, and 1-Thienyl-2-vinylcyclopropanes

The 1-pyridyl-2-vinylcyclopropanes 3a and 5a rearrange to the cycloheptapyridines 10a and b on heating in an aromatic solvent.The reaction may be considered as an aromatic Cope rearrangement to 9, followed by a rearomatization step.N-Methylation of the starting vinylcyclopropane lowers the necessary reaction temperature markedly.The primary products 19 and 20 of the Cope rearrangement of the 1-furyl- or 1-thienyl-2-vinylcyclopropanes 3, 5c, d are thermally stable under the reaction conditions.The rearomatization of 19 and 20 is catalyzed by electrophiles (H+, CH3I) and, to a lower extent, by bases (pyridine).On heating to about 200 deg C in an inert aromatic solvent, 19a undergoes Retro-Cope rearrangement to 3c, aromatization to 21 as well as rearrangement to the cyclopentene 23.In all cases, the (Z)-vinylcyclopropanes undergo the Cope rearrangement faster than their (E)-isomers.