81453-98-7

Basic information

• Product Name: 3-Acetyl-1-(phenylsulfonyl)pyrrole
• Synonyms: BUTTPARK 97\57-34;3-ACETYL-1-(PHENYLSULFONYL)PYRROLE;3-ACETYL-1-(PHENYLSULPHONYL)PYRROLE;1-[1-(PHENYLSULFONYL)-1H-PYRROL-3-YL]-1-ETHANONE;1-(1-BENZENESULFONYL-1H-PYRROL-3-YL)-ETHANONE;3-Acetyl-1-(phenylsulphonyl)-1H-pyrrole;3-ACETYL-1-(PHENYLSULFONYL)PYRROLE 99+%;3-ACETYL-N-BENZENESULFONYLPYRROLE
• CAS NO: 81453-98-7
• Molecular Formula: C₁₂H₁₁NO₃S
• Molecular Weight: 249.29
• Product Categories: Building Blocks;Heterocyclic Building Blocks;Pyrroles
• Mol File: 81453-98-7.mol
• Article Data: 12

Chemical Properties

• Melting Point: 96-99 °C(lit.)
• Boiling Point: 435.7 °C at 760 mmHg
• Flash Point: 217.3 °C
• Appearance: /Solid
• Density: 1.3164 (rough estimate)
• Vapor Pressure: 8.61E-08mmHg at 25°C
• Refractive Index: 1.6000 (estimate)
• PKA: -11.54±0.70(Predicted)
• CAS DataBase Reference: 3-Acetyl-1-(phenylsulfonyl)pyrrole(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Acetyl-1-(phenylsulfonyl)pyrrole(81453-98-7)
• EPA Substance Registry System: 3-Acetyl-1-(phenylsulfonyl)pyrrole(81453-98-7)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 81453-98-7(Hazardous Substances Data)

Usage

Chemical Properties

BEIGE CRYSTALLINE POWDER

Synthesis Reference(s)

The Journal of Organic Chemistry, 48, p. 3214, 1983 DOI: 10.1021/jo00167a014

General Description

3-Acetyl-1-(phenylsulfonyl)pyrrole is a heterocyclic building block.

InChI:InChI=1/C12H11NO3S/c1-10(14)11-7-8-13(9-11)17(15,16)12-5-3-2-4-6-12/h2-9H,1H3

Upstream product

• 16851-82-4 N-phenylsulfonylpyrrole 
• 108-24-7 acetic anhydride 
• 64-19-7 acetic acid 
• 75-36-5 acetyl chloride 
• 98-09-9 benzenesulfonyl chloride 

Downstream Products

• 86688-97-3 1-(Phenylsulfonyl)-3-(carbomethoxymethyl)pyrrole 
• 1551-16-2 3-ethyl-1H-pyrrole 
• 1072-82-8 3-acetylpyrrole 
• 97188-23-3 3-ethyl-1-phenylsulfonylpyrrole 
• 131543-99-2 3-ethyl-1-(phenylsulfonyl)-3-pyrroline 
• 134439-96-6 1-Benzenesulfonyl-1H-pyrrole-3-carboxylic acid 
• 147089-20-1 1-Benzenesulfonyl-3-(2-methyl-benzo[1,3]dithiol-2-yl)-1H-pyrrole 
• 165615-26-9 1-<1-(benzenesulfonyl)pyrrol-3-yl>ethanol 
• 586958-77-2 1-[1-(phenylsulfonyl)-1H-pyrrol-3-yl]-ethyl-2H-1,2,3-benzotriazole 
• 586958-76-1 1-[1-(1-benzenesulfonyl-1H-pyrrol-3-yl)-ethyl]-1H-benzotriazole 

Relevant articles and documents

Preparation of the HIV Attachment Inhibitor BMS-663068. Part 3. Mechanistic Studies Enable a Scale-Independent Friedel-Crafts Acylation

During the development of a Friedel-Crafts acylation for the preparation of a key pyrrole intermediate in the synthesis of the HIV attachment inhibitor, BMS-663068-03, a significant scale dependence was found. A precipitous drop in yield was observed for

Synthesis of 2,2′-bipyrrole-5-carboxaldehydes and their application in the synthesis of B-ring functionalized prodiginines and tambjamines

Facile, versatile, and cost-effective synthetic routes for the preparation of a range of new 3-alkyl-, 4-alkyl-, 3,4-dialkyl-, and 3-halo-4-alkyl-2, 2′-bipyrrole-5-carboxaldehydes have been developed. These 2,2′-bipyrrole-5-carboxaldehydes offer interesting potential as building blocks for making bioactive natural and unnatural products, as demonstrated by the synthesis of B-ring functionalized prodiginines (PGs) and tambjamines.

Lewis Acid Catalysis in Supercritical Carbon Dioxide. Use of Poly(ethylene glycol) Derivatives and Perfluoroalkylbenzenes As Surfactant Molecules Which Enable Efficient Catalysis in ScCO2

Lewis acid catalysis in supercritical carbon dioxide (CO2) was investigated. While solubility of most organic materials is low in scCO 2, poly(ethylene glycol) derivatives or perfluoroalkylbenzenes were found to work as surfactants to dissolve organic materials in scCO2. In the presence of these molecules, Lewis acid catalyzed organic reactions such as aldol-, Mannich-, and Friedel-Crafts-type reactions proceeded smoothly in scCO2. Formation of emulsions was observed in these reactions, and the systems were studied in detail.