75621-09-9

Basic information

• Product Name: 1-Butanone, 2-diazo-1-phenyl-
• CAS NO: 75621-09-9
• Molecular Formula: C10H10N2O
• Molecular Weight: 174.202
• Mol File: 75621-09-9.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 1-Butanone, 2-diazo-1-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Butanone, 2-diazo-1-phenyl-(75621-09-9)
• EPA Substance Registry System: 1-Butanone, 2-diazo-1-phenyl-(75621-09-9)

Safety Data

• Hazardous Substances Data: 75621-09-9(Hazardous Substances Data)

Upstream product

• 59875-94-4 1,1-dibenzoylpropane 
• 495-40-9 propiophenone 
• 10327-01-2 2-benzoyl-butyraldehyde 

Downstream Products

• 35660-91-4 (E)-1-phenyl-2-buten-1-one 
• 92-52-4 biphenyl 
• 495-41-0 1-phenylbut-2-en-1-one 
• 495-40-9 propiophenone 
• 90-27-7 2-Phenylbutyric acid 
• 93-55-0 1-phenyl-propan-1-one 
• 134-81-6 benzil 
• 93-58-3 benzoic acid methyl ester 
• 2294-71-5 methyl 2-phenylbutanoate 
• 21165-26-4 1-methoxy-1-phenyl-butan-2-one 

Relevant articles and documents

MnI/AgI Relay Catalysis: Traceless Diazo-Assisted C(sp2)–H/C(sp3)–H Coupling to β-(Hetero)Aryl/Alkenyl Ketones

An unprecedented MnI/AgI-relay-catalyzed C(sp2)?H/C(sp3)?H coupling of (vinyl)arenes with α-diazoketones is reported, wherein the diazo group was exploited as a traceless auxiliary for control of regioselectivity. Challenging β-(hetero)aryl/alkenyl ketones were obtained through this operationally simple approach. The cascade process merges denitrogenation, carbene rearrangement, C?H activation, and hydroarylation/hydroalkenylation. The robustness of this method was demonstrated at preparative scale and applied to late-stage diversification of natural products.

Solvent isotope effect on the hydroxide-ioncatalyzed hydration of ketenes in aqueous solution

Five ketenes, phenyl(ethyl)ketene, phenyl(methylthio)ketene, diphenylketene, pentafluorophenylketene, and 1-naphthylketene, were generated flash photolytically and solvent isotope effects (H2O vs. D2O) on their hydroxide-ioncatalyzed hydration in aqueous solution were determined. The values obtained are all weakly reverse and closely similar (k(HO)/k(DO) = 0.76-0.97), as expected for these fast, hydroxide-ion-consuming reactions, known to proceed by nucleophilic attack of hydroxide on the ketene carbonyl group. The characteristic magnitude of these isotope effects should prove useful in identifying new examples of this reaction.