6453-99-2

Basic information

• Product Name: 3-BENZOYLTHIOPHENE
• Synonyms: BENZOYLTHIOPHENE;3-BENZOYLTHIOPHENE;3-Thienylphenyl ketone;Phenyl 3-thienyl ketone;Phenyl(3-thienyl) ketone;Nsc66006
• CAS NO: 6453-99-2
• Molecular Formula: C₁₁H₈OS
• Molecular Weight: 188.25
• Mol File: 6453-99-2.mol
• Article Data: 65

Chemical Properties

• Melting Point: 63.5°C
• Boiling Point: 293.26°C (rough estimate)
• Flash Point: 137 °C
• Appearance: /
• Density: 1.2061 (rough estimate)
• Vapor Pressure: 0.000956mmHg at 25°C
• Refractive Index: 1.6090 (estimate)
• CAS DataBase Reference: 3-BENZOYLTHIOPHENE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-BENZOYLTHIOPHENE(6453-99-2)
• EPA Substance Registry System: 3-BENZOYLTHIOPHENE(6453-99-2)

Safety Data

• Hazardous Substances Data: 6453-99-2(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Journal of the American Chemical Society, 77, p. 5365, 1955 DOI: 10.1021/ja01625a048Tetrahedron Letters, 37, p. 2197, 1996 DOI: 10.1016/0040-4039(96)00258-4

InChI:InChI=1/C11H8OS/c12-11(10-6-7-13-8-10)9-4-2-1-3-5-9/h1-8H

Upstream product

• 30006-03-2 3-benzoylthiophene-2-carboxylic acid 
• 872-31-1 3-Bromothiophene 
• 100-47-0 benzonitrile 
• 498-62-4 3-thiophene carboxaldehyde 
• 100-58-3 phenylmagnesium bromide 
• 6165-68-0 thiophene boronic acid 
• 98-88-4 benzoyl chloride 
• 41507-35-1 3-thiophene carboxylic acid chloride 
• 2674-04-6 diphenyl cadmium 
• 1641-09-4 3-thiophenecarbonitrile 
• 1192-06-9 3-thienyl lithium 
• 102871-39-6 phenyl(thiophen-3-yl)methanol 
• 3193-25-7 2-hydroxy-2-phenyl-2-(thiophen-3-yl)acetic acid 
• 6165-69-1 Thien-3-ylboronic acid 

Downstream Products

• 1185651-31-3 (R)-phenyl(thiophen-3-yl)methanol 
• 1187886-99-2 (S)-phenylthiophen-3-ylmethanol 
• 1393444-78-4 3-((4-(tert-butyl)phenyl)(phenyl)methyl)thiophene 
• 1010720-61-2 2-(2,2-difluoro-1-phenylvinyl)thiophene 
• 1428362-13-3 C₁₈H₁₆N₂O₂S₂ 
• 332135-36-1 3-benzoyl-5-bromothiophene 
• 83584-56-9 (E)-Methyl<2-phenyl-2-(3'-thienyl)>vinylsulfoxide 
• 83584-55-8 (Z)-Methyl<2-phenyl-2-(3'-thienyl)>vinylsulfoxide 

Relevant articles and documents

Mechanochemical Solvent-Free Suzuki–Miyaura Cross-Coupling of Amides via Highly Chemoselective N?C Cleavage

Although cross-coupling reactions of amides by selective N?C cleavage are one of the most powerful and burgeoning areas in organic synthesis due to the ubiquity of amide bonds, the development of mechanochemical, solid-state methods remains a major challe

Poly(ethylene glycol) dimethyl ether mediated oxidative scission of aromatic olefins to carbonyl compounds by molecular oxygen

A simple, and practical oxidative scission of aromatic olefins to carbonyl compounds using O2as the sole oxidant with poly(ethylene glycol) dimethyl ether as a benign solvent has been developed. A wide range of monosubstituted,gem-disubstituted, 1,2-disubstituted, trisubstituted and tetrasubstituted aromatic olefins was successfully converted into the corresponding aldehydes and ketones in excellent yields even with gram-scale reaction. Some control experiments were also conducted to support a possible reaction pathway.

N-Acylcarbazoles and N-Acylindoles: Electronically Activated Amides for N-C(O) Cross-Coupling by Nlpto Ar Conjugation Switch

The development of new amide precursors for selective, catalytic activation of carbon-nitrogen bonds in amides is a fundamental objective of this emerging reactivity manifold. We report the palladium-catalyzed Suzuki-Miyaura cross-coupling of N-acylcarbazoles and N-acylindoles with arylboronic acids by a highly selective N-C(O) cleavage. The key amide bond ground-state destabilization stems from Nlp to Ar conjugation and enables us for the first time to achieve reactivity similar to that for N-acylsulfonamide and N-acylcarbamate activation in simple anilides.