56139-59-4

Basic information

• Product Name: 4-oxo-4-phenyl-butyraldehyde
• Synonyms: 4-oxo-4-phenyl-butyraldehyde
• CAS NO: 56139-59-4
• Molecular Weight: 162.188
• Mol File: 56139-59-4.mol
• Article Data: 42

Chemical Properties

• Boiling Point: 131 °C(Press: 2.8 Torr)
• Density: 1.134 g/cm3(Temp: 18 °C)
• CAS DataBase Reference: 4-oxo-4-phenyl-butyraldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 4-oxo-4-phenyl-butyraldehyde(56139-59-4)
• EPA Substance Registry System: 4-oxo-4-phenyl-butyraldehyde(56139-59-4)

Safety Data

• Hazardous Substances Data: 56139-59-4(Hazardous Substances Data)

Upstream product

• 3240-29-7 1-Phenylpent-4-en-1-one 
• 64-19-7 acetic acid 
• 495-40-9 propiophenone 
• 74327-27-8 3-benzoylpropanal diethyl acetal 
• 56139-43-6 1-Phenyl-4-phenylhydrazono-2-buten-1-on 
• 3240-34-4 [bis(acetoxy)iodo]benzene 
• 63318-33-2 5-(3-benzoylpropyl)-3-methylthio-1,4-diphenyl-1,2,4-triazolium iodide 
• 3365-26-2 1-phenylcyclobutene 
• 120507-09-7 (E)-4-Methoxy-1-phenyl-but-3-en-1-one 
• 96183-53-8 4,4-Dimethoxy-1-phenyl-1-butanone 
• 117203-21-1 1-(formyloxy)-4-methoxy-4-phenyl-1(Z),3-butadiene 
• 54743-42-9 2-(3-oxo-3-phenylpropyl)-1,3-dioxolane 
• 116332-58-2 N'-[4,4-Dimethoxy-1-phenyl-but-(Z)-ylidene]-N,N-dimethyl-hydrazine 
• 28531-58-0 (2-oxo-2-phenylethyl)mercury chloride 

Downstream Products

• 4850-50-4 1-phenyl-butane-1,4-diol 
• 124851-55-4 (1S,5R)-3-Oxo-1-phenyl-8-oxa-bicyclo[3.2.1]octane-2-carboxylic acid methyl ester 
• 124851-67-8 2-(methoxycarbonyl)-5-phenyl-8-oxabicyclo<3.2.1>octan-3-one 
• 3042-22-6 2-phenyl-1H-pyrrole 
• 98-86-2 acetophenone 
• 2051-95-8 succinylbenzene 
• 837-56-9 1-phenyl-2-phenylpyrrole 
• 96183-53-8 4,4-Dimethoxy-1-phenyl-1-butanone 
• 39755-03-8 4-hydroxy-1-phenyl-butan-1-one 
• 72709-29-6 (+/-)-1,2-diphenylpyrrolidine 
• 1739-10-2 N-(4-phenylbutyl)benzenamine 
• 26977-07-1 (+/-)-1-phenyl-4-(phenylamino)butanol 

Relevant articles and documents

From Ring-Expansion to Ring-Contraction: Synthesis of γ-Lactones from Cyclobutanols and Relative Stability of Five- and Six-Membered Endoperoxides toward Organic Bases

Cyclobutanols undergo ring expansion with molecular oxygen in the presence of Co(acac)2 to afford 1,2-dioxane-hemiperoxyketals. In the course of acylation, we observed that endoperoxides rearranged into ?-lactone in the presence of triethylamine. Thus, a generalization of this ring contraction through a Kornblum DeLaMare rearrangement is here reported. Application of this transformation to monosubstituted 1,2-dioxane derivatives also led to 1,4-ketoaldehydes, in proportions depending on the nature of the substituent. These same conditions applied to five-membered dioxolane analogues led to fragmentation instead, through a retro-aldol type process. This study emphasizes the difference of stability of 1,2-dioxane and 1,2-dioxolane against organic bases, 1,2-dioxolanes having proved to be particularly reactive whereas 1,2-dioxanes showed a relative tolerance under these conditions.

Dibromo-BODIPY as an Organic Photocatalyst for Radical-Ionic Sequences

A new dibrominated 4,4-difluoro-4-bora-3a,4a-diaza-s-indacene (BODIPY) is reported as a new metal-free photocatalyst. This BODIPY showed similar optoelectronic, electrochemical, and performance properties to those of Ru(bpy)3Cl2, one of the most common photocatalysts in a known radical-ionic transformation, such as the formation of 1,4-dicarbonyl compounds. Moreover, additional sequences in which the generated oxonium ion is trapped by an internal nucleophile were developed using this BODIPY photocatalyst. These new sequences allowed the straightforward preparation of ?3-alkoxylactones, monoprotected 1,4-ketoaldehydes, and dihydrofurans. This new catalyst, the methodology, and the forged functional groups could be important tools in organic synthesis.

Atroposelective Synthesis of Axially Chiral N-Arylpyrroles by Chiral-at-Rhodium Catalysis

A transformation of fluxional into configurationally stable axially chiral N-arylpyrroles was achieved with a highly atroposelective electrophilic aromatic substitution catalyzed by a chiral-at-metal rhodium Lewis acid. Specifically, N-arylpyrroles were alkylated with N-acryloyl-1H-pyrazole electrophiles in up to 93 percent yield and with up to >99.5 percent ee, and follow-up conversions reveal the synthetic utility of this new method. DFT calculations elucidate the origins of the observed excellent atroposelectivity.