29683-77-0

Basic information

• Product Name: 2-(CHLOROACETYL)THIOPHENE
• Synonyms: 2-(CHLOROACETYL)THIOPHENE;2-CHLORO-1-THIOPHEN-2-YL-ETHANONE;2-Chloro-1-Thiophene-2-yl-Ethanone;2-Chloro-1-(thien-2-yl)ethan-1-one;2-Chloro-1-(2-thienyl)ethanone;ChloroMethyl 2-Thienyl Ketone;2-(Chloroacetyl)thiophene (>85%);2-Chloro-1-thien-2-ylethanone
• CAS NO: 29683-77-0
• Molecular Formula: C₆H₅ClOS
• Molecular Weight: 160.62
• Product Categories: Sulfur & Selenium Compounds
• Mol File: 29683-77-0.mol
• Article Data: 20

Chemical Properties

• Melting Point: 45°C
• Boiling Point: 265.1 °C at 760 mmHg
• Flash Point: 114.1 °C
• Appearance: White Solid
• Density: 1.318 g/cm³
• Vapor Pressure: 0.00936mmHg at 25°C
• Refractive Index: 1.562
• Storage Temp.: -20°C Freezer, Under Inert Atmosphere
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• CAS DataBase Reference: 2-(CHLOROACETYL)THIOPHENE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(CHLOROACETYL)THIOPHENE(29683-77-0)
• EPA Substance Registry System: 2-(CHLOROACETYL)THIOPHENE(29683-77-0)

Safety Data

• Hazardous Substances Data: 29683-77-0(Hazardous Substances Data)

Usage

Description

2-(Chloroacetyl)thiophene, with the CAS number 29683-77-0, is an organic compound characterized by its white solid appearance. It is primarily utilized in the field of organic synthesis, where it serves as a valuable building block for the creation of various complex molecules and pharmaceuticals.

Uses

Used in Organic Synthesis:
2-(Chloroacetyl)thiophene is used as a synthetic building block for the development of a wide range of organic compounds. Its unique chemical structure, which includes a chloroacetyl group attached to a thiophene ring, allows for versatile reactivity and functional group manipulation in synthetic processes.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2-(Chloroacetyl)thiophene is used as a key intermediate in the synthesis of various therapeutic agents. Its incorporation into drug molecules can potentially enhance their pharmacological properties, such as potency, selectivity, and bioavailability.
Used in Chemical Research:
2-(Chloroacetyl)thiophene is also employed in academic and industrial research settings, where it is used to study the reactivity and properties of thiophene-based compounds. This research can lead to the discovery of new synthetic methods, novel compounds, and potential applications in various fields.
Used in Material Science:
The unique properties of 2-(Chloroacetyl)thiophene make it a candidate for use in the development of new materials with specific characteristics, such as conductivity, stability, or optical properties. These materials could have potential applications in various industries, including electronics, energy, and environmental protection.

InChI:InChI=1/C6H5ClOS/c7-4-5(8)6-2-1-3-9-6/h1-3H,4H2

Upstream product

• 188290-36-0 thiophene 
• 79-04-9 chloroacetyl chloride 
• 88-15-3 2-Acetylthiophene 
• 62889-07-0 trimethyl((1-(thiophen-2-yl)vinyl)oxy)silane 
• 84370-27-4 1-chloro-1-(2-thienyl)ethylene 
• 72676-21-2 2-diazo-1-(thiophen-2-yl)ethanone 
• 556025-94-6 [[2-chloro-1-(2-thienyl)ethenyl]oxy]tri-isopropylsilane 
• 929618-13-3 (E)-2-(2-chloro-1-ethoxyethenyl)thiophene 
• 556025-93-5 [[1-(2-thienyl)ethenyl]oxy]tri-isopropylsilane 
• 5271-67-0 2-Thiophenecarbonyl chloride 
• 527-72-0 2-thiophenylcarboxylic acid 

Downstream Products

• 4045-03-8 2-(thiophen-2-yl)imidazo[1,2-a]pyridine 
• 109644-97-5 dimethyl-(2-oxo-2-[2]thienyl-ethyl)-phenacyl-ammonium; chloride 
• 113214-23-6 2-phenyl-4-(2-thienyl)-thiazole 
• 72612-59-0 bis<2-oxo-2-(2-thienyl)ethyl> sulfide 
• 209911-00-2 2-(2-Chloro-4-nitro-phenylsulfanyl)-1-thiophen-2-yl-ethanone 
• 527-72-0 2-thiophenylcarboxylic acid 
• 41444-32-0 2-ethylsulfanyl-1-thiophen-2-yl-ethanone 
• 556025-95-7 (S)-2-(1-hydroxy-2-chloroethyl)-thiophene 
• 116539-60-7 (R)-Duloxetine 
• 116539-58-3 Duloxetine 
• 116539-55-0 (S)-3-methylamino-1-(2-thienyl)-1-propanol 
• 858130-53-7 (R)-3-amino-1-(thiophen-2-yl)propan-1-ol 
• 116539-57-2 (R)-3-(methylamino)-1-(thiophen-2-yl)propan-1-ol 
• 209911-01-3 2-(2-Chloro-4-nitro-benzenesulfonyl)-1-thiophen-2-yl-ethanone 

Relevant articles and documents

PREPARATION OF AN α,β-TYPE OF TER- AND SEPTITHIOPHENES

An α,β-type of thiophenes oligomers, 2,3':4',2"-terthiophene and 2,3':4',2'':5'',3''':4''',2'''':5'''',3''''':4''''',2''''''-septithiophene, were synthesized through intramolecular reductive coupling reaction of diketo sulfides with a low-valent titanium reagent.

Iridium-Catalyzed Asymmetric Hydrogenation of Halogenated Ketones for the Efficient Construction of Chiral Halohydrins

Iridium-catalyzed asymmetric hydrogenation of prochiral halogenated ketones was successfully developed to prepare various chiral halohydrins with high reactivities and excellent enantioselectivities under basic reaction condition (up to >99% conversion, 99% yield, >99% ee). Moreover, gram-scale experiment was performed well in the presence of just 0.005 mol% (S/C=20 000) Ir/f-amphox catalyst with 99% yield and >99% ee. (Figure presented.).

The α-chlorination of aryl methyl ketones under aerobic oxidative conditions

The novel reaction system air/ammonium nitrate/iodine/hydrochloric acid [air/NH4NO3(cat.)/I2(cat.)/HCl] is introduced as a simple, safe, cheap, efficient and regioselective mediator for the α-chlorination of aryl, heteroaryl and alkyl methyl ketones under aerobic oxidative conditions. The inventive use of a catalytic amount of iodine enabled the moderate to quantitative, regioselective chlorination of a comprehensive scope of different methyl ketone derivatives including those bearing oxidizable heteroatom (S, N) substituents, some of which possess declared potential biological and pharmaceutical activity. Air oxygen under a slight overpressure plays the role of the terminal oxidant catalytically activated by redox cycles of nitrogen oxides released from the catalytic amount of ammonium nitrate (NH4NO3) under acidic conditions of hydrochloric acid (HCl) and co-catalyzed by elemental iodine (I2), which was found to be essential for the high efficiency of the reaction system.