10290-42-3

Basic information

• Product Name: 2-Butanone, 1-diazo-4-phenyl-
• CAS NO: 10290-42-3
• Molecular Formula: C10H10N2O
• Molecular Weight: 174.202
• Mol File: 10290-42-3.mol
• Article Data: 20

Chemical Properties

• CAS DataBase Reference: 2-Butanone, 1-diazo-4-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Butanone, 1-diazo-4-phenyl-(10290-42-3)
• EPA Substance Registry System: 2-Butanone, 1-diazo-4-phenyl-(10290-42-3)

Safety Data

• Hazardous Substances Data: 10290-42-3(Hazardous Substances Data)

Upstream product

• 2550-26-7 4-Phenyl-2-butanone 
• 645-45-4 hydrocinnamic acid chloride 
• 18107-18-1 diazomethyl-trimethyl-silane 
• 501-52-0 3-Phenylpropionic acid 
• 140-10-3 (E)-3-phenylacrylic acid 
• 186581-53-3 diazomethane 

Downstream Products

• 20845-80-1 1-chloro-4-phenylbutan-2-one 
• 112350-23-9 1,8-Diphenyl-oct-4-en-3,6-dion 
• 31984-10-8 1-bromo-4-phenylbutan-2-one 
• 52487-41-9 1,2,3,4-tetrahydroazulen-1-one 
• 109393-76-2 1,6-diphenyl-2,4-hexanedione 
• 85808-25-9 1-Chloro-4-phenyl-1-phenylsulfanyl-butan-2-one 
• 1261073-08-8 7-methyl-2-phenethylquinoxaline 
• 1261073-07-7 6-methyl-2-phenethylquinoxaline 
• 1261073-09-9 6,7-dimethyl-2-phenethylquinoxaline 
• 1261073-05-5 6-chloro-2-phenethylquinoxaline 
• 1261073-06-6 7-chloro-2-phenethylquinoxaline 
• 1210881-27-8 2-phenethylquinoxaline 
• 408334-96-3 1-benzoyloxy-4-phenyl-2-butanone 
• 20296-08-6 1-acetoxy-4-phenyl-2-butanone 

Relevant articles and documents

Rhodium-mediated 18F-oxyfluorination of diazoketones using a fluorine-18-containing hypervalent iodine reagent

Geminal 18F-oxyfluorination of diazoketones was performed in the presence of rhodium mediators. The reactions were performed using a hypervalent iodine-based [18F]fluoro-benziodoxole reagent. By this methodology various α-[18/s

Trimethylsilyldiazomethane in the preparation of diazoketones via mixed anhydride and coupling reagent methods: A new approach to the Arndt-Eistert synthesis

Reaction of trimethylsilyldiazomethane with a mixed anhydride derived from a carboxylic acid by the action of ethyl chloroformate, yields the corresponding diazoketone in high yield. Subsequent Wolff rearrangement of the diazoketone leads to the homologated ester. Reaction of trimethylsilyldiazomethane with carboxylic acid-dicyclohexylcarbodiimide mixtures leads to the formation of diazoketone and trimethylsilylmethyl ester in equimolar ratio via an acid anhydride intermediate. The N-hydroxysuccinimide ester of the acid does not react with trimethylsilyldiazomethane or with its more reactive lithiated derivative.

Selective bond cleavage of [5.3.1]propellanes by lead tetraacetate: A facile entry into the carbocyclic frame [A,B ring] of taxol

[5.3.1]Propellanes e.g., the tricyclo[5.3.1.01,7]undeca-2,4-dien-10-one 8 and the corresponding methylidene compound 10 were prepared from methyl cinnamate 2 in several steps involving rhodium(II) acetate mediated cyclization of 4 to 6 as a key step. The selective central cyclopropyl bond cleavage in 8 and 10 by lead tetraacetate provides the basis of a new approach to the construction of carbocylic frame of A,B ring of Taxol.

First synthesis of poly(acylmethylene)s via palladium-mediated polymerization of diazoketones

Palladium-mediated polymerization of diazoketones (1a, 2a, 3a, 4a, and 6a) proceeded to give poly(acylmethylene)s (1b, 2b, 3b, 4b, and 6b), in which all of the main chain carbons had acyl groups. The structures of the novel polymers were characterized by

Safe and reliable synthesis of diazoketones and quinoxalines in a continuous flow reactor

A flow method for the synthesis of aliphatic and aromatic diazoketones from acyl chloride precursors has been developed and used to prepare quinoxalines in a multistep sequence without isolation of the potentially explosive diazoketone. The protocol showcases an efficient in-line purification using supported scavengers with time-saving and safety benefits and in particular a reduction in the operator's exposure to carcinogenic phenylenediamines.