31981-99-4

Usage

Uses

Used in Analytical Chemistry:
Methyl Orange is utilized as a pH indicator for its distinctive color change properties, serving as a visual aid in determining the endpoint of titrations. Its color transition from red to yellow at a pH of around 3.1-4.4 is particularly useful for educational purposes and in laboratories for acid-base titrations.
Used in Educational Settings:
In educational institutions, Methyl Orange is employed as a teaching tool to demonstrate the principles of acid-base chemistry and the use of pH indicators. It helps students understand the concept of pH and the process of titration through its observable color change.
Used in Research and Development:
Methyl Orange is also used in research and development for the synthesis of azo dyes and the study of azo coupling reactions. Its chemical properties make it a valuable compound for exploring new dye formulations and applications in various industries.
Used in Industrial Applications:
Although classified as a hazardous chemical, Methyl Orange may be used in specific industrial applications where its properties are required, such as in the production of certain types of dyes and pigments. However, due to its classification, it must be handled and disposed of according to strict safety regulations to minimize environmental and health risks.

Upstream product

• 4816-81-3 p-tosyl-L-alanine 
• 79-37-8 oxalyl dichloride 
• 98-59-9 p-toluenesulfonyl chloride 
• 186581-53-3 diazomethane 
• 56271-34-2 (S)-2-(4-methylbenzenesulfonylamino)propionyl chloride 

Downstream Products

• 331000-11-4 (2S,3S)-2-Methyl-3-phenyl-1-(toluene-4-sulfonyl)-azetidin-3-ol 
• 209850-56-6 N-((S)-4-Diazo-1-methyl-3-oxo-butyl)-4-methyl-benzenesulfonamide 
• 209850-49-7 (S)-3-(Toluene-4-sulfonylamino)-butyric acid 
• 173034-72-5 methyl (3S)-3-(4-methylbenzene-1-sulfonamido)butanoate 
• 31982-00-0 N-tosyl-L-phenylalanine chloromethylketone 

Relevant academic research and scientific papers

1,5-rhodium shift in rearrangement of N -arenesulfonylazetidin-3-ols into benzosultams

Benzosultams are synthesized in an enantiopure form starting from α-amino acids through a rhodium-catalyzed rearrangement reaction of N-arenesulfonylazetidin-3-ols. Mechanistically, this reaction involves C-C bond cleavage by β-carbon elimination and C-H bond cleavage by a 1,5-rhodium shift.

Regioselective cycloaddition of 3-azetidinones and 3-oxetanones with alkynes through nickel-catalysed carbon-carbon bond activation

Get in the ring! The first examples of transition-metal-catalysed C-C bond activation of 3-azetidinones and 3-oxetanones are reported. In the presence of a nickel catalyst and alkynes, a regioselective and high-yielding [4+2] cycloaddition occurs, leading to the formation of pyridinones, pyranones and eventually 4,5-disubstituted 3-hydroxypyridines (see scheme). Copyright

Reductive aldol and mannich-type reactions of azetidin-3-ones promoted by titanium tetraiodide

A convenient method is described for the generation and reaction of the enolates of aminoacetone equivalents, which uses the reduction of azetidin-3-one with titanium tetraiodide and subsequent reactions with electrophiles. This methodology provides a str

Wolff rearrangement of diazo ketones derived from N-p-tolylsulfonyl-protected α- and β-amino acids

Diazo ketones derived from N-p-tolylsulfonyl (tosyl)-protected α- and β-amino acids have been synthesized and their diazo decomposition under standard Wolff rearrangement conditions, PhCO2Ag-Et3N-MeOH, has been investigated. It is observed that, under these conditions, several different reaction pathways, including direct carbene N-H insertion, are possible. The reaction is markedly affected by the N-protecting group, the substrate structure and solvent. For those diazo ketones derived from N-tosyl-protected β-amino acids, the diazo decomposition with anhydrous THF as solvent and PhCO2Ag dissolved in Et3N as catalyst gives the corresponding 5-substituted pyrrolidinones in excellent yields.

Antitumor agents: diazomethyl ketone and chloromethyl ketone analogues prepared from N-tosyl amino acids

Diazomethyl ketone and chloromethyl ketone analogues prepared from N-tosyl amino acids have been synthesized and tested for antitumor activity in Ehrlich ascites carcinoma and P-388 lymphocytic leukemia screens in mice. The N-tosyl chloromethyl ketone ana