113986-29-1

Basic information

• Product Name: 1-Propanone, 3-azido-1-phenyl-
• CAS NO: 113986-29-1
• Molecular Formula: C9H9N3O
• Molecular Weight: 175.19
• Mol File: 113986-29-1.mol

Chemical Properties

• CAS DataBase Reference: 1-Propanone, 3-azido-1-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Propanone, 3-azido-1-phenyl-(113986-29-1)
• EPA Substance Registry System: 1-Propanone, 3-azido-1-phenyl-(113986-29-1)

Safety Data

• Hazardous Substances Data: 113986-29-1(Hazardous Substances Data)

Upstream product

• 936-59-4 3-chloropropiophenone 
• 29526-96-3 1-phenylcyclopropan-1-ol 
• 57294-86-7 (3-azidoprop-1-en-1-yl)benzene 
• 93-58-3 benzoic acid methyl ester 
• 29636-75-7 3-bromo-1-phenylpropan-1-one 

Downstream Products

• 1000003-23-5 1-phenyl-3-(5-phenyl-pyrazol-1-yl)-propan-1-one 
• 1000003-24-6 3-(3-oxo-3-phenyl-propylamino)-1-phenyl-propenone 
• 93-55-0 1-phenyl-propan-1-one 
• 1000003-26-8 2-[4-(2-oxo-2-phenyl-ethyl)-2-oxy-furazan-3-yl]-1-phenyl-ethanone 
• 62847-52-3 3-nitro-1-phenyl-propan-1-one 
• 1000003-27-9 C₉H₉NO 
• 74-90-8 hydrogen cyanide 
• 1000003-35-9 β-azidopropiophenone-α-d2 
• 130194-42-2 (1S)-3-amino-1-phenyl-1-propanol 
• 168465-69-8 (R)-α-(2-azidoethyl)benzenemethanol 
• 357434-40-3 (S)-3-azido-1-phenyl-1-propanol 

Relevant articles and documents

A simple and fast procedure for efficient synthesis of β- and γ-azidoarylketones

A simple and efficient method for preparing β- and γ-azido substituted arylketones has been achieved by short microwave irradiation of the corresponding halo arylketones and sodium azide in DMSO.

Synthesis of Novel Heterocycles by Amide Activation and Umpolung Cyclization

Herein, we report a metal-free synthesis of cyclic amidines, oxazines, and an oxazinone under mild conditions by electrophilic amide activation. This strategy features an unusual Umpolung cyclization mode and enables the smooth union of α-aryl amides and diverse alkylazides, effectively rerouting our previously reported α-amination transform.

Regiocontrolled Wacker Oxidation of Cinnamyl Azides

A highly regioselective Wacker oxidation has been developed for the oxidation of cinnamyl azides. The catalytic oxidation tolerates the azide functionality, and more than 15 β-azido ketones were isolated (25-92% yield). High regioselectivity for the aryl ketone is observed in all cases. A robustness screen was conducted to determine functional group tolerance. The products of the oxidaiton can be readily diversified.

Chemoenzymatic synthesis of fluoxetine precursors. Reduction of β-substituted propiophenones

Five endophytic yeast strains isolated from edible plants were tested in the reduction β-chloro- and β-azidopropiophenone for the preparation of optically active fluoxetine precursors. The biotransformation rendered not only the corresponding chiral γ-substituted alcohols, but also unsubstituted alcohols and ketones. The product profile was studied and a plausible mechanism for the reductive elimination of the β-functional group is proposed.

Azido carbonyl compounds as DNA cleaving agents

Irradiation of azido carbonyl compounds using UV light (≥310 nm) produced triplet alkyl nitrenes and aroyl radicals, which resulted in efficient cleavage of single strand DNA at pH 7.0. DNA cleaving ability of azido carbonyl compounds was found to be dependent on its concentration and substituents on its aromatic ring. Further, newly synthesized naphthalene based azido carbonyl compounds showed DNA cleavage ability at longer wavelength of UV light (≥350 nm) and also binding studies revealed that they bind to ct-DNA by weak intercalation mode.

Synthesis of enantiomerically pure γ-azidoalcohols by lipase-catalyzed transesterification

An enantioselective synthesis of chiral γ-azidoalcohols via lipase-catalyzed resolution is described. The efficiency of various lipases and the effect of different solvents have been studied. Pseudomonas cepacia immobilized on diatomaceous earth (PS-D) in n-hexane catalyzed the transesterification process in an efficient manner providing γ-azidoalcohols in high enantiomeric excess.

An efficient and general approach to β-functionalized ketones

Figure presented The oxidation of selected anlons (N3 -, SCN-, I-, and Br-) by eeric ammonium nitrate (CAN) in the presence of substituted cyclopropyl alcohols provides a novel approach to β-functionalized ketones. The protocol has a number of advantages including short reaction times, ease of reagent handling, and mild, neutral reaction conditions. Overall, this method provides an alternative pathway to important starting materials and intermediates in organic synthesis.