50878-84-7

Basic information

• Product Name: (E)-1-(2-chlorophenyl)-2-diazonioethenolate
• CAS NO: 50878-84-7
• Molecular Formula: C₈H₅ClN₂O
• Molecular Weight: 180.5911
• Mol File: 50878-84-7.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: (E)-1-(2-chlorophenyl)-2-diazonioethenolate(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-1-(2-chlorophenyl)-2-diazonioethenolate(50878-84-7)
• EPA Substance Registry System: (E)-1-(2-chlorophenyl)-2-diazonioethenolate(50878-84-7)

Safety Data

• Hazardous Substances Data: 50878-84-7(Hazardous Substances Data)

Usage

General Description

(E)-1-(2-chlorophenyl)-2-diazonioethenolate is a chemical compound with two benzene rings and a diazonium group. It is a diazonium salt formed from the reaction of 2-chloroaniline with sodium nitrite and hydrochloric acid. The compound is highly reactive and can be used in organic synthesis to introduce the diazonium group into other molecules. It is also a useful intermediate in the formation of azo dyes and pigments. However, it should be handled with care due to its potential for explosive decomposition under certain conditions.

Upstream product

• 186581-53-3 diazomethane 
• 609-65-4 o-chlorobenzoyl chloride 
• 2142-68-9 1-(2-chlorophenyl)ethanone 
• 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 

Downstream Products

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

Relevant articles and documents

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.

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.

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.