129666-99-5

Basic information

• Product Name: 2-ACETYL-1-TOSYLPYRROLE
• Synonyms: 2-ACETYL-1-TOSYLPYRROLE;1-(1-Tosyl-1H-pyrrol-2-yl)ethanone
• CAS NO: 129666-99-5
• Molecular Formula: C₁₃H₁₃NO₃S
• Molecular Weight: 263.31
• Product Categories: Azoles;blocks
• Mol File: 129666-99-5.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 442.1°Cat760mmHg
• Flash Point: 221.1°C
• Appearance: /
• Density: 1.24g/cm³
• Vapor Pressure: 5.18E-08mmHg at 25°C
• Refractive Index: 1.591
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 2-ACETYL-1-TOSYLPYRROLE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-ACETYL-1-TOSYLPYRROLE(129666-99-5)
• EPA Substance Registry System: 2-ACETYL-1-TOSYLPYRROLE(129666-99-5)

Safety Data

• Hazardous Substances Data: 129666-99-5(Hazardous Substances Data)

Usage

General Description

2-Acetyl-1-tosylpyrrole is an organic chemical compound with the molecular formula C15H15NO2S. It is a pyrrole derivative, which is a five-membered aromatic ring with one nitrogen atom. The compound has an acetyl group and a tosyl group attached to the pyrrole ring. It is commonly used as a building block in organic synthesis and is known for its reactivity in various chemical reactions, particularly in the formation of heterocyclic compounds. 2-Acetyl-1-tosylpyrrole has applications in pharmaceutical and agrochemical industries as a precursor for the synthesis of biologically active compounds. It is also used in academic research for understanding the reactivity and chemical properties of pyrrole derivatives.

InChI:InChI=1/C13H13NO3S/c1-10-5-7-12(8-6-10)18(16,17)14-9-3-4-13(14)11(2)15/h3-9H,1-2H3

Upstream product

• 17639-64-4 N-p-toluenesulfonylpyrrole 
• 108-24-7 acetic anhydride 
• 64-19-7 acetic acid 
• 75-36-5 acetyl chloride 
• 98-59-9 p-toluenesulfonyl chloride 
• 1072-83-9 2-Acetylpyrrole 

Downstream Products

• 1313534-67-6 7-methyl-4,5-dipropyl-1-tosyl-1H-pyrrolo[2,3-c]pyridine 
• 1313534-06-3 (E)-1-(1-tosyl-1H-pyrrol-2-yl)ethanone O-acetyl oxime 
• 1426385-30-9 C₁₉H₂₃NO 
• 1426385-31-0 C₁₉H₂₃NO 
• 1426385-29-6 1-(5-ethyl-1H-pyrrol-2-yl)-1-(4-methoxyphenyl)-4-methylpentan-3-one 
• 1551-06-0 2-ethyl-1H-pyrrole 
• 31685-34-4 2,5-diacetylpyrrole 
• 63547-61-5 1,1'-(1H-pyrrole-2,4-diyl)bis(ethan-1-one) 
• 1072-83-9 2-Acetylpyrrole 

Relevant articles and documents

A new method for the acylation of pyrroles

N-Tosylpyrroles can be very efficiently acylated by carboxylic acids in the presence of trifluoroacetic anhydride to give only the 2-acyl derivatives. N-Tosylpyrroles can be very efficiently converted into the corresponding 2-acylpyrroles by reaction with carboxylic acids and trifluoroacetic anhydride; little or none of the isomeric 3-acyl derivatives are formed.

Acylation of N-p-toluenesulfonylpyrrole under Friedel-Crafts conditions: evidence for organoaluminum intermediates

The Friedel-Crafts acylation of N-p-toluenesulfonylpyrrole under Friedel-Crafts conditions has been reinvestigated. Evidence is presented in support of the hypothesis that when AlCl3 is used as the Lewis acid, acylation proceeds via reaction of

Synthesis and properties of polyquinolines and polyanthrazolines containing pyrrole units in the main chain

A series of eight new polyquinolines and polyanthrazolines with pyrrole isomeric units in main chain were synthesized and characterized. The new polymers showed high glass transition temperatures (Tg = 242-339°C) and excellent thermal stability (T5% = 398-536°C in air, TGA). Compared to the series of polyanthrazolines, the series of polyquinolines exhibited higher thermal stability, better solubility in common organic solvents, and lower maximum absorption wavelengths (λmaxa). Polyanthrazolines with 2,5-pyrrole linkage showed an unusually high λmaxa (565 nm) and small band gap (2.02 eV). All polymers in solution had low photoluminescence quantum yields between 10-2% and 10-5% and excited-state lifetimes of 0.28-1.29 ns. The effects of molecular structure, especially pyrrole linkage structures, on the electronic structure, thermodynamics, and some of the optical properties of the polymers were explored. A model of hydrogen bonds in the main chain of the polymers was suggested to explain the difference in the properties of the isomer polymers. In addition, a polyquinoline (PBM) was chosen to examine the proton conductivity; the result indicated that the PBM/H3PO4 complex exhibited a high conductivity of 1.5 × 10-3 S cm-1 at 157°C. The new polymers are expected to have improved proton-conducting properties for the application as the membranes in fuel cells.