19429-51-7

Basic information

• Product Name: 2,4,4,4-tetrachloro-2-butenal
• Synonyms: 2,4,4,4-tetrachloro-2-butenal;Einecs 243-052-1;(E)-2,4,4,4-tetrachlorobut-2-enal;2,4,4,4-Tetrachlorobut-2-enal
• CAS NO: 19429-51-7
• Molecular Formula: C₄H₂Cl₄O
• Molecular Weight: 207.87008
• EINECS: 243-052-1
• Mol File: 19429-51-7.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 273°C at 760 mmHg
• Flash Point: 113.3°C
• Appearance: /
• Density: 1.588g/cm³
• Vapor Pressure: 0.00588mmHg at 25°C
• Refractive Index: 1.523
• CAS DataBase Reference: 2,4,4,4-tetrachloro-2-butenal(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4,4,4-tetrachloro-2-butenal(19429-51-7)
• EPA Substance Registry System: 2,4,4,4-tetrachloro-2-butenal(19429-51-7)

Safety Data

• Hazardous Substances Data: 19429-51-7(Hazardous Substances Data)

Usage

General Description

2,4,4,4-tetrachloro-2-butenal, also known as TCBA, is a chlorinated aldehyde compound with the chemical formula C4H2Cl4O. It is a colorless to yellow liquid with a strong, pungent odor. TCBA is used as an intermediate in the synthesis of other chemicals, and it is also used as a pesticide and herbicide. The compound is toxic and can cause irritation to the eyes, skin, and respiratory system. It is also a potential carcinogen and has been linked to reproductive and developmental toxicity in animal studies. Due to its hazardous nature, TCBA is regarded as a pollutant and environmental concern, and its use is tightly regulated.

InChI:InChI=1/C4H2Cl4O/c5-3(2-9)1-4(6,7)8/h1-2H

Upstream product

• 107-20-0 2-chloroethanal 
• 302-17-0 chloral hydrate 
• 19429-47-1 2,3,4,4,4-pentachloro-butyraldehyde 

Downstream Products

• 1837-55-4 3,5-dichloropyridazine 

Relevant articles and documents

The Pyridazine Scaffold as a Building Block for Energetic Materials: Synthesis, Characterization, and Properties

In the present studies, the synthesis of new energetic materials based on the pyridazine scaffold and their characterization is the main subject. For this purpose, desired 3,5-dimethoxy-4,6-dinitropyridazine-1-oxide (7) was synthesized in the first instance. The persubstituted pyridazine precursor laid the groundwork for further preparative modification. The targeted functionalization through the regioselective introduction of various smaller amine nucleophiles such as methylamine or 2-aminoethanol gave several new energetic materials. Among them are 3,5-bis(methylamino)-4,6-dinitropyridazine-1-oxide (8), 3,5-bis(methylnitramino)-4,6-dinitropyridazine-1-oxide (9), 3,5-bis(dimethylamino)-4,6-dinitropyridazine-1-oxide (10), and 3,5-bis((2-hydroxyethyl)amino)-4,6-dinitropyridazine-1-oxide (11). With the aim of increasing the detonation performance, compound 8 was additionally nitrated and 3,5-bis(methylnitramino)-4,6-dinitropyridazine-1-oxide (9) was obtained. These new energetic materials were characterized and identified by multinuclear NMR (1H, 13C, 14N, 15N) and IR spectroscopy, elemental analysis and mass spectrometry. In addition, their sensitivities toward impact, friction and electrostatic discharge were thoroughly examined. Furthermore, obtained single-crystals of the substances were characterized by low-temperature single-crystal X-ray diffraction.