3900-79-6

Basic information

• Product Name: p-Toluenesulfonyl acetone hydrazone
• Synonyms: 4-Methylbenzenesulfonic acid N'-(1-methylethylidene) hydrazide;N'-Isopropylidene-p-toluenesulfonic acid hydrazide;p-Toluenesulfonyl 2-isopropylidene hydrazide;Toluenesulfonic acid isopropylidenehydrazide;NSC 234742;NSC 126963;NSC 101352;Cellmic K
• CAS NO: 3900-79-6
• Molecular Formula: C₁₀H₁₄N₂O₂S
• Molecular Weight: 226.3
• Mol File: 3900-79-6.mol
• Article Data: 10

Chemical Properties

• Melting Point: 159-160 °C
• Boiling Point: 350.1°Cat760mmHg
• Flash Point: 165.5°C
• Appearance: /
• Density: 1.17g/cm³
• PKA: 10.48±0.40(Predicted)
• CAS DataBase Reference: p-Toluenesulfonyl acetone hydrazone(CAS DataBase Reference)
• NIST Chemistry Reference: p-Toluenesulfonyl acetone hydrazone(3900-79-6)
• EPA Substance Registry System: p-Toluenesulfonyl acetone hydrazone(3900-79-6)

Safety Data

• Hazardous Substances Data: 3900-79-6(Hazardous Substances Data)

Usage

General Description

p-Toluenesulfonyl acetone hydrazone is a chemical compound with the molecular formula C9H14N2O2S. It is a yellow crystalline solid that is commonly used as a reagent in organic chemical reactions. p-Toluenesulfonyl acetone hydrazone is often utilized as a derivatizing agent for the detection and measurement of carbonyl compounds in complex mixtures. It is highly stable and has a long shelf life, making it a popular choice for analytical chemists. Additionally, it has been investigated for its potential use as an anti-cancer agent and in the treatment of neurodegenerative diseases due to its ability to inhibit the growth of cancer cells and protect against oxidative stress.

Upstream product

• 71265-00-4 Dimethyl-α-acetylmethylphosphonat-tosylhydrazon 
• 1576-35-8 toluene-4-sulfonic acid hydrazide 
• 77-76-9 2,2-dimethoxy-propane 
• 67-64-1 acetone 
• 941-55-9 4-toluenesulfonyl azide 
• 624-31-7 4-tolyl iodide 
• 7626-72-4 N′,N′-dibenzyl-4-methylbenzenesulfonohydrazide 
• 98-59-9 p-toluenesulfonyl chloride 

Downstream Products

• 202479-08-1 4-Hydroxy-2-hexanon-tosylhydrazon 
• 63176-39-6 C₁₂H₂₁N₂O₅PS 
• 624-97-5 2-methylpent-4-en-2-ol 
• 123077-27-0 C₁₀H₁₅⁽²⁾HN₂O₂S 
• 16106-44-8 potassium tosylate 
• 4419-60-7 2-nitro-benzenesulfonic acid ; potassium-compound 
• 67-64-1 acetone 
• 79422-33-6 C₂₂H₂₅N₂O₃PS 
• 91011-12-0 2-<2-(p-tolylsulfonyl)hydrazino>propane 
• 70-55-3 toluene-4-sulfonamide 
• 1448533-03-6 N-benzyl-N'-(propan-2'-ylidene)-4-methylbenzenesulfonohydrazide 
• 1448533-04-7 N-allyl-N'-(propan-2'-ylidene)-4-methylbenzenesulfonohydrazide 
• 18713-58-1 1-(4-chlorophenyl)-2-methylpropan-1-one 
• 6126-11-0 3-methyl-1-tosyl-1H-pyrazole 

Relevant articles and documents

Alkene Synthesis by Photo-Wolff-Kischner Reaction of Sulfur Ylides and N-Tosylhydrazones

A visible-light-driven and room temperature photo-Wolff-Kischner reaction of sulfur ylides and N-tosylhydrazones has been developed for the first time to provide modular access to alkene synthesis. The high functional group tolerance and broad substrate scope were demonstrated by more than 60 examples. Both E- and Z-olefinic stereochemistry in the products could be controlled with excellent stereoselectivity. A series of mechanistic studies support that the reaction should proceed through a radical-carbanion crossover pathway, specifically involving addition of photo-generated sulfur ylide radical cations to N-tosylhydrazones to form carbanions and subsequent Wolff-Kischner process.

Copper(I)/Bpy-Catalyzed C-2-H Benzylation of Quinazolin-4(3H)-ones with N-Tosylhydrazones

A general and efficient copper-catalyzed C–H benzylation reaction of quinazolin-4(3H)-ones with N-tosylhydrazones is reported. The formation of new C(sp3)–C(sp2) bonds through cross-coupling occurs at the electron-poor C-2 position of quinazolin-4(3H)-one and represents an exceedingly practical method to afford 2-benzylated quinazolin-4(3H)-ones in moderate to good yields under mild reaction conditions. A possible reaction mechanism for this transformation was proposed. This catalytic transformation has the potential to be an important synthetic application for the late-stage functionalization of advanced synthetic intermediates.

Rapid Synthesis of N-Tosylhydrazones under Solvent-Free Conditions and Their Potential Application Against Human Triple-Negative Breast Cancer

Some N-tosylhydrazone derivatives were effectively synthesized under solvent-free conditions by using a grinding method at room temperature. The short reaction time, clean and mild process with simple workup and easy purification of the target compounds w