7169-17-7

Basic information

• Product Name: Ethanone, 2-diazo-1-(2-methoxyphenyl)-
• CAS NO: 7169-17-7
• Molecular Formula: C9H8N2O2
• Molecular Weight: 176.175
• Mol File: 7169-17-7.mol

Chemical Properties

• CAS DataBase Reference: Ethanone, 2-diazo-1-(2-methoxyphenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Ethanone, 2-diazo-1-(2-methoxyphenyl)-(7169-17-7)
• EPA Substance Registry System: Ethanone, 2-diazo-1-(2-methoxyphenyl)-(7169-17-7)

Safety Data

• Hazardous Substances Data: 7169-17-7(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
Ethanone, 2-diazo-1-(2-methoxyphenyl)is used as a key intermediate in the synthesis of complex organic molecules. Its diazo group allows for versatile reactions, such as cyclizations and insertions, which are crucial for constructing molecular frameworks in organic chemistry.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, Ethanone, 2-diazo-1-(2-methoxyphenyl)is utilized as a building block for the development of novel drugs. Its unique reactivity enables the creation of diverse chemical entities with potential therapeutic applications.
Used in Chemical Research:
Ethanone, 2-diazo-1-(2-methoxyphenyl)is employed as a research tool in chemical laboratories to study the reactivity and mechanisms of diazo compounds. Understanding its behavior in various reactions can lead to the discovery of new synthetic pathways and methodologies in organic chemistry.
Used in Material Science:
Ethanone, 2-diazo-1-(2-methoxyphenyl)may also find applications in material science, where its reactivity can be harnessed to create new materials with specific properties, such as polymers with tailored characteristics or advanced materials for various applications.

Upstream product

• 579-74-8 2-Methoxyacetophenone 
• 142472-15-9 1,3-bis(o-methoxyphenyl)-propane-1,3-dione 
• 579-75-9 2-Methoxybenzoic acid 
• 186581-53-3 diazomethane 
• 21615-34-9 2-Methoxybenzoyl chloride 

Downstream Products

• 107637-99-0 3-hydroxybenzofuran 
• 93-25-4 2-methoxyphenylacetic acid 
• 33390-80-6 2-(2-methoxyphenyl)acetamide 
• 93209-95-1 2-amino-4-(2-methoxyphenyl)-1,3-thiazole 
• 28033-63-8 2-(2-methoxyphenyl)acetyl chloride 
• 124067-29-4 3-(2-anisyl)-α-diazo-2-propanone 
• 38694-34-7 1-chloro-3-(2-methoxyphenyl)propan-2-one 
• 271-89-6 1-benzofurane 
• 57329-30-3 3-(4'-chlorophenyl)benzofuran 
• 4687-24-5 benzofuran-3-carboxylic acid methyl ester 

Relevant articles and documents

Practical Application of the Aqueous 'Sulfonyl-Azide-Free' (SAFE) Diazo Transfer Protocol to Less α-C-H Acidic Ketones and Esters

The earlier described 'sulfonyl-Azide-free' ('SAFE') protocol for diazo transfer to CH-Acidic 1,3-dicarbonyl compounds (and their similarly activated congeners) has been extended to the less reactive monocarbonyl substrates, which previously required a se

Phosphoric Acid Catalyzed [4 + 1]-Cycloannulation Reaction of ortho-Quinone Methides and Diazoketones: Catalytic, Enantioselective Access toward cis-2,3-Dihydrobenzofurans

A highly straightforward route to enantiomerically highly enriched cis-2,3-dihydrobenzofurans has been achieved via addition of α-diazocarbonyl compounds to in situ generated o-QMs catalyzed by a chiral Br?nsted acid. This catalytic strategy provides a direct access to 2,3-dihydrobenzofurans in high yields and with up to 91:9 dr and 99:1 er at ambient temperature. Moreover, a unique phenonium-type rearrangement accounts for product formation with an inverted 2,3-substitution pattern.

An efficient PEG-400 mediated catalyst free green synthesis of 2-amino-thiazoles from α-diazoketones and thiourea

A simple and efficient method has been developed for the synthesis of 2-aminothiazoles from α-diazoketones using PEG-400 solvent system. This novel synthetic approach involves the reaction between thiourea and α-diazoketones in PEG-400 at 100 °C to yield the corresponding 2-aminothiazoles in good yields. The method is simple, rapid and generates thiazole derivatives in excellent yields without the use of any catalysts. This green protocol can be utilized for fast synthesis of various 2-aminothiazoles in good yields. [Figure not available: see fulltext.]

First example of the coupling of α-diazoketones with thiourea: a novel route for the synthesis of 2-aminothiazoles

α-Diazoketones undergo smooth coupling with thiourea in the presence of 10 mol % of copper(II) triflate to produce the corresponding 2-aminothiazoles in excellent yields with high selectivity. The use of copper(II) triflate makes this method simple, convenient and practical. This method works well with both aryl and alkyl diazoketones to furnish a wide range of 2-aminothiazoles.

Palladium assisted substitution of 3-benzo[b]furan triflates

Triflates of 3-coumaranones were prepared, and experimented as coupling partners in palladium catalyzed Stille, Heck, Suzuki, and Sonogashira coupling reactions. The corresponding 3-substituted benzo[b]furans were obtained in excellent yields.

STUDIES ON OXYGEN HETEROCYCLES PART-1 : ACID CATALYSED AND PHOTOCHEMICAL REACTIONS OF SOME ARYLDIAZOKETONES

Trifluoroacetic acid catalysed reaction of 2-methoxyphenyldiazomethylketone (4a), 2-acetoxyphenyldiazomethylketone (4b) and 3-(2-anisyl)-α-diazo-2-propanone (11) leads to the formation of coumaranone (6) and 3-chromanone (12), while 4-(2-anisyl)-α-diazo-2-butanone (16) affords benzo-1-oxepan-3-one (17) and 5-methoxy-2-tetralone (18) in moderate yield.The photochemical decomposition of the said diazoketones (4a, 11 and 16) gave products depending on the length of the side chain present in the substrates.