3899-90-9

Basic information

• Product Name: P-TOLUENESULFONIC ACID 3-NITROPHENYL ESTER
• Synonyms: 3-nitrophenyltosylate;4-methyl-benzenesulfonicaci3-nitrophenylester;m-nitrophenyltosylate;p-toluenesulfonicacid,m-nitrophenylester;3-NITROPHENYL P-TOLUENESULFONATE;P-TOLUENESULFONIC ACID 3-NITROPHENYL ESTER;Toluenesulfonicacidnitrophenylester;m-Nitrophenyl p-toluenesulfonate
• CAS NO: 3899-90-9
• Molecular Formula: C₁₃H₁₁NO₅S
• Molecular Weight: 293.3
• Mol File: 3899-90-9.mol
• Article Data: 2

Chemical Properties

• Melting Point: 113 °C
• Boiling Point: 453°Cat760mmHg
• Flash Point: 227.8°C
• Appearance: /
• Density: 1.388g/cm³
• Vapor Pressure: 5.74E-08mmHg at 25°C
• Refractive Index: 1.604
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: P-TOLUENESULFONIC ACID 3-NITROPHENYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: P-TOLUENESULFONIC ACID 3-NITROPHENYL ESTER(3899-90-9)
• EPA Substance Registry System: P-TOLUENESULFONIC ACID 3-NITROPHENYL ESTER(3899-90-9)

Safety Data

• RTECS: XT7130000
• Hazardous Substances Data: 3899-90-9(Hazardous Substances Data)

Usage

General Description

P-Toluenesulfonic acid 3-nitrophenyl ester is a chemical compound with the molecular formula C14H13NO5S. It is commonly used as a reagent in organic synthesis and a catalyst in various chemical reactions. P-TOLUENESULFONIC ACID 3-NITROPHENYL ESTER is a highly reactive and potent electrophile, making it valuable for the acylation and alkylation of nucleophiles in organic chemistry. It is also used as a coupling agent in the synthesis of pharmaceuticals, dyes, and other organic compounds. Additionally, it is known for its ability to catalyze the formation of carbon-carbon and carbon-heteroatom bonds, making it widely utilized in the production of various fine chemicals. However, it is important to handle this compound with caution as it is toxic and can cause irritation to the skin, eyes, and respiratory system.

InChI:InChI=1/C13H11NO5S/c1-10-5-7-13(8-6-10)20(17,18)19-12-4-2-3-11(9-12)14(15)16/h2-9H,1H3

Upstream product

• 554-84-7 meta-nitrophenol 
• 98-59-9 p-toluenesulfonyl chloride 

Downstream Products

• 31540-75-7 1-((dichloromethyl)sulfonyl)-4-methylbenzene 
• 189759-53-3 3-nitro-4-(toluene-4-sulfonylmethyl)phenyl toluene-4-sulfonate 
• 2460-58-4 2-hydroxy-4-nitrobenzaldehyde 
• 16855-08-6 2-hydroxy-6-nitrobenzaldehyde 
• 90151-04-5 4-hydroxy-2-nitrobenzaldehyde 
• 554-84-7 meta-nitrophenol 
• 104-15-4 toluene-4-sulfonic acid 
• 134654-00-5 m-(2-imidazolylazo)phenyl p-toluenesulfonate 
• 134654-01-6 m-(2-imidazolylazo)phenol 
• 93184-10-2 2^I-O-(p-toluenesulfonyl)-α-cyclodextrin 
• 84216-71-7 2^I-O-(p-toluenesulfonyl)-β-cyclodextrin 
• 3865-15-4 3-aminophenyl tosylate 

Relevant articles and documents

Gold(I)-Catalyzed N-Desulfonylative Amination versus N-to-O 1,5-Sulfonyl Migration: A Versatile Approach to 1-Azabicycloalkanes

Valuable 1-azabicycloalkane derivatives have been synthesized through a novel gold(I)-catalyzed desulfonylative cyclization strategy. An ammoniumation reaction of ynones substituted at the 1-position with an N-sulfonyl azacycle took place in the presence of a gold cation by intramolecular cyclization of the disubstituted sulfonamide moiety onto the triple bond. Depending on the size of the heterocyclic ring and substitution of the substrates, two unprecedented forms of nucleophilic attack on the sulfonyl group were exploited, that is, a N-desulfonylation in the presence of an external protic O nucleophile (37–87 %, 10 examples) and a unique N-to-O 1,5-sulfonyl migration (60–98 %, 9 examples).