50878-84-7

Usage

Uses

Used in Organic Synthesis:
(E)-1-(2-chlorophenyl)-2-diazonioethenolate is used as a reagent in organic synthesis for introducing the diazonium group into other molecules. Its high reactivity allows for the creation of a variety of new compounds with potential applications in various industries.
Used in Dye and Pigment Production:
In the chemical industry, (E)-1-(2-chlorophenyl)-2-diazonioethenolate is utilized as an intermediate in the formation of azo dyes and pigments. These dyes and pigments are essential for coloring textiles, plastics, and other materials, contributing to the vibrancy and diversity of colors in various products.
Safety Precautions:
Due to its potential for explosive decomposition, (E)-1-(2-chlorophenyl)-2-diazonioethenolate should be handled with extreme care. Proper safety measures, including the use of protective equipment and controlled environments, should be implemented to minimize the risk of accidents during its synthesis, storage, and use.

Upstream product

• 186581-53-3 diazomethane 
• 23975-60-2 1-(2-chlorophenyl)-4,4,4-trifluorobutane-1,3-dione 
• 118888-64-5 1-(2-Chloro-phenyl)-2,2-dihydroxy-ethanone 
• 118-91-2 ortho-chlorobenzoic acid 
• 2142-68-9 1-(2-chlorophenyl)ethanone 
• 609-65-4 o-chlorobenzoyl chloride 

Downstream Products

• 51512-09-5 2-(2-chlorophenyl)acetyl chloride 
• 896728-55-5 2-diazo-3-(trichloroacetylamino)-1-(2-chlorophenyl)-3-phenylpropan-1-one 
• 448922-63-2 1-(2'-chlorophenyl)-2-diazo-2-(triisopropylsilyl)ethanone 
• 2444-36-2 2'-chloro-benzeneacetic acid 
• 40061-54-9 2-chlorophenylacetic acid ethyl ester 
• 7714-02-5 1,1,2-Tris-methylmercapto-3-<2-chlor-phenyl>-propanon-(3) 
• 7714-08-1 <α.β-Bis-methylmercapto-vinyl>-<2-chlor-phenyl>-keton 

Relevant academic research and scientific papers

Metal-Free Insertion Reactions of Diazo Carbonyls to Azlactones

Insertion reactions of diazo carbonyls to azlactones in basic conditions have been performed. The developed method allows the preparation of a wide range of oxazole derivatives in yields ranging from 74 to 98%. Different substituents on both azlactone rings and diazo carbonyls do not compromise the methodology, even those containing stereogenic centers. Isotopic labeling experiments revealed the mechanism may proceed through a rare diazo carbonyl activation by an ammonium salt derivative.

A Sequential Route to Cyclopentenes from 1,6-Enynes and Diazo Ketones through Gold and Rhodium Catalysis

This work reports the construction of cyclopentene cores from 1,6-enynes and aryl diazo ketones through two new reaction sequences involving initial gold-catalyzed cyclization of 1,6-enynes with diazo species, followed by rhodium-catalyzed skeletal rearrangement of the resulting 3-cyclopropyl-2-en-1-ones. In most instances the rhodium-catalyzed reactions afforded cyclopentene derivatives whereas several n-alkyl- or ortho-substituted phenyl ketones delivered seven-membered oxacycles. A plausible mechanism provides rationales for these two distinct products. (Figure presented.).

One-pot synthesis of polyfunctional pyrazoles: An easy access to α-diazoketones from arylglyoxal monohydrates and tosylhydrazine

A new and efficient method for the generation of α-diazoketones has been developed from arylglyoxal monohydrates and tosylhydrazine at room temperature. 1,3-Dipolar cycloaddition reactions were used to constructing polyfunctional pyrazole derivatives by the reaction of generated α-diazoketones in situ with electron-deficient alkenes, quinones and coumarins in one pot. The one-dimensional molecular packing of 1H-benzo[f]indazole-4,9-dione derivatives along the c direction demonstrated a helical chain formation via N-H?O hydrogen-bonding.

Synthesis of 2-indanones via [4 + 1] annulation reactions of (trialkylsilyl)arylketenes

(Matrix presented) (Trialkylsilyl)arylketenes combine with (trimethylsilyl)diazomethane in a new [4 + 1] annulation process leading to 2-indanone derivatives. The (trialkylsilyl)arylketene annulation substrates are available via the photochemical Wolff rearrangement of α-silyl-α-diazo ketones, which are themselves prepared by silylation of the corresponding diazo ketones. The mechanism of the annulation reaction is proposed to involve the formation of a 2,3-bis(silyl)cyclopropanone, which is in equilibrium with an oxyallylic cation. Electrocyclic closure of this intermediate forms the new cyclopentenone ring.

Quinolones as gonadotropin releasing hormone (GnRH) antagonists: Simultaneous optimization of the C(3)-aryl and C(6)-substituents

A series of 3-arylquinolones was prepared and evaluated for their ability to act as gonadotropin releasing hormone (GnRH) antagonists. A variety of substitution patterns of the 3-aryl substituent are described. The 3,4,5-trimethylphenyl substituent (23h) was found to be optimal. (C) 2000 Elsevier Science Ltd. All rights reserved.

Reactions of cationic (η6-chloroarene) complexes of iron and ruthenium with some O-silyl and C-silyl compounds

The introduction of an alylcarbonyl side chain into the aromatic ring of some chloro-substituted benzenes has been achieved under mild conditions by the Yanovsky-type reaction of (η6-chloroarene)(η5-cyclopentadienyl) cationic complex